{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,6,11]],"date-time":"2026-06-11T07:40:03Z","timestamp":1781163603562,"version":"3.54.1"},"reference-count":32,"publisher":"Bentham Science Publishers Ltd.","issue":"4","funder":[{"DOI":"10.13039\/501100001809","name":"National Natural Science Foundation of China","doi-asserted-by":"publisher","award":["21462043"],"award-info":[{"award-number":["21462043"]}],"id":[{"id":"10.13039\/501100001809","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100001809","name":"National Natural Science Foundation of China","doi-asserted-by":"publisher","award":["21662034"],"award-info":[{"award-number":["21662034"]}],"id":[{"id":"10.13039\/501100001809","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["eurekaselect.com"],"crossmark-restriction":true},"short-container-title":["COS"],"published-print":{"date-parts":[[2021,8]]},"abstract":"<jats:sec>\n<jats:title>Aims:<\/jats:title>\n<jats:p>To develop anti-cancer active pharmaceutical intermediates.<\/jats:p>\n<\/jats:sec>\n<jats:sec>\n<jats:title>Background:<\/jats:title>\n<jats:p>Acridone derivatives possess a wide range of pharmacological activities: 1) they intercalate DNA\nand 2) form a covalent bond with DNA.<\/jats:p>\n<\/jats:sec>\n<jats:sec>\n<jats:title>Objective:<\/jats:title>\n<jats:p>To screen in vitro anti-cancer activity against Cdc25b and SHP1 of new acridone derivatives and preliminary\nstudy on the structure-activity relationship.<\/jats:p>\n<\/jats:sec>\n<jats:sec>\n<jats:title>Materials and Methods:<\/jats:title>\n<jats:p>The synthesis of new acridone derivatives and in vitro evaluation of their anti-cancer\nactivity on Cdc25b and SHP1 was achieved. Natural products that contain acridine structures, such as cystodytin\nA and acronycine, are isolated from certain marine (tunicates &amp; ascidians, sponges, sea anemones) and plant\n(bark of Australian scrub ash tree) species. Herein, we report the efficient one-pot green synthesis of twelve novel\n3,4-dihydro-1 (2H) acridone derivatives, using montmorillonite K10 as the catalyst and iron\/citric acid in water.\nAlso, their inhibitory activity against Cdc25B and SHP1 is examined, in which specific derivatives show enhanced\ninhibitory activity compared to others.<\/jats:p>\n<\/jats:sec>\n<jats:sec>\n<jats:title>Results and Discussion:<\/jats:title>\n<jats:p> Twelve new acridone derivatives were prepared, starting from 2-nitrobenzaldehyde derivatives\nand 1, 3-cyclohexanedione derivatives, which exhibited substantial anti-cancer activity against Cdc25b\nand SHP1 cells.<\/jats:p>\n<\/jats:sec>\n<jats:sec>\n<jats:title>Conclusion:<\/jats:title>\n<jats:p>Preliminary studies on the structure-activity relationship have shown the influence of the structural\nparameters and, in particular, the nature of the substituent on aromatic ring structure and cyclohexanone.<\/jats:p>\n<\/jats:sec>\n<jats:sec>\n<jats:title>Other:<\/jats:title>\n<jats:p>Further study on the structure-activity relationship is required.