{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,1,19]],"date-time":"2026-01-19T05:23:50Z","timestamp":1768800230022,"version":"3.49.0"},"reference-count":222,"publisher":"MDPI AG","issue":"7","license":[{"start":{"date-parts":[[2016,7,8]],"date-time":"2016-07-08T00:00:00Z","timestamp":1467936000000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"DOI":"10.13039\/501100001871","name":"Funda\u00e7\u00e3o para a Ci\u00eancia e a Tecnologia","doi-asserted-by":"publisher","award":["PTDC\/MAR-BIO\/4694\/2014"],"award-info":[{"award-number":["PTDC\/MAR-BIO\/4694\/2014"]}],"id":[{"id":"10.13039\/501100001871","id-type":"DOI","asserted-by":"publisher"}]},{"name":"Norte2020 QREN initiative with EU\/FEDER financing through COMPETE - Operational Programme for Competitiveness Factors and INNOVMAR - Innovation and Sustainability in the Management and Exploitation of Marine Resources","award":["Innovation and Sustainability in the Management and Exploitation of Marine Resources, reference NORTE-01-0145-FEDER-000035, Research Line NOVELMAR."],"award-info":[{"award-number":["Innovation and Sustainability in the Management and Exploitation of Marine Resources, reference NORTE-01-0145-FEDER-000035, Research Line NOVELMAR."]}]},{"name":"Erasmus Mundus Action 2 (LOTUS+)","award":["LP15DF0205"],"award-info":[{"award-number":["LP15DF0205"]}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Molecules"],"abstract":"<jats:p>Multidrug resistance (MDR) to anticancer drugs is a serious health problem that in many cases leads to cancer treatment failure. The ATP binding cassette (ABC) transporter P-glycoprotein (P-gp), which leads to premature efflux of drugs from cancer cells, is often responsible for MDR. On the other hand, a strategy to search for modulators from natural products to overcome MDR had been in place during the last decades. However, Nature limits the amount of some natural products, which has led to the development of synthetic strategies to increase their availability. This review summarizes the research findings on marine natural products and derivatives, mainly alkaloids, polyoxygenated sterols, polyketides, terpenoids, diketopiperazines, and peptides, with P-gp inhibitory activity highlighting the established structure-activity relationships. The synthetic pathways for the total synthesis of the most promising members and analogs are also presented. It is expected that the data gathered during the last decades concerning their synthesis and MDR-inhibiting activities will help medicinal chemists develop potential drug candidates using marine natural products as models which can deliver new ABC transporter inhibitor scaffolds.<\/jats:p>","DOI":"10.3390\/molecules21070892","type":"journal-article","created":{"date-parts":[[2016,7,8]],"date-time":"2016-07-08T09:46:07Z","timestamp":1467971167000},"page":"892","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":34,"title":["Marine Natural Products as Models to Circumvent Multidrug Resistance"],"prefix":"10.3390","volume":"21","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-3142-4864","authenticated-orcid":false,"given":"Solida","family":"Long","sequence":"first","affiliation":[{"name":"Laborat\u00f3rio de Qu\u00edmica Org\u00e2nica e Farmac\u00eautica, Departamento de Ci\u00eancias Qu\u00edmicas, Faculdade de Farm\u00e1cia, Universidade do Porto, Porto 4050-313, Portugal"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-5397-4672","authenticated-orcid":false,"given":"Em\u00edlia","family":"Sousa","sequence":"additional","affiliation":[{"name":"Laborat\u00f3rio de Qu\u00edmica Org\u00e2nica e Farmac\u00eautica, Departamento de Ci\u00eancias Qu\u00edmicas, Faculdade de Farm\u00e1cia, Universidade do Porto, Porto 4050-313, Portugal"},{"name":"Interdisciplinary Centre of Marine and Environmental Research (CIIMAR), Porto 4050-123, Portugal"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-3321-1061","authenticated-orcid":false,"given":"Anake","family":"Kijjoa","sequence":"additional","affiliation":[{"name":"Interdisciplinary Centre of Marine and Environmental Research (CIIMAR), Porto 4050-123, Portugal"},{"name":"Instituto de Ci\u00eancias Biom\u00e9dicas Abel Salazar (ICBAS), Universidade do Porto, Porto 4050-123, Portugal"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-4676-1409","authenticated-orcid":false,"given":"Madalena","family":"Pinto","sequence":"additional","affiliation":[{"name":"Laborat\u00f3rio de Qu\u00edmica Org\u00e2nica e Farmac\u00eautica, Departamento de Ci\u00eancias Qu\u00edmicas, Faculdade de Farm\u00e1cia, Universidade do Porto, Porto 4050-313, Portugal"},{"name":"Interdisciplinary Centre of Marine and Environmental Research (CIIMAR), Porto 4050-123, Portugal"}]}],"member":"1968","published-online":{"date-parts":[[2016,7,8]]},"reference":[{"key":"ref_1","unstructured":"Cancer. Available online: http:\/\/www.who.int\/mediacentre\/factsheets\/fs297\/en\/."},{"key":"ref_2","doi-asserted-by":"crossref","first-page":"111","DOI":"10.1016\/S0304-3835(02)00359-2","article-title":"Reversal of p-glycoprotein mediated multidrug resistance by a newly synthesized 1,4-benzothiazipine derivative, jtv-519","volume":"187","author":"Che","year":"2002","journal-title":"Cancer Lett."},{"key":"ref_3","doi-asserted-by":"crossref","first-page":"85","DOI":"10.2174\/1389450003349443","article-title":"P-glycoprotein as a drug target in the treatment of multidrug resistant cancer","volume":"1","author":"Gustav","year":"2000","journal-title":"Curr. Drug Targets"},{"key":"ref_4","doi-asserted-by":"crossref","first-page":"749","DOI":"10.1038\/nature05630","article-title":"Multiple molecular mechanisms for multidrug resistance transporters","volume":"446","author":"Higgins","year":"2007","journal-title":"Nature"},{"key":"ref_5","doi-asserted-by":"crossref","first-page":"392","DOI":"10.1016\/j.ejps.2005.10.010","article-title":"The power of the pump: Mechanisms of action of P-glycoprotein (ABCB1)","volume":"27","author":"Ambudkar","year":"2006","journal-title":"Eur. J. Pharm. Sci."},{"key":"ref_6","doi-asserted-by":"crossref","first-page":"159","DOI":"10.1177\/107327480301000207","article-title":"Overcoming multidrug resistance in cancer: An update on the clinical strategy of inhibiting p-glycoprotein","volume":"10","author":"Thomas","year":"2003","journal-title":"Cancer Control"},{"key":"ref_7","doi-asserted-by":"crossref","first-page":"97","DOI":"10.1016\/0304-3835(93)90103-G","article-title":"A marine natural product, patellamide d, reverses multidrug resistance in a human leukemic cell line","volume":"71","author":"Williams","year":"1993","journal-title":"Cancer Lett."},{"key":"ref_8","doi-asserted-by":"crossref","first-page":"470","DOI":"10.2174\/092986708783503258","article-title":"Strategies to overcome or circumvent P-glycoprotein mediated multidrug resistance","volume":"15","author":"Li","year":"2008","journal-title":"Curr. Med. Chem."},{"key":"ref_9","doi-asserted-by":"crossref","first-page":"607","DOI":"10.1358\/mf.2007.29.9.1139054","article-title":"Recent advances in P-glycoprotein-mediated multidrug resistance reversal mechanisms","volume":"29","author":"Li","year":"2007","journal-title":"Methods Find. Exp. Clin. Pharmacol."},{"key":"ref_10","doi-asserted-by":"crossref","first-page":"308","DOI":"10.1007\/s12033-010-9321-2","article-title":"Multiple drug resistance mechanisms in cancer","volume":"46","author":"Baguley","year":"2010","journal-title":"Mol. Biotechnol."},{"key":"ref_11","doi-asserted-by":"crossref","first-page":"2","DOI":"10.1016\/j.drup.2012.03.001","article-title":"Overcoming multidrug resistance in cancer: 35 years after the discovery of abcb1","volume":"15","author":"Gillet","year":"2012","journal-title":"Drug Resist. Updates"},{"key":"ref_12","doi-asserted-by":"crossref","first-page":"220","DOI":"10.1016\/j.critrevonc.2015.05.012","article-title":"The role of ABC transporters in ovarian cancer progression and chemoresistance","volume":"2","author":"Ween","year":"2015","journal-title":"Crit. Rev. Oncol. Hematol."},{"key":"ref_13","doi-asserted-by":"crossref","first-page":"216","DOI":"10.1016\/j.taap.2004.10.012","article-title":"Multidrug resistance proteins: Role of P-glycoprotein, MRP1, MRP2, and BCRP (ABCG2) in tissue defense","volume":"204","author":"Leslie","year":"2005","journal-title":"Toxicol. Appl. Pharmacol."},{"key":"ref_14","doi-asserted-by":"crossref","first-page":"253","DOI":"10.1002\/ijc.28500","article-title":"The network of P-glycoprotein and micrornas interactions","volume":"135","author":"Seca","year":"2014","journal-title":"Int. J. Cancer"},{"key":"ref_15","doi-asserted-by":"crossref","first-page":"21","DOI":"10.1016\/j.pcl.2007.11.003","article-title":"Acute myeloid leukemia","volume":"55","author":"Rubnitz","year":"2008","journal-title":"Pediatr. Clin. N. Am."