{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,1,16]],"date-time":"2026-01-16T08:21:43Z","timestamp":1768551703698,"version":"3.49.0"},"reference-count":23,"publisher":"MDPI AG","issue":"7","license":[{"start":{"date-parts":[[2016,7,20]],"date-time":"2016-07-20T00:00:00Z","timestamp":1468972800000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Marine Drugs"],"abstract":"<jats:p>Two new cyclotetrapeptides, sartoryglabramides A (5) and B (6), and a new analog of fellutanine A (8) were isolated, together with six known compounds including ergosta-4, 6, 8 (14), 22-tetraen-3-one, ergosterol 5, 8-endoperoxide, helvolic acid, aszonalenin (1), (3R)-3-(1H-indol-3-ylmethyl)-3,4-dihydro-1H-1,4-benzodiazepine-2,5-dione (2), takakiamide (3), (11aR)-2,3-dihydro-1H-pyrrolo[2,1-c][1,4]benzodiazepine-5,11(10H,11aH)-dione (4), and fellutanine A (7), from the ethyl acetate extract of the culture of the marine sponge-associated fungus Neosartorya glabra KUFA 0702. The structures of the new compounds were established based on extensive 1D and 2D spectral analysis. X-ray analysis was also used to confirm the relative configuration of the amino acid constituents of sartoryglabramide A (5), and the absolute stereochemistry of the amino acid constituents of sartoryglabramide A (5) and sartoryglabramides B (6) was determined by chiral HPLC analysis of their hydrolysates by co-injection with the d- and l- amino acids standards. Compounds 1\u20138 were tested for their antibacterial activity against Gram-positive (Escherichia coli ATCC 25922) and Gram-negative (Staphyllococus aureus ATCC 25923) bacteria, as well as for their antifungal activity against filamentous (Aspergillus fumigatus ATCC 46645), dermatophyte (Trichophyton rubrum ATCC FF5) and yeast (Candida albicans ATCC 10231). None of the tested compounds exhibited either antibacterial (MIC &gt; 256 \u03bcg\/mL) or antifungal activities (MIC &gt; 512 \u03bcg\/mL).<\/jats:p>","DOI":"10.3390\/md14070136","type":"journal-article","created":{"date-parts":[[2016,7,20]],"date-time":"2016-07-20T09:45:15Z","timestamp":1469007915000},"page":"136","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":36,"title":["New Cyclotetrapeptides and a New Diketopiperzine Derivative from the Marine Sponge-Associated Fungus Neosartorya glabra KUFA 0702"],"prefix":"10.3390","volume":"14","author":[{"given":"War","family":"May Zin","sequence":"first","affiliation":[{"name":"<i>ICBAS<\/i>\u2014Instituto de Ci\u00eancias Biom\u00e9dicas Abel Salazar, Universidade do Porto, Rua de Jorge Viterbo Ferreira, 228, 4050-313 Porto, Portugal"},{"name":"Interdisciplinary Centre of Marine and Environmental Research (CIIMAR), Rua dos Bragas 289, 4050-313 Porto, Portugal"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-5134-0115","authenticated-orcid":false,"given":"Suradet","family":"Buttachon","sequence":"additional","affiliation":[{"name":"<i>ICBAS<\/i>\u2014Instituto de Ci\u00eancias Biom\u00e9dicas Abel Salazar, Universidade do Porto, Rua de Jorge Viterbo Ferreira, 228, 4050-313 Porto, Portugal"},{"name":"Interdisciplinary Centre of Marine and Environmental Research (CIIMAR), Rua dos Bragas 289, 4050-313 Porto, Portugal"}]},{"given":"Tida","family":"Dethoup","sequence":"additional","affiliation":[{"name":"Department of Plant Pathology, Faculty of Agriculture, Kasetsart University, 10240 Bangkok, Thailand"}]},{"given":"Carla","family":"Fernandes","sequence":"additional","affiliation":[{"name":"Interdisciplinary Centre of Marine and Environmental Research (CIIMAR), Rua dos Bragas 289, 4050-313 Porto, Portugal"},{"name":"Laborat\u00f3rio de Qu\u00edmica Org\u00e2nica, Departamento de Ci\u00eancias Qu\u00edmicas, Faculdade de Farm\u00e1cia, Universidade do Porto, Rua de Jorge Viterbo Ferreira, 228, 4050-313 Porto, Portugal"}]},{"given":"Sara","family":"Cravo","sequence":"additional","affiliation":[{"name":"Interdisciplinary Centre of Marine and Environmental Research (CIIMAR), Rua dos Bragas 289, 4050-313 Porto, Portugal"},{"name":"Laborat\u00f3rio de Qu\u00edmica Org\u00e2nica, Departamento de Ci\u00eancias Qu\u00edmicas, Faculdade de Farm\u00e1cia, Universidade do Porto, Rua de Jorge Viterbo Ferreira, 228, 4050-313 Porto, Portugal"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-4676-1409","authenticated-orcid":false,"given":"Madalena","family":"Pinto","sequence":"additional","affiliation":[{"name":"Interdisciplinary Centre of Marine