<\/jats:p>\n<\/jats:sec>","DOI":"10.2174\/1570179417666201228165500","type":"journal-article","created":{"date-parts":[[2020,12,29]],"date-time":"2020-12-29T06:25:06Z","timestamp":1609223106000},"page":"399-405","update-policy":"https:\/\/doi.org\/10.2174\/bsp_crossmark_policy","source":"Crossref","is-referenced-by-count":5,"title":["One-Pot Green Synthesis of Acridine Alkaloid Derivatives and Screening of in vitro Anti-cancer Activity Against Cdc25b and SHP1"],"prefix":"10.2174","volume":"18","author":[{"given":"Hao","family":"Li","sequence":"first","affiliation":[{"name":"Key Laboratory of Energy Materials Chemistry, Ministry of Education; Key Laboratory of Advanced Functional Materials, Autonomous Region; Institute of Applied Chemistry, Urumqi Key Laboratory of Green Catalysis and Synthesis Technology, College of Chemistry, Xinjiang University, Urumqi, 830046, Xinjiang,China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Buer","family":"Song","sequence":"additional","affiliation":[{"name":"Key Laboratory of Plant Resources and Chemistry in Arid Regions, Xinjiang Technical Institute of Physics and Chemistry, Chinese Academy of Science, Urumqi, 830011, Xinjiang,China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Mamtimin","family":"Mahmut","sequence":"additional","affiliation":[{"name":"Key Laboratory of Energy Materials Chemistry, Ministry of Education; Key Laboratory of Advanced Functional Materials, Autonomous Region; Institute of Applied Chemistry, Urumqi Key Laboratory of Green Catalysis and Synthesis Technology, College of Chemistry, Xinjiang University, Urumqi, 830046, Xinjiang,China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Mukhtar","family":"Imerhasan","sequence":"additional","affiliation":[{"name":"Key Laboratory of Energy Materials Chemistry, Ministry of Education; Key Laboratory of Advanced Functional Materials, Autonomous Region; Institute of Applied Chemistry, Urumqi Key Laboratory of Green Catalysis and Synthesis Technology, College of Chemistry, Xinjiang University, Urumqi, 830046, Xinjiang,China"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"965","reference":[{"key":"ref=1","doi-asserted-by":"publisher","first-page":"1071","DOI":"10.2174\/1570179416666191017094908","volume":"16","author":"Ghahsare A.G.","year":"2019","unstructured":"Ghahsare A.G.; Nazifi Z.S.; Nazifi S.M.R.; Structure-bioactivity relationship study of xanthene derivatives: A brief review. Curr Org Synth 2019,16(8),1071-1077","journal-title":"Curr Org Synth"},{"key":"ref=2","doi-asserted-by":"publisher","first-page":"976","DOI":"10.1016\/j.ejmech.2008.07.004","volume":"44","author":"Nadaraj V.","year":"2009","unstructured":"Nadaraj V.; Selvi S.T.; Mohan S.; Microwave-induced synthesis and anti-microbial activities of 7,10,11,12-tetrahydrobenzo[c]acridin-8(9H)-one derivatives. Eur J Med Chem 2009,44(3),976-980","journal-title":"Eur J Med Chem"},{"key":"ref=3","doi-asserted-by":"publisher","first-page":"1044","DOI":"10.1128\/JVI.80.2.1044-1046.2006","volume":"80","author":"Kocisko D.A.","year":"2006","unstructured":"Kocisko D.A.; Caughey B.; Mefloquine, an antimalaria drug with antiprion activity in vitro, lacks activity in vivo. J Virol 2006,80(2),1044-1046","journal-title":"J Virol"},{"key":"ref=4","doi-asserted-by":"publisher","first-page":"3475","DOI":"10.1021\/acs.jmedchem.8b01961","volume":"62","author":"Dodean R.A.","year":"2019","unstructured":"Dodean R.A.; Kancharla P.; Li Y.; Melendez V.; Read L.; Bane C.E.; Vesely B.; Kreishman-Deitrick M.; Black C.; Li Q.; Sciotti R.J.; Olmeda R.; Luong T.L.; Gaona H.; Potter B.; Sousa J.; Marcsisin S.; Caridha D.; Xie L.; Vuong C.; Zeng Q.; Zhang J.; Zhang P.; Lin H.; Butler K.; Roncal