},{"key":"ref_16","doi-asserted-by":"crossref","first-page":"1172","DOI":"10.1038\/sj.leu.2404692","article-title":"ABC transporters and drug resistance in leukemia: Was P-gp nothing but the first head of the hydra?","volume":"21","author":"Steinbach","year":"2007","journal-title":"Leukemia"},{"key":"ref_17","doi-asserted-by":"crossref","first-page":"5980","DOI":"10.1182\/blood-2012-02-392506","article-title":"How I treat pediatric acute myeloid leukemia","volume":"119","author":"Rubnitz","year":"2012","journal-title":"Blood"},{"key":"ref_18","first-page":"938","article-title":"Uptake and retention of daunomycin by mouse leukemic cells as factors in drug response","volume":"28","author":"Kessel","year":"1968","journal-title":"Cancer Res."},{"key":"ref_19","doi-asserted-by":"crossref","first-page":"1140","DOI":"10.1007\/s00044-016-1556-4","article-title":"Pharmacophore modeling and 3D-QSAR studies of galloyl benzamides as potent P-gp inhibitors","volume":"25","author":"Srivastava","year":"2016","journal-title":"Med. Chem. Res."},{"key":"ref_20","doi-asserted-by":"crossref","first-page":"1946","DOI":"10.2174\/092986712800167392","article-title":"Three decades of P-gp inhibitors: Skimming through several generations and scaffolds","volume":"19","author":"Palmeira","year":"2012","journal-title":"Curr. Med. Chem."},{"key":"ref_21","doi-asserted-by":"crossref","first-page":"526","DOI":"10.1007\/s000180300044","article-title":"Ru49953: A non-hormonal steroid derivative that potently inhibits P-glycoprotein and reverts cellular multidrug resistance","volume":"60","author":"Conseil","year":"2003","journal-title":"Cell. Mol. Life Sci."},{"key":"ref_22","doi-asserted-by":"crossref","first-page":"350","DOI":"10.1016\/j.coph.2006.01.009","article-title":"Modulation of multidrug resistance efflux pump activity to overcome chemoresistance in cancer","volume":"6","author":"Modok","year":"2006","journal-title":"Curr. Opin. Pharmacol."},{"key":"ref_23","doi-asserted-by":"crossref","first-page":"265","DOI":"10.1016\/S0928-0987(00)00114-7","article-title":"Multidrug resistance (MDR) in cancer\u2014Mechanisms, reversal using modulators of MDR and the role of MDR modulators in influencing the pharmacokinetics of anticancer drugs","volume":"11","author":"Krishna","year":"2000","journal-title":"Eur. J. Pharm. Sci."},{"key":"ref_24","doi-asserted-by":"crossref","unstructured":"Zhou, J. (2010). Multi-Drug Resistance in Cancer, Humana Press.","DOI":"10.1007\/978-1-60761-416-6"},{"key":"ref_25","unstructured":"(2013). Discontinuation of two phase III trials of tariquidar in non-small-cell lung cancer. Inpharma Wkly, 1387, 10."},{"key":"ref_26","first-page":"3944","article-title":"P-glycoprotein and cytochrome p-450 3a inhibition: Dissociation of inhibitory potencies","volume":"59","author":"Wandel","year":"1999","journal-title":"Cancer Res."},{"key":"ref_27","doi-asserted-by":"crossref","first-page":"4077","DOI":"10.1182\/blood-2010-04-277269","article-title":"Zosuquidar, a novel modulator of P-glycoprotein, does not improve the outcome of older patients with newly diagnosed acute myeloid leukemia: A randomized, placebo-controlled trial of the eastern cooperative oncology group 3999","volume":"116","author":"Cripe","year":"2010","journal-title":"Blood"},{"key":"ref_28","doi-asserted-by":"crossref","first-page":"333","DOI":"10.1016\/j.lfs.2010.07.004","article-title":"Quercetin: A potential drug to reverse multidrug resistance","volume":"87","author":"Chen","year":"2010","journal-title":"Life Sci."},{"key":"ref_29","doi-asserted-by":"crossref","first-page":"2010","DOI":"10.3390\/md13042010","article-title":"Marine natural products as breast cancer resistance protein inhibitors","volume":"13","author":"Cherigo","year":"2015","journal-title":"Mar. Drugs"},{"key":"ref_30","doi-asserted-by":"crossref","first-page":"3950","DOI":"10.3390\/md13063950","article-title":"Can some marine-derived fungal metabolites become actual anticancer agents?","volume":"13","author":"Gomes","year":"2015","journal-title":"Mar. Drugs"},{"key":"ref_31","doi-asserted-by":"crossref","first-page":"351","DOI":"10.1159\/000178142","article-title":"Effects of the high-affinity peptide reversin 121 on multidrug resistance proteins in experimental pancreatic cancer","volume":"29","author":"Hoffmann","year":"2009","journal-title":"Tumor Biol."},{"key":"ref_32","doi-asserted-by":"crossref","first-page":"1250","DOI":"10.1002\/jps.10395","article-title":"The role of surfactants in the reversal of active transport mediated by multidrug resistance proteins","volume":"92","author":"Bogman","year":"2003","journal-title":"J. Pharm. Sci."},{"key":"ref_33","doi-asserted-by":"crossref","unstructured":"Capon, R.J. (2001). Marine bioprospecting\u2014Trawling for treasure and pleasure. Eur. J. Org. Chem., 633\u2013645.","DOI":"10.1002\/1099-0690(200102)2001:4<633::AID-EJOC633>3.3.CO;2-H"},{"key":"ref_34","doi-asserted-by":"crossref","first-page":"13","DOI":"10.1016\/j.copbio.2016.02.021","article-title":"Advanced tools in marine natural drug discovery","volume":"42","author":"Zhang","year":"2016","journal-title":"Curr. Opin. Biotechnol."},{"key":"ref_35","doi-asserted-by":"crossref","first-page":"525","DOI":"10.3390\/md12010525","article-title":"Marine natural products with P-glycoprotein inhibitor properties","volume":"12","author":"Lopez","year":"2014","journal-title":"Mar. Drugs"},{"key":"ref_36","doi-asserted-by":"crossref","first-page":"2312","DOI":"10.3390\/md10102312","article-title":"Current status on marine products with reversal effect on cancer multidrug resistance","volume":"10","author":"Abraham","year":"2012","journal-title":"Mar. Drugs"},{"key":"ref_37","doi-asserted-by":"crossref","first-page":"1","DOI":"10.1016\/j.drup.2014.11.002","article-title":"The modulation of ABC transporter-mediated multidrug resistance in cancer: A review of the past decade","volume":"18","author":"Kathawala","year":"2015","journal-title":"Drug Resist. Updates"},{"key":"ref_38","doi-asserted-by":"crossref","first-page":"636","DOI":"10.3390\/md12020636","article-title":"Marine low molecular weight natural products as potential cancer preventive compounds","volume":"12","author":"Stonik","year":"2014","journal-title":"Mar. Drugs"},{"key":"ref_39","doi-asserted-by":"crossref","first-page":"2267","DOI":"10.3390\/md13042267","article-title":"Esters of the marine-derived triterpene sipholenol a reverse P-gp-mediated drug resistance","volume":"13","author":"Zhang","year":"2015","journal-title":"Mar. Drugs"},{"key":"ref_40","doi-asserted-by":"crossref","first-page":"3696","DOI":"10.1007\/s12010-015-1538-x","article-title":"Characterization of a potential \u03b2-lactamase inhibitory metabolite from a marine streptomyces sp. Pm49 active against multidrug-resistant pathogens","volume":"175","author":"Shanthi","year":"2015","journal-title":"Appl. Biochem. Biotechnol."},{"key":"ref_41","unstructured":"Huang, X.C., Kumar, P., Anreddy, N., Xiao, X., Yang, D.H., and Chen, Z.S. (2015). Handbook of Anticancer Drugs from Marine Origin, Springer."},{"key":"ref_42","doi-asserted-by":"crossref","first-page":"5589","DOI":"10.2174\/1381612821666151002113546","article-title":"New approaches with natural product drugs for overcoming multidrug resistance in cancer","volume":"21","year":"2015","journal-title":"Curr. Pharm. Design"},{"key":"ref_43","doi-asserted-by":"crossref","unstructured":"Efferth, T. (2015). Resistance to Targeted abc Transporters in Cancer, Springer International Publishing.","DOI":"10.1007\/978-3-319-09801-2"},{"key":"ref_44","doi-asserted-by":"crossref","first-page":"1373","DOI":"10.1111\/j.1349-7006.2007.00554.x","article-title":"Sipholenol a, a marine-derived sipholane triterpene, potently reverses P-glycoprotein (ABCB1)-mediated multidrug resistance in cancer cells","volume":"98","author":"Shi","year":"2007","journal-title":"Cancer Sci."},{"key":"ref_45","doi-asserted-by":"crossref","first-page":"1497","DOI":"10.1016\/j.bcp.2010.08.001","article-title":"Marine sponge-derived sipholane triterpenoids reverse P-glycoprotein (ABCB1)-mediated multidrug resistance in cancer cells","volume":"80","author":"Abraham","year":"2010","journal-title":"Biochem. Pharmacol."},{"key":"ref_46","doi-asserted-by":"crossref","first-page":"2282","DOI":"10.3390\/md12042282","article-title":"The marine-derived sipholenol A-4-O-3\u2032,4\u2032-dichlorobenzoate inhibits breast cancer growth and motility in vitro andin vivo through the suppression of brk and fak signaling","volume":"12","author":"Akl","year":"2014","journal-title":"Mar. Drugs"},{"key":"ref_47","doi-asserted-by":"crossref","first-page":"310","DOI":"10.1016\/j.ejmech.2013.11.039","article-title":"Optimization, pharmacophore modeling and 3D-QSAR studies of sipholanes as breast cancer migration and proliferation inhibitors","volume":"73","author":"Foudah","year":"2014","journal-title":"Eur. J. Med. Chem."