and Environmental Research (CIIMAR), Rua dos Bragas 289, 4050-313 Porto, Portugal"},{"name":"Laborat\u00f3rio de Qu\u00edmica Org\u00e2nica, Departamento de Ci\u00eancias Qu\u00edmicas, Faculdade de Farm\u00e1cia, Universidade do Porto, Rua de Jorge Viterbo Ferreira, 228, 4050-313 Porto, Portugal"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-8352-6539","authenticated-orcid":false,"given":"Lu\u00eds","family":"Gales","sequence":"additional","affiliation":[{"name":"<i>ICBAS<\/i>\u2014Instituto de Ci\u00eancias Biom\u00e9dicas Abel Salazar, Universidade do Porto, Rua de Jorge Viterbo Ferreira, 228, 4050-313 Porto, Portugal"},{"name":"Instituto de Biologia Molecular e Celular (IBMC), Universidade do Porto, Rua de Jorge Viterbo Ferreira, 228, 4050-313 Porto, Portugal"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-2604-2375","authenticated-orcid":false,"given":"Jos\u00e9","family":"Pereira","sequence":"additional","affiliation":[{"name":"<i>ICBAS<\/i>\u2014Instituto de Ci\u00eancias Biom\u00e9dicas Abel Salazar, Universidade do Porto, Rua de Jorge Viterbo Ferreira, 228, 4050-313 Porto, Portugal"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-2861-8286","authenticated-orcid":false,"given":"Artur","family":"Silva","sequence":"additional","affiliation":[{"name":"Departamento de Qu\u00edmica &amp; QOPNA, Universidade de Aveiro, 3810-193 Aveiro, Portugal"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-0630-0106","authenticated-orcid":false,"given":"Nazim","family":"Sekeroglu","sequence":"additional","affiliation":[{"name":"Medicinal and Aromatic Plant Programme, Plant and Animal Sciences Department, Vocational School, Kilis Aral\u0131k University, 79000 Kilis, Turkey"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-3321-1061","authenticated-orcid":false,"given":"Anake","family":"Kijjoa","sequence":"additional","affiliation":[{"name":"<i>ICBAS<\/i>\u2014Instituto de Ci\u00eancias Biom\u00e9dicas Abel Salazar, Universidade do Porto, Rua de Jorge Viterbo Ferreira, 228, 4050-313 Porto, Portugal"},{"name":"Interdisciplinary Centre of Marine and Environmental Research (CIIMAR), Rua dos Bragas 289, 4050-313 Porto, Portugal"}]}],"member":"1968","published-online":{"date-parts":[[2016,7,20]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"378","DOI":"10.2174\/1567201813666160303104641","article-title":"Bioactive secondary metabolites from a Thai collection of soil and marine-derived fungi of the genera Neosartorya and Aspergillus","volume":"13","author":"Zin","year":"2016","journal-title":"Curr. Drug Deliv."},{"key":"ref_2","doi-asserted-by":"crossref","first-page":"265","DOI":"10.1038\/ja.2009.26","article-title":"Discovery and antibacterial activity of glabramycin A\u2013C from Neosartorya glabra by an antisense strategy","volume":"62","author":"Jayasuriya","year":"2009","journal-title":"J. Antibiot."},{"key":"ref_3","doi-asserted-by":"crossref","first-page":"6290","DOI":"10.1016\/j.tetlet.2015.09.149","article-title":"Synthesis and revision of the relative configuration of glabramycin B","volume":"56","author":"Ishigami","year":"2016","journal-title":"Tetrahedron Lett."},{"key":"ref_4","first-page":"1","article-title":"Sartoryglabrins, analogs of ardeemins, from Neosartorya glabra","volume":"6","author":"Kijjoa","year":"2011","journal-title":"Nat. Prod. Comm."},{"key":"ref_5","doi-asserted-by":"crossref","first-page":"515","DOI":"10.1002\/hlca.201400231","article-title":"Polyketides and meroterpenoids from Neosartorya glabra","volume":"98","author":"Liu","year":"2015","journal-title":"Helv. Chim. Acta"},{"key":"ref_6","doi-asserted-by":"crossref","first-page":"72","DOI":"10.1248\/cpb.40.72","article-title":"Marine sterols. XXII. Occurrence of 3-oxo-4,6,8(14)-triunsaturated steroids in the sponge Dysidea herbacea","volume":"40","author":"Kobayashi","year":"1992","journal-title":"Chem. Pharm. Bull."},{"key":"ref_7","doi-asserted-by":"crossref","first-page":"685","DOI":"10.1055\/s-2001-18365","article-title":"Antimycobacterial plant terpenoids","volume":"67","author":"Cantrell","year":"2001","journal-title":"Planta Med."},{"key":"ref_8","doi-asserted-by":"crossref","first-page":"1843","DOI":"10.1248\/cpb.44.1843","article-title":"Isolation of new tremorgenic metabolites from an ascomycete Corynascus setosus","volume":"44","author":"Fujimoto","year":"1996","journal-title":"Chem. Pharm. Bull."