N.; Gaynor-Ohnstad L.; Leed S.E.; Nolan C.; Huezo S.J.; Rasmussen S.A.; Stephens M.T.; Tan J.C.; Cooper R.A.; Smilkstein M.J.; Pou S.; Winter R.W.; Riscoe M.K.; Kelly J.X.; Discovery and structural optimization of acridones as broad-spectrum antimalarials. J Med Chem 2019,62(7),3475-3502","journal-title":"J Med Chem"},{"key":"ref=5","doi-asserted-by":"publisher","first-page":"183","DOI":"10.1021\/jm020991m","volume":"46","author":"Dzierzbicka K.","year":"2003","unstructured":"Dzierzbicka K.; Ko\u0142odziejczyk A.M.; Synthesis and antitumor activity of conjugates of muramyldipeptide or normuramyldipeptide with hydroxyacridine\/acridone derivatives. J Med Chem 2003,46(1),183-189","journal-title":"J Med Chem"},{"key":"ref=6","doi-asserted-by":"publisher","first-page":"846","DOI":"10.2174\/1570179415666180521120531","volume":"15","author":"Agili F.A.","year":"2018","unstructured":"Agili F.A.; Synthesis, antioxidant and antitumor activity of some substituted 9-anilinoacridine and 4-anilinoquinolines derivatives. Curr Org Synth 2018,15,846-852","journal-title":"Curr Org Synth"},{"key":"ref=7","doi-asserted-by":"publisher","first-page":"1940","DOI":"10.1021\/jm5018303","volume":"58","author":"Montalvo-Quir\u00f3s S.","year":"2015","unstructured":"Montalvo-Quir\u00f3s S.; Taladriz-Sender A.; Kaiser M.; Dardonville C.; Antiprotozoal activity and DNA binding of dicationic acridones. J Med Chem 2015,58(4),1940-1949","journal-title":"J Med Chem"},{"key":"ref=8","doi-asserted-by":"publisher","first-page":"504","DOI":"10.1002\/cjoc.201190113","volume":"29","author":"Velingker V.S.","year":"2011","unstructured":"Velingker V.S.; Dandekar V.D.; Design, Synthesis and evaluation of substituted N-(3-arylpropyl)-9,10-dihydro-9-oxoacridine-4-carboxamides as potent MDR reversal agents in cancer. Chin J Chem 2011,29,504-510","journal-title":"Chin J Chem"},{"key":"ref=9","doi-asserted-by":"publisher","first-page":"900","DOI":"10.2174\/1570179416666190704112904","volume":"16","author":"Rono C.K.","year":"2019","unstructured":"Rono C.K.; Darkwa J.; Meyer D.; Makhubela B.C.E.; A Novel Series of N-aryltriazole and N-acridinyltriazole hybrids as potential anticancer agents. Curr Org Synth 2019,16(6),900-912","journal-title":"Curr Org Synth"},{"key":"ref=10","first-page":"41","volume":"4","author":"Haydar G.","year":"2016","unstructured":"Haydar G.; Imerhasan M.K.A.; Eshbakova A.E.K.; Synthesis and in vitro anticancer activity of natural product analogs on the based on the acridine skeleton 1,2,4-oxadiazoline and pyrazoline derivatives against Cdc25b. J Pharm Biol Sci 2016,4,41-45","journal-title":"J Pharm Biol Sci"},{"key":"ref=11","doi-asserted-by":"publisher","first-page":"7067","DOI":"10.3390\/molecules17067067","volume":"17","author":"Ferreira R.","year":"2012","unstructured":"Ferreira R.; Avi\u00f1\u00f3 A.; Mazzini S.; Eritja R.; Synthesis, DNA-binding and antiproliferative properties of acridine and 5-methylacridine derivatives. Molecules 2012,17(6),7067-7082","journal-title":"Molecules"},{"key":"ref=12","doi-asserted-by":"publisher","first-page":"4876","DOI":"10.1039\/C9RA09905K","volume":"10","author":"Orozco D.","year":"2020","unstructured":"Orozco D.; Kouznetsov V.V.; Berm\u00fadez A.; Mendez L.Y.V.; Salgado A.R.M.; G\u00f3mez C.M.M.; Recent synthetic efforts in the preparation of 2-(3,4)-alkenyl (aryl) quinoline molecules