},{"key":"ref_48","doi-asserted-by":"crossref","first-page":"928","DOI":"10.1021\/np0605889","article-title":"Reversal of p-glycoprotein-mediated multidrug resistance by sipholane triterpenoids","volume":"70","author":"Jain","year":"2007","journal-title":"J. Nat. Prod."},{"key":"ref_49","doi-asserted-by":"crossref","first-page":"1291","DOI":"10.1021\/np900091y","article-title":"Sipholane triterpenoids: Chemistry, reversal of ABCB1\/P-glycoprotein-mediated multidrug resistance, and pharmacophore modeling","volume":"72","author":"Jain","year":"2009","journal-title":"J. Nat. Prod."},{"key":"ref_50","doi-asserted-by":"crossref","first-page":"19","DOI":"10.1071\/CH9960019","article-title":"Parguerenes revisited: New brominated diterpenes from the southern australian marine red alga laurencia filiformis","volume":"49","author":"Rochfort","year":"1996","journal-title":"Aust. J. Chem."},{"key":"ref_51","doi-asserted-by":"crossref","first-page":"275","DOI":"10.1002\/ptr.1273","article-title":"Bioactive brominated diterpenes from the marine red alga Jania Rubens (L.) lamx","volume":"18","author":"Awad","year":"2004","journal-title":"Phytother. Res."},{"key":"ref_52","doi-asserted-by":"crossref","first-page":"3066","DOI":"10.1246\/bcsj.63.3066","article-title":"The structures of cytotoxic diterpenes containing bromine from the marine red alga Laurencia obtusa (hudson) lamouroux","volume":"63","author":"Takeda","year":"1990","journal-title":"Bull. Chem. Soc. Jpn."},{"key":"ref_53","doi-asserted-by":"crossref","first-page":"1257","DOI":"10.1016\/j.bcp.2013.02.005","article-title":"Parguerenes: Marine red alga bromoditerpenes as inhibitors of P-glycoprotein (ABCB1) in multidrug resistant human cancer cells","volume":"85","author":"Huang","year":"2013","journal-title":"Biochem. Pharmacol."},{"key":"ref_54","doi-asserted-by":"crossref","first-page":"886","DOI":"10.1111\/j.1349-7006.2001.tb01177.x","article-title":"Reversing effect of agosterol a, a spongean sterol acetate, on multidrug resistance in human carcinoma cells","volume":"92","author":"Aoki","year":"2001","journal-title":"Jpn. J. Cancer Res."},{"key":"ref_55","doi-asserted-by":"crossref","first-page":"6303","DOI":"10.1016\/S0040-4039(98)01336-7","article-title":"Agosterol a, a novel polyhydroxylated sterol acetate reversing multidrug resistance from a marine sponge of spongia sp.","volume":"39","author":"Aoki","year":"1998","journal-title":"Tetrahedron Lett."},{"key":"ref_56","doi-asserted-by":"crossref","first-page":"107","DOI":"10.1002\/ijc.1290","article-title":"Reversal of drug resistance mediated by multidrug resistance protein (MRP) 1 by dual effects of agosterol a on MRP1 function","volume":"93","author":"Chen","year":"2001","journal-title":"Int. J. Cancer"},{"key":"ref_57","doi-asserted-by":"crossref","first-page":"553","DOI":"10.1016\/j.cbpc.2007.01.015","article-title":"Marine pharmacology in 2003-4: Marine compounds with anthelmintic antibacterial, anticoagulant, antifungal, anti-inflammatory, antimalarial, antiplatelet, antiprotozoal, antituberculosis, and antiviral activities; affecting the cardiovascular, immune and nervous systems, and other miscellaneous mechanisms of action","volume":"145","author":"Mayer","year":"2007","journal-title":"Comp. Biochem. Physiol. C Toxicol. Pharmacol."},{"key":"ref_58","doi-asserted-by":"crossref","first-page":"13965","DOI":"10.1016\/S0040-4020(99)00870-4","article-title":"Reversal of multidrug resistance in human carcinoma cell line by agosterols, marine spongean sterols","volume":"55","author":"Aoki","year":"1999","journal-title":"Tetrahedron"},{"key":"ref_59","doi-asserted-by":"crossref","first-page":"2676","DOI":"10.1016\/j.ejca.2004.09.005","article-title":"Marine pharmacology in 2001\u20132: Antitumour and cytotoxic compounds","volume":"40","author":"Mayer","year":"2004","journal-title":"Eur. J. Cancer"},{"key":"ref_60","doi-asserted-by":"crossref","first-page":"2521","DOI":"10.1016\/S0960-894X(00)00502-3","article-title":"Synthesis and evaluation of 4-deacetoxyagosterol a as an mdr-modulator","volume":"10","author":"Murakami","year":"2000","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"ref_61","doi-asserted-by":"crossref","first-page":"2663","DOI":"10.1002\/1521-3765(20010618)7:12<2663::AID-CHEM26630>3.0.CO;2-U","article-title":"Total synthesis of agosterol a: An MDR-modulator from a marine sponge","volume":"7","author":"Murakami","year":"2001","journal-title":"Chem. Eur. J."},{"key":"ref_62","doi-asserted-by":"crossref","first-page":"6259","DOI":"10.1016\/S0040-4020(02)00625-7","article-title":"New polyoxygenated steroids exhibiting reversal of multidrug resistance from the gorgonian isis hippuris","volume":"58","author":"Tanaka","year":"2002","journal-title":"Tetrahedron"},{"key":"ref_63","doi-asserted-by":"crossref","first-page":"1123","DOI":"10.1016\/j.steroids.2008.04.013","article-title":"First synthesis of 3,16,20-polyoxygenated cholestanes, new cytotoxic steroids from the gorgonian leptogorgia sarmentosa","volume":"73","author":"Boonananwong","year":"2008","journal-title":"Steroids"},{"key":"ref_64","doi-asserted-by":"crossref","first-page":"775","DOI":"10.3390\/md11030775","article-title":"Bioactive polyoxygenated steroids from the south china sea soft coral, sarcophyton sp.","volume":"11","author":"Wang","year":"2013","journal-title":"Mar. Drugs"},{"key":"ref_65","doi-asserted-by":"crossref","first-page":"1422","DOI":"10.3390\/md10071422","article-title":"Polyoxygenated sterols from the south China sea soft coral sinularia sp.","volume":"10","author":"Li","year":"2012","journal-title":"Mar. Drugs"},{"key":"ref_66","doi-asserted-by":"crossref","first-page":"951","DOI":"10.1016\/j.steroids.2013.05.019","article-title":"Tumor cell growth inhibitory activity and structure-activity relationship of polyoxygenated steroids from the gorgonian menella kanisa","volume":"78","author":"Wang","year":"2013","journal-title":"Steroids"},{"key":"ref_67","doi-asserted-by":"crossref","first-page":"2056","DOI":"10.1021\/ja9817139","article-title":"Synthesis of the north 1 unit of the cephalostatin family from hecogenin acetate1","volume":"121","author":"Kim","year":"1999","journal-title":"J. Am. Chem. Soc."},{"key":"ref_68","doi-asserted-by":"crossref","unstructured":"Musumeci, D., Sica, D., and Zollo, F. (2005). Synthesis of polyoxygenated steroids with transition metal-based oxidants: Methyltrioxorhenium-hydrogen peroxide system, ruthenium tetraoxide, osmium tetraoxide and potassium permanganate. Curr. Org. Synth., 2.","DOI":"10.2174\/1570179052996919"},{"key":"ref_69","doi-asserted-by":"crossref","first-page":"3913","DOI":"10.1016\/S0957-4166(97)00564-8","article-title":"Synthesis of the c1\u2013c9 segment of bryostatin","volume":"8","author":"Weiss","year":"1997","journal-title":"Tetrahedron Asymmetry"},{"key":"ref_70","doi-asserted-by":"crossref","first-page":"2290","DOI":"10.1002\/1521-3773(20000703)39:13<2290::AID-ANIE2290>3.0.CO;2-6","article-title":"Total synthesis of bryostatin 3","volume":"39","author":"Ohmori","year":"2000","journal-title":"Angew. Chem. Int. Ed."},{"key":"ref_71","unstructured":"Kerr, B.C.B.J. (2002). Anticancer Drug Development, Academic Press."},{"key":"ref_72","doi-asserted-by":"crossref","first-page":"861","DOI":"10.1016\/S0006-2952(98)00107-5","article-title":"PKC-independent modulation of multidrug resistance in cells with mutant (V185) but not wild-type (G185) P-glycoprotein by bryostatin 1","volume":"56","author":"Spitaler","year":"1998","journal-title":"Biochem. Pharmacol."},{"key":"ref_73","doi-asserted-by":"crossref","first-page":"S13","DOI":"10.1016\/0959-8049(95)99872-W","article-title":"Bryostatin 1 regulates multi drug resistance by a PKC-independent mechanism","volume":"31","author":"Utz","year":"1995","journal-title":"Eur. J. Cancer"},{"key":"ref_74","first-page":"1581","article-title":"Bryostatin 1 affects P-glycoprotein phosphorylation but not function in multidrug-resistant human breast cancer cells","volume":"1","author":"Scala","year":"1995","journal-title":"Clin. Cancer Res."},{"key":"ref_75","doi-asserted-by":"crossref","first-page":"1296","DOI":"10.1016\/j.bcp.2011.03.018","article-title":"The synthetic bryostatin analog merle 23 dissects distinct mechanisms of bryostatin activity in the lncap human prostate cancer cell line","volume":"81","author":"Kedei","year":"2011","journal-title":"Biochem. Pharmacol."},{"key":"ref_76","doi-asserted-by":"crossref","first-page":"313","DOI":"10.1016\/j.bcp.2012.10.028","article-title":"Comparison of transcriptional response to phorbol ester, bryostatin 1, and bryostatin analogs in lncap and u937 cancer cell lines provides insight into their differential mechanism of action","volume":"85","author":"Kedei","year":"2013","journal-title":"Biochem. Pharmacol."},{"key":"ref_77","doi-asserted-by":"crossref","first-page":"8625","DOI":"10.1016\/S0040-4039(98)01955-8","article-title":"Synthesis and biological evaluation of fully synthetic bryostatin analogues","volume":"39","author":"Wender","year":"1998","journal-title":"Tetrahedron Lett."},{"key":"ref_78","doi-asserted-by":"crossref","first-page":"9789","DOI":"10.1002\/chem.201002932","article-title":"Total syntheses of bryostatins: Synthesis of two ring-expanded bryostatin analogues and the development of a new-generation strategy to access the c7\u2013c27 fragment","volume":"17","author":"Trost","year":"2011","journal-title":"Chem. Eur. J."},{"key":"ref_79","doi-asserted-by":"crossref","first-page":"2206","DOI":"10.1021\/ja067305j","article-title":"Synthesis of a ring-expanded bryostatin analogue","volume":"129","author":"Trost","year":"2007","journal-title":"J. Am. Chem. Soc."},{"key":"ref_80","doi-asserted-by":"crossref","unstructured":"Roy, R., Rey, A.W., Charron, M., and Molino, R. (1989). Enantiospecific synthesis of the c-17\u2013c-20 and c-21\u2013c-27 synthons of the antineoplastic macrolide bryostatins. J. Chem. Soc. Chem. Commun., 1308\u20131310.","DOI":"10.1039\/C39890001308"},{"key":"ref_81","doi-asserted-by":"crossref","first-page":"4957","DOI":"10.1158\/0008-5472.CAN-04-0693","article-title":"Synergistic suppression of microtubule dynamics by discodermolide and paclitaxel in non-small cell lung carcinoma cells","volume":"64","author":"Honore","year":"2004","journal-title":"Cancer Res."},{"key":"ref_82","doi-asserted-by":"crossref","first-page":"650","DOI":"10.1097\/00007890-199110000-00014","article-title":"Discodermolide-a new, marine-derived immunosuppressive compound: I. in vitro studies","volume":"52","author":"Loggley","year":"1991","journal-title":"Transplantation"},{"key":"ref_83","doi-asserted-by":"crossref","first-page":"94","DOI":"10.1111\/j.1749-6632.1993.tb17145.x","article-title":"Immunosuppression by discodermolide","volume":"696","author":"Longley","year":"1993","journal-title":"Ann. N. Y. Acad. Sci."},{"key":"ref_84","doi-asserted-by":"crossref","first-page":"9363","DOI":"10.1073\/pnas.92.20.9363","article-title":"A biomarker that identifies senescent human cells in culture and in aging skin in vivo","volume":"92","author":"Dimri","year":"1995","journal-title":"Proc. Natl. Acad. Sci. USA"},{"key":"ref_85","doi-asserted-by":"crossref","first-page":"613","DOI":"10.1124\/mol.52.4.613","article-title":"The microtubule-stabilizing agent discodermolide competitively inhibits the binding of paclitaxel (taxol) to tubulin polymers, enhances tubulin nucleation reactions more potently than paclitaxel, and inhibits the growth of paclitaxel-resistant cells","volume":"52","author":"Kowalski","year":"1997","journal-title":"Mol. Pharmacol."},{"key":"ref_86","doi-asserted-by":"crossref","first-page":"51","DOI":"10.1016\/B978-0-08-100023-6.00003-8","article-title":"Discodermolide: Total synthesis of natural product and analogues","volume":"Volume 11","author":"Betzer","year":"2015","journal-title":"Strategies and Tactics in Organic Synthesis"},{"key":"ref_87","doi-asserted-by":"crossref","first-page":"9632","DOI":"10.1002\/anie.201405455","article-title":"Synthesis of (+)-discodermolide by catalytic stereoselective borylation reactions","volume":"53","author":"Yu","year":"2014","journal-title":"Angew. Chem. Int. Ed."},{"key":"ref_88","first-page":"1013","article-title":"In vitro and in vivo anticancer activities of synthetic macrocyclic ketone analogues of halichondrin B","volume":"61","author":"Towle","year":"2001","journal-title":"Cancer Res."},{"key":"ref_89","doi-asserted-by":"crossref","first-page":"143","DOI":"10.1016\/j.ctrv.2011.03.006","article-title":"Eribulin mesylate, a novel microtubule inhibitor in the treatment of breast cancer","volume":"38","author":"Cortes","year":"2012","journal-title":"Cancer Treat. Rev."},{"key":"ref_90","doi-asserted-by":"crossref","first-page":"173","DOI":"10.1038\/nrd3389","article-title":"Eribulin mesylate","volume":"10","author":"Huyck","year":"2011","journal-title":"Nat. Rev. Drug Discov."},{"key":"ref_91","doi-asserted-by":"crossref","first-page":"1630","DOI":"10.1016\/j.bmcl.2011.01.111","article-title":"Novel second generation analogs of eribulin. Part I: Compounds containing a lipophilic c32 side chain overcome P-glycoprotein susceptibility","volume":"21","author":"Narayan","year":"2011","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"ref_92","doi-asserted-by":"crossref","first-page":"1","DOI":"10.1186\/s40064-016-1700-0","article-title":"Eribulin in pretreated metastatic breast cancer patients: Results of the trotter trial\u2014A multicenter retrospective study of eribulin in real life","volume":"5","author":"Garrone","year":"2016","journal-title":"SpringerPlus"},{"key":"ref_93","doi-asserted-by":"crossref","first-page":"1158","DOI":"10.1039\/c3np70051h","article-title":"From micrograms to grams: Scale-up synthesis of eribulin mesylate","volume":"30","author":"Yu","year":"2013","journal-title":"Nat. Prod. Rep."},{"key":"ref_94","doi-asserted-by":"crossref","first-page":"6142","DOI":"10.3390\/md12126142","article-title":"Synthetic approaches to the lamellarins\u2014A comprehensive review","volume":"12","author":"Imbri","year":"2014","journal-title":"Mar. Drugs"},{"key":"ref_95","doi-asserted-by":"crossref","first-page":"500","DOI":"10.1021\/np0104525","article-title":"Synthesis and structure-activity relationship study of lamellarin derivatives","volume":"65","author":"Ishibashi","year":"2002","journal-title":"J. Nat. Prod."},{"key":"ref_96","doi-asserted-by":"crossref","first-page":"1105","DOI":"10.3390\/md13031105","article-title":"Anticancer properties of lamellarins","volume":"13","author":"Bailly","year":"2015","journal-title":"Mar. Drugs"},{"key":"ref_97","doi-asserted-by":"crossref","first-page":"1363","DOI":"10.1016\/S0040-4039(02)02887-3","article-title":"Further developments in the synthesis of lamellarin alkaloids via direct metal-halogen exchange","volume":"44","author":"Ploypradith","year":"2003","journal-title":"Tetrahedron Lett."},{"key":"ref_98","first-page":"7392","article-title":"Lamellarin d: A novel potent inhibitor of topoisomerase i","volume":"63","author":"Facompre","year":"2003","journal-title":"Cancer Res."},{"key":"ref_99","doi-asserted-by":"crossref","first-page":"3285","DOI":"10.1016\/S0968-0896(02)00237-7","article-title":"Total synthesis and evaluation of lamellarin alpha 20-sulfate analogues","volume":"10","author":"Ridley","year":"2002","journal-title":"Bioorg. Med. Chem."},{"key":"ref_100","doi-asserted-by":"crossref","first-page":"8143","DOI":"10.1021\/jo901589e","article-title":"Design and synthesis of lamellarin d analogues targeting topoisomerase i","volume":"74","author":"Ohta","year":"2009","journal-title":"J. Org. Chem."},{"key":"ref_101","doi-asserted-by":"crossref","unstructured":"D\u00edaz, M., Guiti\u00e1n, E., and Castedo, L. (2001). Syntheses of lamellarins i and k by [3 + 2] cycloaddition of a nitrone to an alkyne. Synlett, 1164\u20131166.","DOI":"10.1055\/s-2001-15143"},{"key":"ref_102","doi-asserted-by":"crossref","first-page":"677","DOI":"10.1038\/bjc.1996.421","article-title":"Polyaromatic alkaloids from marine invertebrates as cytotoxic compounds and inhibitors of multidrug resistance caused by P-glycoprotein","volume":"74","author":"Quesada","year":"1996","journal-title":"Br. J. Cancer"},{"key":"ref_103","doi-asserted-by":"crossref","first-page":"3818","DOI":"10.3390\/md12073818","article-title":"Lamellarin o, a pyrrole alkaloid from an australian marine sponge, ianthella sp., reverses bcrp mediated drug resistance in cancer cells","volume":"12","author":"Huang","year":"2014","journal-title":"Mar. Drugs"},{"key":"ref_104","doi-asserted-by":"crossref","first-page":"6637","DOI":"10.1021\/jo00125a068","article-title":"A new, titanium-mediated approach to pyrroles: First synthesis of lukianol a and lamellarin o dimethyl ether","volume":"60","author":"Fuerstner","year":"1995","journal-title":"J. Org. Chem."