towards anti-kinetoplastid agents. RSC Advances 2020,10,4876-4898","journal-title":"RSC Advances"},{"key":"ref=13","doi-asserted-by":"publisher","first-page":"2784","DOI":"10.1021\/jo202681r","volume":"77","author":"Fotie J.","year":"2012","unstructured":"Fotie J.; Kemami Wangun H.V.; Fronczek F.R.; Massawe N.; Bhattarai B.T.; Rhodus J.L.; Singleton T.A.; Bohle D.S.; Unexpected 5,6,7,8,9,10-hexahydro-6,6-pentamethylenephenanthridines and 2,3,4,5-tetrahydro-4,4-tetramethylene-1H-cyclopenta[c]quinolines from skraup-doebner-von miller quinoline synthesis and their implications for the mechanism of that reaction. J Org Chem 2012,77(6),2784-2790","journal-title":"J Org Chem"},{"key":"ref=14","doi-asserted-by":"publisher","first-page":"4831","DOI":"10.1021\/acs.orglett.9b01731","volume":"21","author":"Shao Y.D.","year":"2019","unstructured":"Shao Y.D.; Dong M.M.; Wang Y.A.; Cheng P.M.; Wang T.; Cheng D.J.; Organocatalytic atroposelective friedl\u00e4nder quinoline heteroannulation. Org Lett 2019,21(12),4831-4836","journal-title":"Org Lett"},{"key":"ref=15","doi-asserted-by":"publisher","first-page":"5535","DOI":"10.14233\/ajchem.2013.OH9","volume":"25","author":"Yuan S.","year":"2013","unstructured":"Yuan S.; Zhang K.; Xia J.; Microwave-assisted synthesis of 2-methyl-4-quinolinones via combes synthesis catalyzed by acidic resin under solvent-free condition. Asian J Chem 2013,25,5535-5538","journal-title":"Asian J Chem"},{"key":"ref=16","doi-asserted-by":"publisher","first-page":"21072","DOI":"10.1039\/C5RA25975D","volume":"6","author":"Roopan S.M.","year":"2016","unstructured":"Roopan S.M.; Palaniraja J.; Elango G.; Arunachalam P.; Sudhakaran R.; Catalytic application of non-toxic Persia americana metabolite entrapped SnO2 nanoparticles towards the synthesis of 3,4-dihydroacridin-1(2H)-ones. RSC Advances 2016,6,21072-21075","journal-title":"RSC Advances"},{"key":"ref=17","doi-asserted-by":"publisher","first-page":"1895","DOI":"10.1039\/c3gc40457a","volume":"15","author":"Gawande M.B.","year":"2013","unstructured":"Gawande M.B.; Rathi A.K.; Nogueira I.D.; Varma R.S.; Branco P.S.; Magnetite-supported sulfonic acid: a retrievable nanocatalyst for the Ritter reaction and multicomponent reactions. Green Chem 2013,15,1895-1899","journal-title":"Green Chem"},{"key":"ref=18","doi-asserted-by":"publisher","first-page":"9371","DOI":"10.1021\/jo035153u","volume":"68","author":"Palimkar S.S.","year":"2003","unstructured":"Palimkar S.S.; Siddiqui S.A.; Daniel T.; Lahoti R.J.; Srinivasan K.V.; Ionic liquid-promoted regiospecific Friedlander annulation: Novel synthesis of quinolines and fused polycyclic quinolines. J Org Chem 2003,68(24),9371-9378","journal-title":"J Org Chem"},{"key":"ref=19","doi-asserted-by":"publisher","first-page":"701","DOI":"10.1007\/s11030-013-9466-6","volume":"17","author":"Liu Y.X.","year":"2013","unstructured":"Liu Y.X.; Zhao H.P.; Wang Z.W.; Li Y.H.; Song H.B.; Riches H.; Beattie D.; Gu Y.C.; Wang Q.M.; The discovery of 3-(1-aminoethylidene)quinoline-2, 4(1H,3H)-dione derivatives as novel PSII electron transport inhibitors. Mol Divers 2013,17(4),701-710","journal-title":"Mol Divers"},{"key":"ref=20","doi-asserted-by":"publisher","first-page":"7387","DOI":"10.1039\/C7OB01867C","volume":"15","author":"Kaewmee B.","year":"2017","unstructured":"Kaewmee B.; Rukachaisirikul V.; Kaeobamrung J.; Synthesis of quinolines via copper-catalyzed domino reactions of enaminones. Org Biomol Chem 2017,15(35),7387-7395","journal-title":"Org Biomol Chem"},{"key":"ref=21","doi-asserted-by":"publisher","first-page":"12301","DOI":"10.1021\/acs.joc.9b01577","volume":"84","author":"Zou L-H.","year":"2019","unstructured":"Zou L-H.; Zhu H.; Zhu S.; Shi K.; Yan C.; Li P-G.; Copper-catalyzed ring-opening\/reconstruction of anthranils with oxo-compounds: Synthesis of quinoline derivatives. J Org Chem 2019,84(19),12301-12313","journal-title":"J Org Chem"},{"key":"ref=22","doi-asserted-by":"publisher","first-page":"770","DOI":"10.1039\/C5NJ02430G","volume":"47","author":"Amoozadeh A.","year":"2016","unstructured":"Amoozadeh A.; Rahmani S.; Bitaraf M.; Abadi F.B.; Tabrizian E.; Nano-zirconia as an excellent nano support for immobilization of sulfonic acid: A new, efficient and highly recyclable heterogeneous solid acid nanocatalyst for multicomponent reactions. New J Chem 2016,47,770-780","journal-title":"New J Chem"},{"key":"ref=23","doi-asserted-by":"publisher","first-page":"1043","DOI":"10.1007\/s00706-016-1826-3","volume":"148","author":"Gopi P.","year":"2016","unstructured":"Gopi P.; Sarveswari S.; Effective water mediated green synthesis of polysubstituted quinolines without energy expenditure. Monatsh Chem 2016,148,1043-1049","journal-title":"Monatsh Chem"},{"key":"ref=24","doi-asserted-by":"publisher","first-page":"16215","DOI":"10.1039\/C9RA02267H","volume":"9","author":"Ton N.N.H.","year":"2019","unstructured":"Ton N.N.H.; Dang H.V.; Phan N.T.S.; Nguyen T.T.; Aerobic, metal-free synthesis of 6H-chromeno[4,3-b]quinolin-6-ones. RSC Advances 2019,9,16215-16222","journal-title":"RSC Advances"},{"key":"ref=25","doi-asserted-by":"publisher","first-page":"1032","DOI":"10.2174\/1570179416666190723122816","volume":"16","author":"Gao H.","year":"2019","unstructured":"Gao H.; Yang X.; Tang X.; Yin P.; Mao Z.; A Brief Synthesis of 2,2\u2032-Arylmethylene Bis(3-hydroxy-5,5-dimethyl-2-cyclohexene-1- one) Catalyzed by TEAOH in Various Solvents. Curr Org Synth 2019,16(7),1032-1039","journal-title":"Curr Org Synth"},{"key":"ref=26","doi-asserted-by":"publisher","first-page":"389","DOI":"10.1055\/s-0031-1289657","volume":"44","author":"Shen Q.","year":"2012","unstructured":"Shen Q.; Wang L.; Yu J.; Liu M.; Qiu J.; Fang L.; Guo F.; Tang J.; Synthesis of quinolines via friedl\u00e4nder reaction in water and under catalyst-free conditions. Synth 2012,44,389-392","journal-title":"Synth"},{"key":"ref=27","doi-asserted-by":"publisher","first-page":"37806","DOI":"10.1039\/C4RA06410K","volume":"4","author":"Rajawinslin R.R.","year":"2014","unstructured":"Rajawinslin R.R.; Gawande S.D.; Kavala V.; Huang Y.; Kuo C.; Kuo T.; Chen M.; He C.; Yao C.; Iron\/acetic acid mediated intermolecular tandem C\u2013C and C\u2013N bond formation: An easy access to acridinone and quinoline derivatives. RSC Advances 2014,4,37806-37811","journal-title":"RSC Advances"},{"key":"ref=28a","doi-asserted-by":"publisher","first-page":"4462","DOI":"10.1063\/1.1449459","volume":"116","author":"Chan G.K-L.","year":"2002","unstructured":"Chan G.K-L.; Head-Gordon M.; Highly correlated calculations with a\npolynomial cost algorithm: A study of the density matrix renormalization\ngroup. J Chem Phys 2002,116,4462-4476","journal-title":"J Chem