},{"key":"ref_105","doi-asserted-by":"crossref","unstructured":"Banwell, M.G., Flynn, B.L., Hamel, E., and Hockless, D.C.R. (1997). Convergent syntheses of the pyrrolic marine natural products lamellarin-O, lamellarin-Q, lukianol-A and some more highly oxygenated congeners. Chem. Commun., 207\u2013208.","DOI":"10.1039\/a606793j"},{"key":"ref_106","doi-asserted-by":"crossref","first-page":"8659","DOI":"10.1016\/j.tet.2004.05.110","article-title":"Solid-phase synthesis of lamellarins Q and O","volume":"60","author":"Marfil","year":"2004","journal-title":"Tetrahedron"},{"key":"ref_107","doi-asserted-by":"crossref","first-page":"328","DOI":"10.1016\/j.tet.2007.10.105","article-title":"Palladium-catalyzed cross-coupling of N-benzenesulfonyl-3,4-dibromopyrrole and its application to the total syntheses of lamellarins O, P, Q, and R","volume":"64","author":"Fukuda","year":"2008","journal-title":"Tetrahedron"},{"key":"ref_108","doi-asserted-by":"crossref","first-page":"54","DOI":"10.1021\/ja982078+","article-title":"Total syntheses of ningalin A, lamellarin O, lukianol A, and permethyl storniamide a utilizing heterocyclic azadiene diels-alder reactions","volume":"121","author":"Boger","year":"1999","journal-title":"J. Am. Chem. Soc."},{"key":"ref_109","doi-asserted-by":"crossref","first-page":"8231","DOI":"10.1021\/jo051083a","article-title":"Modular total synthesis of lamellarin d","volume":"70","author":"Pla","year":"2005","journal-title":"J. Org. Chem."},{"key":"ref_110","doi-asserted-by":"crossref","first-page":"594","DOI":"10.1016\/j.tet.2005.10.014","article-title":"Total synthesis of lamellarins D, L, and N","volume":"62","author":"Fujikawa","year":"2006","journal-title":"Tetrahedron"},{"key":"ref_111","doi-asserted-by":"crossref","first-page":"13226","DOI":"10.1021\/ja508449y","article-title":"B-selective C\u2013H arylation of pyrroles leading to concise syntheses of lamellarins c and i","volume":"136","author":"Ueda","year":"2014","journal-title":"J. Am. Chem. Soc."},{"key":"ref_112","doi-asserted-by":"crossref","first-page":"3254","DOI":"10.1021\/jo962132+","article-title":"Ningalins A\u2013D: Novel aromatic alkaloids from a western australian ascidian of the genus didemnum","volume":"62","author":"Kang","year":"1997","journal-title":"J. Org. Chem."},{"key":"ref_113","doi-asserted-by":"crossref","first-page":"312","DOI":"10.1021\/ol1027877","article-title":"Total synthesis of lamellarins D, H, and R and ningalin B","volume":"13","author":"Li","year":"2011","journal-title":"Org. Lett."},{"key":"ref_114","doi-asserted-by":"crossref","first-page":"1777","DOI":"10.1016\/S0960-894X(03)00294-4","article-title":"Multidrug resistance reversal activity of key ningalin analogues","volume":"13","author":"Soenen","year":"2003","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"ref_115","doi-asserted-by":"crossref","first-page":"5979","DOI":"10.1016\/j.bmcl.2004.10.002","article-title":"Multidrug resistance reversal activity of permethyl ningalin b amide derivatives","volume":"14","author":"Tao","year":"2004","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"ref_116","doi-asserted-by":"crossref","first-page":"379","DOI":"10.1007\/s00280-005-1019-y","article-title":"Potent reversal of multidrug resistance by ningalins and its use in drug combinations against human colon carcinoma xenograft in nude mice","volume":"56","author":"Chou","year":"2005","journal-title":"Cancer Chemother. Pharmacol."},{"key":"ref_117","doi-asserted-by":"crossref","first-page":"5108","DOI":"10.1021\/jm100035c","article-title":"Design and syntheses of permethyl ningalin B analogues: Potent multidrug resistance (MDR) reversal agents of cancer cells","volume":"53","author":"Zhang","year":"2010","journal-title":"J. Med. Chem."},{"key":"ref_118","doi-asserted-by":"crossref","first-page":"5566","DOI":"10.1016\/j.bmc.2015.07.027","article-title":"Optimization of permethyl ningalin B analogs as P-glycoprotein inhibitors","volume":"23","author":"Wang","year":"2015","journal-title":"Bioorg. Med. Chem."},{"key":"ref_119","doi-asserted-by":"crossref","first-page":"5209","DOI":"10.3390\/md12105209","article-title":"Modification of marine natural product ningalin B and SAR study lead to potent P-glycoprotein inhibitors","volume":"12","author":"Yang","year":"2014","journal-title":"Mar. Drugs"},{"key":"ref_120","doi-asserted-by":"crossref","first-page":"9057","DOI":"10.1021\/jm400930e","article-title":"Structure-activity relationship study of permethyl ningalin B analogues as P-glycoprotein chemosensitizers","volume":"56","author":"Bin","year":"2013","journal-title":"J. Med. Chem."},{"key":"ref_121","doi-asserted-by":"crossref","first-page":"10767","DOI":"10.1021\/ja0526416","article-title":"Total synthesis of ningalin D","volume":"127","author":"Hamasaki","year":"2005","journal-title":"J. Am. Chem. Soc."},{"key":"ref_122","doi-asserted-by":"crossref","first-page":"4199","DOI":"10.1016\/j.tet.2007.02.051","article-title":"Recent advances and applications in 1,2,4,5-tetrazine chemistry","volume":"63","author":"Saracoglu","year":"2007","journal-title":"Tetrahedron"},{"key":"ref_123","doi-asserted-by":"crossref","first-page":"3834","DOI":"10.1021\/ol301424h","article-title":"Formal syntheses of naturally occurring welwitindolinones","volume":"14","author":"Fu","year":"2012","journal-title":"Org. Lett."},{"key":"ref_124","doi-asserted-by":"crossref","first-page":"3421","DOI":"10.1021\/ol051043t","article-title":"Rapid synthesis of the N-methylwelwitindolinone skeleton","volume":"7","author":"MacKay","year":"2005","journal-title":"Org. Lett."},{"key":"ref_125","doi-asserted-by":"crossref","first-page":"241","DOI":"10.1016\/S0026-895X(25)08534-7","article-title":"Welwitindolinone analogues that reverse P-glycoprotein-mediated multiple drug resistance","volume":"47","author":"Smith","year":"1995","journal-title":"Mol. Pharmacol."},{"key":"ref_126","doi-asserted-by":"crossref","first-page":"2059","DOI":"10.1002\/cbic.200800240","article-title":"FTMPT2, an N-prenyltransferase from aspergillus fumigatus, catalyses the last step in the biosynthesis of fumitremorgin B","volume":"9","author":"Grundmann","year":"2008","journal-title":"Chembiochem"},{"key":"ref_127","doi-asserted-by":"crossref","first-page":"5588","DOI":"10.1016\/j.tet.2013.03.010","article-title":"Studies toward welwitindolinones: Formal syntheses of N-methylwelwitindolinone C isothiocyanate and related natural products","volume":"69","author":"Fu","year":"2013","journal-title":"Tetrahedron"},{"key":"ref_128","doi-asserted-by":"crossref","first-page":"341","DOI":"10.1038\/nchem.1335","article-title":"Total synthesis: Welwitindolinone is well worth it","volume":"4","author":"Wood","year":"2012","journal-title":"Nat. Chem."},{"key":"ref_129","doi-asserted-by":"crossref","first-page":"3918","DOI":"10.1021\/acs.orglett.5b01952","article-title":"Total synthesis of (\u2212)-N-methylwelwitindolinone C isothiocyanate based on a Pd-catalyzed tandem enolate coupling strategy","volume":"17","author":"Komine","year":"2015","journal-title":"Org. Lett."},{"key":"ref_130","doi-asserted-by":"crossref","first-page":"660","DOI":"10.1016\/S2221-1691(12)60116-6","article-title":"A review on medicinal importance, pharmacological activity and bioanalytical aspects of beta-carboline alkaloid \u201charmine\u201d","volume":"2","author":"Patel","year":"2012","journal-title":"Asian Pac. J. Trop. Biomed."},{"key":"ref_131","doi-asserted-by":"crossref","first-page":"898","DOI":"10.1080\/14786419.2010.509722","article-title":"A new compound, jolynamine, from marine brown alga jolyna laminarioides","volume":"25","author":"Khan","year":"2011","journal-title":"Nat. Prod. Res."},{"key":"ref_132","doi-asserted-by":"crossref","first-page":"8988","DOI":"10.18632\/oncotarget.3276","article-title":"Novel harmine derivatives for tumor targeted therapy","volume":"6","author":"Li","year":"2015","journal-title":"Oncotarget"},{"key":"ref_133","doi-asserted-by":"crossref","first-page":"675","DOI":"10.1002\/ijc.20703","article-title":"Antitumor and neurotoxic effects of novel harmine derivatives and structure-activity relationship analysis","volume":"114","author":"Chen","year":"2005","journal-title":"Int. J. Cancer"},{"key":"ref_134","doi-asserted-by":"crossref","first-page":"135","DOI":"10.1016\/j.ejmech.2012.11.045","article-title":"Synthesis and structure-activity relationships of harmine derivatives as potential antitumor agents","volume":"60","author":"Cao","year":"2013","journal-title":"Eur. J. Med. Chem."},{"key":"ref_135","doi-asserted-by":"crossref","first-page":"146","DOI":"10.1002\/ptr.2860","article-title":"The \u03b2-carboline alkaloid harmine inhibits BCRP and can reverse resistance to the anticancer drugs mitoxantrone and camptothecin in breast cancer cells","volume":"24","author":"Ma","year":"2010","journal-title":"Phytother. Res."