Phys"},{"key":"ref=b","doi-asserted-by":"publisher","first-page":"3172","DOI":"10.1063\/1.1638734","volume":"120","author":"Chan G.K-L.","year":"2004","unstructured":"Chan G.K-L.; An algorithm for large scale density matrix renormalization\ngroup calculations. J Chem Phys 2004,120(7),3172-3178","journal-title":"J Chem Phys"},{"key":"ref=b","doi-asserted-by":"publisher","first-page":"","DOI":"10.1063\/1.2883976","volume":"128","author":"Ghosh D.","year":"2008","unstructured":"Ghosh D.; Hachmann J.; Yanai T.; Chan G.K-L.; Orbital optimization\nin the density matrix renormalization group, with applications to polyenes\nand \u03b2-carotene. J Chem Phys 2008,128(14),-","journal-title":"J Chem Phys"},{"key":"ref=b","doi-asserted-by":"publisher","DOI":"10.1063\/1.3695642","volume":"136","author":"Sharma S.","year":"2012","unstructured":"Sharma S.; Chan G.K-L.; Spin-adapted density matrix renormalization\ngroup algorithms for quantum chemistry. J Chem Phys 2012,136(12)","journal-title":"J Chem Phys"},{"key":"ref=b","doi-asserted-by":"publisher","first-page":"465","DOI":"10.1146\/annurev-physchem-032210-103338","volume":"62","author":"Chan G.K-L.","year":"2011","unstructured":"Chan G.K-L.; Sharma S.; The Density Matrix Renormalization Group in Quantum Chemistry. The density matrix renormalization group in quantum chemistry. Annu Rev Phys Chem 2011,62,465-481","journal-title":"Annu Rev Phys Chem"}],"container-title":["Current Organic Synthesis"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.eurekaselect.com\/article\/download\/189543","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/www.eurekaselect.com\/189543\/article","content-type":"text\/html","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/www.eurekaselect.com\/article\/download\/189543","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2022,1,29]],"date-time":"2022-01-29T10:58:46Z","timestamp":1643453926000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.eurekaselect.com\/189543\/article"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2021,8]]},"references-count":32,"journal-issue":{"issue":"4","published-print":{"date-parts":[[2021,8]]}},"alternative-id":["LiveAll1"],"URL":"https:\/\/doi.org\/10.2174\/1570179417666201228165500","relation":{},"ISSN":["1570-1794"],"issn-type":[{"value":"1570-1794","type":"print"}],"subject":[],"published":{"date-parts":[[2021,8]]},"assertion":[{"value":"Peer Reviewed","order":0,"name":"review_status","label":"Review Status","group":{"name":"peer_review_details","label":"Peer Review Details"}},{"value":"Single blind","order":1,"name":"review_process","label":"Review Process","group":{"name":"peer_review_details","label":"Peer Review Details"}},{"value":"Checked with iThenticate","order":0,"name":"screening_status","label":"Screening Status","group":{"name":"plagiarism_screening","label":"Plagiarism Screening"}},{"value":"2020-07-15","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication History"}},{"value":"2020-10-24","order":1,"name":"revised","label":"Revised","group":{"name":"publication_history","label":"Publication History"}},{"value":"2020-10-26","order":2,"name":"accepted","label":"Accepted","group":{"name":"publication_history","label":"Publication History"}},{"value":"2021-06-07","order":3,"name":"published","label":"Published","group":{"name":"publication_history","label":"Publication History"}}]}}