},{"key":"ref_136","doi-asserted-by":"crossref","first-page":"953","DOI":"10.1039\/C4MD00098F","article-title":"Synthesis and biological evaluation of novel bivalent \u03b2-carbolines as potential antitumor agents","volume":"5","author":"Wu","year":"2014","journal-title":"Med. Chem. Commun."},{"key":"ref_137","doi-asserted-by":"crossref","first-page":"6489","DOI":"10.1021\/jm300542e","article-title":"Novel trisubstituted harmine derivatives with original in vitro anticancer activity","volume":"55","author":"Vancraeynest","year":"2012","journal-title":"J. Med. Chem."},{"key":"ref_138","doi-asserted-by":"crossref","first-page":"3485","DOI":"10.1021\/acs.jmedchem.5b00016","article-title":"Synthesis of \u03b2-carboline-based n-heterocyclic carbenes and their antiproliferative and antimetastatic activities against human breast cancer cells","volume":"58","author":"Dighe","year":"2015","journal-title":"J. Med. Chem."},{"key":"ref_139","doi-asserted-by":"crossref","first-page":"1273","DOI":"10.1080\/00397910701226228","article-title":"Total syntheses of the chlorinated \u03b2-carboline alkaloids bauerine a, b, and c","volume":"37","author":"Pohl","year":"2007","journal-title":"Synth. Commun."},{"key":"ref_140","doi-asserted-by":"crossref","first-page":"1494","DOI":"10.1007\/s10593-011-0698-z","article-title":"Synthesis of substituted indolizino[8,7-b]indoles from harmine and their biological activity","volume":"46","author":"Nurmaganbetov","year":"2011","journal-title":"Chem. Heterocycl. Compd."},{"key":"ref_141","doi-asserted-by":"crossref","first-page":"458","DOI":"10.1007\/s11094-011-0654-3","article-title":"Synthesis and phagocytosis-stimulating activity of harmine and glaucine n-oxides","volume":"45","author":"Mukusheva","year":"2011","journal-title":"Pharm. Chem. J."},{"key":"ref_142","doi-asserted-by":"crossref","first-page":"1584","DOI":"10.3390\/molecules1301584","article-title":"A simple, rapid and mild one pot synthesis of benzene ring acylated and demethylated analogues of harmine under solvent-free conditions","volume":"13","author":"Begum","year":"2008","journal-title":"Molecules"},{"key":"ref_143","doi-asserted-by":"crossref","first-page":"1007","DOI":"10.1039\/B601930G","article-title":"Indolocarbazole natural products: Occurrence, biosynthesis, and biological activity","volume":"23","author":"Sanchez","year":"2006","journal-title":"Nat. Prod. Rep."},{"key":"ref_144","doi-asserted-by":"crossref","first-page":"509","DOI":"10.2174\/1568011043352650","article-title":"Biological targets of antitumor indolocarbazoles bearing a sugar moiety","volume":"4","author":"Prudhomme","year":"2004","journal-title":"Curr. Med. Chem. Anticancer Agents"},{"key":"ref_145","doi-asserted-by":"crossref","first-page":"406","DOI":"10.1016\/j.bmcl.2008.11.061","article-title":"Design and synthesis of N-methylmaleimide indolocarbazole bearing modified 2-acetamino acid moieties as topoisomerase i inhibitors","volume":"19","author":"Li","year":"2009","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"ref_146","doi-asserted-by":"crossref","first-page":"1877","DOI":"10.1158\/1535-7163.MCT-06-0811","article-title":"Inhibition of ABCG2-mediated transport by protein kinase inhibitors with a bisindolylmaleimide or indolocarbazole structure","volume":"6","author":"Robey","year":"2007","journal-title":"Mol. Cancer Ther."},{"key":"ref_147","doi-asserted-by":"crossref","first-page":"1067","DOI":"10.1016\/S0968-0896(99)00032-2","article-title":"Indolocarbazoles: Potent, selective inhibitors of human cytomegalovirus replication","volume":"7","author":"Slater","year":"1999","journal-title":"Bioorg. Med. Chem."},{"key":"ref_148","doi-asserted-by":"crossref","first-page":"1993","DOI":"10.1016\/S0960-894X(01)00352-3","article-title":"Synthesis of n-alkyl substituted indolocarbazoles as potent inhibitors of human cytomegalovirus replication","volume":"11","author":"Slater","year":"2001","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"ref_149","doi-asserted-by":"crossref","first-page":"2545","DOI":"10.1021\/ol0062502","article-title":"Synthesis of ecteinascidin ET-743 and phthalascidin Pt-650 from cyanosafracin B","volume":"2","author":"Cuevas","year":"2000","journal-title":"Org. Lett."},{"key":"ref_150","first-page":"1327","article-title":"Overcoming multidrug drug resistance in P-glycoprotein\/MDR1-overexpressing cell lines by ecteinascidin 743","volume":"1","author":"Kanzaki","year":"2002","journal-title":"Mol. Cancer Ther."},{"key":"ref_151","doi-asserted-by":"crossref","first-page":"1","DOI":"10.1007\/s10637-006-7773-9","article-title":"Trabectedin (ET-743, yondelis\u2122) is a substrate for P-glycoprotein, but only high expression of P-glycoprotein confers the multidrug resistance phenotype","volume":"25","author":"Beumer","year":"2007","journal-title":"Investig. New Drugs"},{"key":"ref_152","doi-asserted-by":"crossref","first-page":"6775","DOI":"10.1073\/pnas.97.12.6775","article-title":"Ecteinascidin 743, a transcription-targeted chemotherapeutic that inhibits MDR1 activation","volume":"97","author":"Jin","year":"2000","journal-title":"Proc. Natl. Acad. Sci. USA"},{"key":"ref_153","doi-asserted-by":"crossref","first-page":"1481","DOI":"10.1158\/1535-7163.MCT-11-0252","article-title":"Trabectedin and its c subunit modified analogue pm01183 attenuate nucleotide excision repair and show activity toward platinum-resistant cells","volume":"10","author":"Soares","year":"2011","journal-title":"Mol. Cancer Ther."},{"key":"ref_154","doi-asserted-by":"crossref","first-page":"4397","DOI":"10.1021\/jo050408k","article-title":"Synthetic studies toward ecteinascidin 743","volume":"70","author":"Chen","year":"2005","journal-title":"J. Org. Chem."},{"key":"ref_155","doi-asserted-by":"crossref","first-page":"4876","DOI":"10.1021\/jo100788j","article-title":"Synthetic study toward ecteinascidin 743: Concise construction of the diazabicyclo[3.3.1]nonane skeleton and assembly of the pentacyclic core","volume":"75","author":"Enomoto","year":"2010","journal-title":"J. Org. Chem."},{"key":"ref_156","doi-asserted-by":"crossref","first-page":"1754","DOI":"10.1002\/anie.200503983","article-title":"Stereospecific formal total synthesis of ecteinascidin 743","volume":"45","author":"Zheng","year":"2006","journal-title":"Angew. Chem. Int. Ed. Engl."},{"key":"ref_157","doi-asserted-by":"crossref","first-page":"8028","DOI":"10.1002\/anie.200603179","article-title":"Asymmetric total syntheses of ecteinascidin 597 and ecteinascidin 583","volume":"45","author":"Chen","year":"2006","journal-title":"Angew. Chem. Int. Ed. Engl."},{"key":"ref_158","doi-asserted-by":"crossref","first-page":"13684","DOI":"10.1021\/ja408034x","article-title":"Total synthesis of ecteinascidin 743","volume":"135","author":"Kawagishi","year":"2013","journal-title":"J. Am. Chem. Soc."},{"key":"ref_159","doi-asserted-by":"crossref","first-page":"87","DOI":"10.1021\/ja0571794","article-title":"Total synthesis of ecteinascidin 743","volume":"128","author":"Chen","year":"2006","journal-title":"J. Am. Chem. Soc."},{"key":"ref_160","doi-asserted-by":"crossref","first-page":"2770","DOI":"10.1021\/ol200904v","article-title":"Nocardioazines: A novel bridged diketopiperazine scaffold from a marine-derived bacterium inhibits P-glycoprotein","volume":"13","author":"Raju","year":"2011","journal-title":"Org. Lett."},{"key":"ref_161","doi-asserted-by":"crossref","first-page":"6206","DOI":"10.1002\/anie.201402571","article-title":"Enantioselective total synthesis of (\u2212)-lansai b and (+)-nocardioazines a and b","volume":"53","author":"Wang","year":"2014","journal-title":"Angew. Chem. Int. Ed."},{"key":"ref_162","doi-asserted-by":"crossref","first-page":"1061","DOI":"10.1271\/bbb.130026","article-title":"A point mutation in ftmd blocks the fumitremorgin biosynthetic pathway in aspergillus fumigatus strain af293","volume":"77","author":"Kato","year":"2013","journal-title":"Biosci. Biotechnol. Biochem."},{"key":"ref_163","doi-asserted-by":"crossref","first-page":"4737","DOI":"10.1016\/S0040-4039(98)00931-9","article-title":"Solid phase synthesis of fumitremorgin, verruculogen and tryprostatin analogs based on a cyclization\/cleavage strategy","volume":"39","author":"Stegman","year":"1998","journal-title":"Tetrahedron Lett."},{"key":"ref_164","first-page":"5850","article-title":"Reversal of a novel multidrug resistance mechanism in human colon carcinoma cells by fumitremorgin c","volume":"58","author":"Rabindran","year":"1998","journal-title":"Cancer Res."},{"key":"ref_165","first-page":"47","article-title":"Fumitremorgin c reverses multidrug resistance in cells transfected with the breast cancer resistance protein","volume":"60","author":"Rabindran","year":"2000","journal-title":"Cancer Res."},{"key":"ref_166","doi-asserted-by":"crossref","first-page":"41","DOI":"10.1016\/j.ejphar.2010.07.016","article-title":"Differential inhibition of murine BCRP1\/ABCG2 and human BCRP\/ABCG2 by the mycotoxin fumitremorgin c","volume":"644","author":"Real","year":"2010","journal-title":"Eur. J. Pharmacol."},{"key":"ref_167","doi-asserted-by":"crossref","first-page":"920","DOI":"10.1002\/cbic.200800787","article-title":"Identification of cytochrome p450s required for fumitremorgin biosynthesis in aspergillus fumigatus","volume":"10","author":"Kato","year":"2009","journal-title":"ChemBioChem"},{"key":"ref_168","first-page":"417","article-title":"Potent and specific inhibition of the breast cancer resistance protein multidrug transporter in vitro and in mouse intestine by a novel analogue of fumitremorgin c","volume":"1","author":"Allen","year":"2002","journal-title":"Mol. Cancer Ther."},{"key":"ref_169","doi-asserted-by":"crossref","first-page":"29","DOI":"10.1016\/S0960-894X(00)00588-6","article-title":"Inhibition of bcrp-mediated drug efflux by fumitremorgin-type indolyl diketopiperazines","volume":"11","author":"Allen","year":"2001","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"ref_170","doi-asserted-by":"crossref","first-page":"384","DOI":"10.1124\/jpet.115.225482","article-title":"The inhibitor Ko143 is not specific for ABCG2","volume":"354","author":"Weidner","year":"2015","journal-title":"J. Pharmacol. Exp. Ther."},{"key":"ref_171","doi-asserted-by":"crossref","first-page":"494","DOI":"10.2174\/1573406411309040003","article-title":"Synthesis and ABCG2 inhibitory activity of novel fumitremorgin c analogs\u2014Specificity and structure activity correlations","volume":"9","author":"Beery","year":"2013","journal-title":"Med. Chem."},{"key":"ref_172","doi-asserted-by":"crossref","first-page":"1941","DOI":"10.1016\/S0040-4020(01)80057-0","article-title":"A synthesis of so-called fumitremorgin c","volume":"45","author":"Hino","year":"1989","journal-title":"Tetrahedron"},{"key":"ref_173","doi-asserted-by":"crossref","first-page":"4225","DOI":"10.1016\/j.tet.2012.03.097","article-title":"Mg(CLO4)2-catalyzed intramolecular allylic amination: Application to the total synthesis of demethoxyfumitremorgin C","volume":"68","author":"Jiang","year":"2012","journal-title":"Tetrahedron"},{"key":"ref_174","doi-asserted-by":"crossref","first-page":"1480","DOI":"10.1016\/j.tetlet.2007.12.130","article-title":"Synthesis of potent bcrp inhibitor\u2014Ko143","volume":"49","author":"Li","year":"2008","journal-title":"Tetrahedron Lett."},{"key":"ref_175","doi-asserted-by":"crossref","first-page":"2847","DOI":"10.1016\/S0960-894X(97)10104-4","article-title":"(\u2212)-phenylahistin: A new mammalian cell cycle inhibitor produced by aspergillus ustus","volume":"7","author":"Kanoh","year":"1997","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"ref_176","doi-asserted-by":"crossref","first-page":"25","DOI":"10.1097\/01.cad.0000182745.01612.8a","article-title":"Npi-2358 is a tubulin-depolymerizing agent: In vitro evidence for activity as a tumor vascular-disrupting agent","volume":"17","author":"Nicholson","year":"2006","journal-title":"Anticancer Drugs"},{"key":"ref_177","doi-asserted-by":"crossref","first-page":"C30","DOI":"10.1158\/1535-7163.TARG-09-C30","article-title":"Abstract c30: Phase 1\/2 study of the vascular disrupting agent (VDA) plinabulin (NPI-2358) combined with docetaxel in patients with non-small cell lung cancer (NSCLC)","volume":"8","author":"Heist","year":"2009","journal-title":"Mol. Cancer Ther."},{"key":"ref_178","doi-asserted-by":"crossref","first-page":"2950","DOI":"10.1021\/jo00114a062","article-title":"Hapalosin, a cyanobacterial cyclic depsipeptide with multidrug-resistance reversing activity","volume":"60","author":"Stratmann","year":"1995","journal-title":"J. Org. Chem."},{"key":"ref_179","first-page":"423","article-title":"New compounds from cyanobacteria to circumvent mdr","volume":"8","author":"Smith","year":"1995","journal-title":"Drug News Perspect."},{"key":"ref_180","doi-asserted-by":"crossref","first-page":"981","DOI":"10.1021\/jm970709p","article-title":"Design, synthesis, and evaluation of the multidrug resistance-reversing activity of d-glucose mimetics of hapalosin","volume":"41","author":"Dinh","year":"1998","journal-title":"J. Med. Chem."},{"key":"ref_181","doi-asserted-by":"crossref","first-page":"14723","DOI":"10.1016\/0040-4020(96)00951-9","article-title":"Chemical study on hapalosin, a cyclic depsipeptide possessing multidrug resistance reversing activities: Synthesis, structure and biological activity","volume":"52","author":"Okuno","year":"1996","journal-title":"Tetrahedron"},{"key":"ref_182","doi-asserted-by":"crossref","first-page":"790","DOI":"10.1021\/jo962180u","article-title":"Analogs incorporating trans-4-hydroxy-l-proline that reverse multidrug resistance better than hapalosin","volume":"62","author":"Dinh","year":"1997","journal-title":"J. Org. Chem."},{"key":"ref_183","doi-asserted-by":"crossref","first-page":"101","DOI":"10.1016\/S0960-894X(99)00647-2","article-title":"Synthesis and biological activities of hapalosin derivatives with modification at the c12 position","volume":"10","author":"Kashihara","year":"2000","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"ref_184","doi-asserted-by":"crossref","first-page":"6773","DOI":"10.1021\/jo9708396","article-title":"Synthesis, conformational analysis, and evaluation of the multidrug resistance-reversing activity of the triamide and proline analogs of hapalosin","volume":"62","author":"Dinh","year":"1997","journal-title":"J. Org. Chem."},{"key":"ref_185","doi-asserted-by":"crossref","first-page":"6606","DOI":"10.1021\/jo9608329","article-title":"Synthesis and conformational analysis of the multidrug resistance-reversing agent hapalosin and its non-n-methyl analog","volume":"61","author":"Dinh","year":"1996","journal-title":"J. Org. Chem."},{"key":"ref_186","doi-asserted-by":"crossref","first-page":"3467","DOI":"10.1016\/0040-4039(96)00592-8","article-title":"Synthetic study on hapalosin, a cyclic depsipeptide possessing multidrug resistance reversing activities","volume":"37","author":"Ohmori","year":"1996","journal-title":"Tetrahedron Lett."},{"key":"ref_187","doi-asserted-by":"crossref","first-page":"8999","DOI":"10.1016\/S0040-4020(01)00903-6","article-title":"Syntheses of hapalosin analogs by solid-phase assembly of acyclic precursors","volume":"57","author":"Hermann","year":"2001","journal-title":"Tetrahedron"},{"key":"ref_188","doi-asserted-by":"crossref","first-page":"8461","DOI":"10.1016\/S0040-4020(00)00772-9","article-title":"Total synthesis of hapalosin and two ring expanded analogs","volume":"56","author":"Hermann","year":"2000","journal-title":"Tetrahedron"},{"key":"ref_189","doi-asserted-by":"crossref","first-page":"4126","DOI":"10.1021\/jo0497499","article-title":"A practical total synthesis of hapalosin, a 12-membered cyclic depsipeptide with multidrug resistance-reversing activity, by employing improved segment coupling and macrolactonization\u2020","volume":"69","author":"Palomo","year":"2004","journal-title":"J. Org. Chem."},{"key":"ref_190","doi-asserted-by":"crossref","first-page":"4551","DOI":"10.1021\/jo990200x","article-title":"Efficient synthesis of the \u03b3-amino-\u03b2-hydroxy acid subunit of hapalosin","volume":"64","author":"Pais","year":"1999","journal-title":"J. Org. Chem."},{"key":"ref_191","doi-asserted-by":"crossref","first-page":"557","DOI":"10.1016\/S0040-4020(99)01052-2","article-title":"Synthesis of the \u03b3-amino-\u03b2-hydroxy acid of hapalosin via an asymmetric dihydroxylation route","volume":"56","author":"Maier","year":"2000","journal-title":"Tetrahedron"},{"key":"ref_192","doi-asserted-by":"crossref","first-page":"1415","DOI":"10.1055\/s-0033-1338952","article-title":"A highly stereoselective formal synthesis of hapalosin","volume":"24","author":"Kumar","year":"2013","journal-title":"Synlett"},{"key":"ref_193","doi-asserted-by":"crossref","first-page":"3656","DOI":"10.1021\/jo00092a026","article-title":"Studies toward the large-scale synthesis of the hiv proteinase inhibitor ro 31-8959","volume":"59","author":"Parkes","year":"1994","journal-title":"J. Org. Chem."},{"key":"ref_194","doi-asserted-by":"crossref","first-page":"5237","DOI":"10.1016\/0040-4020(95)00202-J","article-title":"Botryllamides A\u2013D, new brominated tyrosine derivatives from styelid ascidians of the genus botryllus","volume":"51","author":"McDonald","year":"1995","journal-title":"Tetrahedron"},{"key":"ref_195","doi-asserted-by":"crossref","first-page":"1064","DOI":"10.1021\/np0499618","article-title":"Botryllamides E\u2013H, four new tyrosine derivatives from the ascidian botrylloides tyreum","volume":"67","author":"Rao","year":"2004","journal-title":"J. Nat. Prod."},{"key":"ref_196","doi-asserted-by":"crossref","first-page":"637","DOI":"10.1021\/cb900134c","article-title":"Botryllamides: Natural product inhibitors of ABCG2","volume":"4","author":"Henrich","year":"2009","journal-title":"ACS Chem. Biol."},{"key":"ref_197","doi-asserted-by":"crossref","first-page":"1330","DOI":"10.1016\/j.bmcl.2010.01.016","article-title":"Synthesis and structure-activity relationship of botryllamides that block the ABCG2 multidrug transporter","volume":"20","author":"Takada","year":"2010","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"ref_198","doi-asserted-by":"crossref","first-page":"7053","DOI":"10.1016\/j.tet.2003.07.020","article-title":"Kendarimide a, a novel peptide reversing P-glycoprotein-mediated multidrug resistance in tumor cells, from a marine sponge of haliclona sp.","volume":"60","author":"Aoki","year":"2004","journal-title":"Tetrahedron"},{"key":"ref_199","doi-asserted-by":"crossref","first-page":"563","DOI":"10.3987\/COM-04-10287","article-title":"Absolute stereo-structure of kendarimide a, a novelmdr modulator, from a marine sponge","volume":"65","author":"Kotoku","year":"2005","journal-title":"Heterocycles"},{"key":"ref_200","doi-asserted-by":"crossref","first-page":"1547","DOI":"10.1021\/np9802872","article-title":"New cyclic peptides from the ascidian lissoclinum patella","volume":"61","author":"Fu","year":"1998","journal-title":"J. Nat. Prod."},{"key":"ref_201","doi-asserted-by":"crossref","first-page":"7315","DOI":"10.1073\/pnas.0501424102","article-title":"Patellamide a and c biosynthesis by a microcin-like pathway in prochloron didemni, the cyanobacterial symbiont of lissoclinum patella","volume":"102","author":"Schmidt","year":"2005","journal-title":"Proc. Natl. Acad. Sci. USA"},{"key":"ref_202","doi-asserted-by":"crossref","first-page":"4621","DOI":"10.1021\/ol801895y","article-title":"A new total synthesis of patellamide a","volume":"10","author":"VanNieuwenhze","year":"2008","journal-title":"Org. Lett."},{"key":"ref_203","doi-asserted-by":"crossref","first-page":"3335","DOI":"10.1016\/S0040-4039(01)00426-9","article-title":"Structure of a novel multidrug resistance modulator, irciniasulfonic acid, isolated from a marine sponge, ircinia sp.","volume":"42","author":"Kawakami","year":"2001","journal-title":"Tetrahedron Lett."},{"key":"ref_204","doi-asserted-by":"crossref","first-page":"5682","DOI":"10.1016\/j.tet.2006.03.087","article-title":"Irciniasulfonic acid B, a novel taurine conjugated fatty acid derivative from a japanese marine sponge, Ircinia sp.","volume":"62","author":"Emura","year":"2006","journal-title":"Tetrahedron"},{"key":"ref_205","doi-asserted-by":"crossref","first-page":"1396","DOI":"10.1021\/np500156n","article-title":"Suvanine sesterterpenes and deacyl irciniasulfonic acids from a tropical coscinoderma sp. Sponge","volume":"77","author":"Kim","year":"2014","journal-title":"J. Nat. Prod."},{"key":"ref_206","doi-asserted-by":"crossref","first-page":"1002","DOI":"10.1246\/cl.2010.1002","article-title":"Synthetic studies on the natural multidrug resistance modulator, irciniasulfonic acid B","volume":"39","author":"Emura","year":"2010","journal-title":"Chem. Lett."},{"key":"ref_207","first-page":"652","article-title":"Document first total synthesis of the irciniasulfonic acids","volume":"4","author":"Adrian","year":"2005","journal-title":"Synlett"},{"key":"ref_208","doi-asserted-by":"crossref","first-page":"51","DOI":"10.1016\/0040-4020(70)85006-2","article-title":"The isolation, structure and absolute configuration of secalonic acid D, the toxic metabolite of penicillium oxalicum","volume":"26","author":"Steyn","year":"1970","journal-title":"Tetrahedron"},{"key":"ref_209","doi-asserted-by":"crossref","first-page":"59","DOI":"10.1007\/BF02977469","article-title":"Secalonic acid D; a cytotoxic constituent from marine lichen-derived fungus Gliocladium sp. T31","volume":"29","author":"Ren","year":"2006","journal-title":"Arch. Pharm. Res."},{"key":"ref_210","doi-asserted-by":"crossref","first-page":"796","DOI":"10.3109\/13880209.2010.548817","article-title":"Secalonic acid d as a novel DNA topoisomerase I inhibitor from marine lichen-derived fungus Gliocladium sp. T31","volume":"49","author":"Hong","year":"2011","journal-title":"Pharm. Biol."},{"key":"ref_211","doi-asserted-by":"crossref","first-page":"1619","DOI":"10.1016\/j.bcp.2013.04.003","article-title":"Secalonic acid d reduced the percentage of side populations by down-regulating the expression of ABCG2","volume":"85","author":"Hu","year":"2013","journal-title":"Biochem. Pharmacol."},{"key":"ref_212","doi-asserted-by":"crossref","first-page":"2886","DOI":"10.1158\/0008-5472.CAN-14-2312","article-title":"Secalonic acid-D represses HIF1A\/VEGF-mediated angiogenesis by regulating the Akt\/mTOR\/p70S6K signaling cascade","volume":"75","author":"Guru","year":"2015","journal-title":"Cancer Res."},{"key":"ref_213","doi-asserted-by":"crossref","first-page":"4524","DOI":"10.1002\/anie.201402384","article-title":"Double trouble\u2014The art of synthesis of chiral dimeric natural products","volume":"53","author":"Wezeman","year":"2014","journal-title":"Angew. Chem. Int. Ed."},{"key":"ref_214","doi-asserted-by":"crossref","first-page":"1722","DOI":"10.1021\/jo202220x","article-title":"Kinetic resolution of secondary alcohols using amidine-based catalysts","volume":"77","author":"Li","year":"2012","journal-title":"J. Org. Chem."},{"key":"ref_215","doi-asserted-by":"crossref","first-page":"3107","DOI":"10.1002\/anie.201311260","article-title":"Total syntheses of secalonic acids a and d","volume":"53","author":"Qin","year":"2014","journal-title":"Angew. Chem. Int. Ed."},{"key":"ref_216","doi-asserted-by":"crossref","first-page":"6830","DOI":"10.1021\/jo0490393","article-title":"A new protocol for the one-pot synthesis of symmetrical biaryls","volume":"69","author":"Nising","year":"2004","journal-title":"J. Org. Chem."},{"key":"ref_217","doi-asserted-by":"crossref","first-page":"1591","DOI":"10.3892\/ijmm.2014.1964","article-title":"The marine-derived fungal metabolite, terrein, inhibits cell proliferation and induces cell cycle arrest in human ovarian cancer cells","volume":"34","author":"Chen","year":"2014","journal-title":"Int. J. Mol. Med."},{"key":"ref_218","doi-asserted-by":"crossref","first-page":"65","DOI":"10.1016\/j.jdermsci.2006.11.011","article-title":"Terrein, a fungal metabolite, inhibits the epidermal proliferation of skin equivalents","volume":"46","author":"Kim","year":"2007","journal-title":"J. Dermatol. Sci."},{"key":"ref_219","doi-asserted-by":"crossref","first-page":"2878","DOI":"10.1007\/s00018-004-4341-3","article-title":"Terrein: A new melanogenesis inhibitor and its mechanism","volume":"61","author":"Park","year":"2004","journal-title":"Cell. Mol. Life Sci."},{"key":"ref_220","doi-asserted-by":"crossref","first-page":"630","DOI":"10.1021\/np200866z","article-title":"Asperjinone, a nor-neolignan, and terrein, a suppressor of ABCG2-expressing breast cancer cells, from thermophilic aspergillus terreus","volume":"75","author":"Liao","year":"2012","journal-title":"J. Nat. Prod."},{"key":"ref_221","doi-asserted-by":"crossref","first-page":"5338","DOI":"10.1016\/j.bmc.2014.07.047","article-title":"Synthetic (+)-terrein suppresses interleukin-6\/soluble interleukin-6 receptor induced-secretion of vascular endothelial growth factor in human gingival fibroblasts","volume":"22","author":"Mandai","year":"2014","journal-title":"Bioorg. Med. Chem."},{"key":"ref_222","doi-asserted-by":"crossref","first-page":"8700","DOI":"10.1021\/jo501501z","article-title":"Shornephine a: Structure, chemical stability, and p-glycoprotein inhibitory properties of a rare diketomorpholine from an australian marine-derived aspergillus sp.","volume":"79","author":"Khalil","year":"2014","journal-title":"J. Org. Chem."}],"container-title":["Molecules"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.mdpi.com\/1420-3049\/21\/7\/892\/pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,11]],"date-time":"2025-10-11T19:25:44Z","timestamp":1760210744000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.mdpi.com\/1420-3049\/21\/7\/892"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2016,7,8]]},"references-count":222,"journal-issue":{"issue":"7","published-online":{"date-parts":[[2016,7]]}},"alternative-id":["molecules21070892"],"URL":"https:\/\/doi.org\/10.3390\/molecules21070892","relation":{},"ISSN":["1420-3049"],"issn-type":[{"value":"1420-3049","type":"electronic"}],"subject":[],"published":{"date-parts":[[2016,7,8]]}}}