},{"key":"ref_9","doi-asserted-by":"crossref","first-page":"8583","DOI":"10.1016\/j.tet.2013.07.078","article-title":"Bioactive meroditerpenes and indole alkaloids from the soil fungus Neosartorya fischeri (KUFC 6344), and the marine-derived fungi Neosartorya laciniosa (KUFC 7896) and Neosartorya tsunodae (KUFC 9213)","volume":"69","author":"Eamvijarn","year":"2013","journal-title":"Tetrahedron"},{"key":"ref_10","first-page":"100","article-title":"Acetylaszonalenin biosynthesis in Neosartorya fischeri: Identification of the biosynthetic gene cluster by genomic mining and functional proof of the genes by biochemical investigation","volume":"284","author":"Yin","year":"2009","journal-title":"J. Biochem. Chem."},{"key":"ref_11","doi-asserted-by":"crossref","first-page":"3776","DOI":"10.3390\/md13063776","article-title":"A new meroditerpene and a new tryptoquivaline analog from the algicolous fungus Neosartorya takakii KUFC 7898","volume":"13","author":"Zin","year":"2015","journal-title":"Mar. Drugs"},{"key":"ref_12","doi-asserted-by":"crossref","first-page":"8762","DOI":"10.3390\/molecules17088762","article-title":"Synthesis and cytotoxicity testing of new amido-substituted triazolopyrrol[2,1-c][1,4]benzodiazepine (PBDT) derivatives","volume":"17","author":"Sorra","year":"2012","journal-title":"Molecules"},{"key":"ref_13","doi-asserted-by":"crossref","first-page":"698","DOI":"10.1021\/np9903853","article-title":"New diketopiperazine alkaloids from Penicillium fellutanum","volume":"63","author":"Kozlovsky","year":"2000","journal-title":"J. Nat. Prod."},{"key":"ref_14","doi-asserted-by":"crossref","first-page":"553","DOI":"10.1021\/np0101548","article-title":"New cyclic peroxides from the Philippine sponge Plakinastrella sp.","volume":"64","author":"Qureshi","year":"2001","journal-title":"J. Nat. Prod."},{"key":"ref_15","doi-asserted-by":"crossref","first-page":"1432","DOI":"10.3390\/md13031432","article-title":"A new cyclic hexapeptide and a new isocoumarin derivative from the marine sponge-associated fungus Aspergillus similanensis KUFA 0013","volume":"13","author":"Prompanya","year":"2015","journal-title":"Mar. Drugs"},{"key":"ref_16","doi-asserted-by":"crossref","first-page":"123","DOI":"10.1016\/0021-9673(95)01198-6","article-title":"Facile liquid chromatographic enantioresolution of native amino acids and peptides using a teicoplanin chiral stationary phase","volume":"731","author":"Berthod","year":"1996","journal-title":"J. Chromatogr. A"},{"key":"ref_17","first-page":"218","article-title":"Principles of Peptide Synthesis","volume":"Volume 16","author":"Bodanszky","year":"2012","journal-title":"Reactivity and Structure: Concepts in Organic Chemistry"},{"key":"ref_18","doi-asserted-by":"crossref","first-page":"291","DOI":"10.1006\/jmbi.1998.2459","article-title":"Non-proline cis peptide bonds in proteins","volume":"286","author":"Jabs","year":"1999","journal-title":"J. Mol. Biol."},{"key":"ref_19","doi-asserted-by":"crossref","first-page":"822","DOI":"10.3390\/md12020822","article-title":"Antibacterial and antibiofilm activities of tryptoquivalines and meroditerpenes isolated from the marine-derived fungi Neosartorya paulistensis, N. laciniosa, N. tsunodae, and the soil fungi N. fischeri and N. siamensis","volume":"12","author":"Gomes","year":"2014","journal-title":"Mar. Drugs"},{"key":"ref_20","doi-asserted-by":"crossref","first-page":"40","DOI":"10.3390\/md502040","article-title":"Antifungal activity evaluation of the constituents of Haliclona baeri and H. cymaeformis, collected from the Gulf of Thailand","volume":"5","author":"Wattanadilok","year":"2007","journal-title":"Mar. Drugs"},{"key":"ref_21","doi-asserted-by":"crossref","first-page":"213","DOI":"10.1016\/j.myc.2013.08.007","article-title":"Aspergillus huiyaniae sp. nov., a new teleomorphic species in Aspergillus section Fumigati isolated from desert soil in China, and described using polyphasic approach","volume":"55","author":"Matsuzawa","year":"2014","journal-title":"Mycoscience"},{"key":"ref_22","doi-asserted-by":"crossref","first-page":"112","DOI":"10.1107\/S0108767307043930","article-title":"A short history of SHELX","volume":"64","author":"Sheldrick","year":"2008","journal-title":"Acta Cryst."},{"key":"ref_23","doi-asserted-by":"crossref","first-page":"3497","DOI":"10.3390\/md13063479","article-title":"Antibacterial and antifungal compounds from marine fungi","volume":"13","author":"Xu","year":"2015","journal-title":"Mar. Drugs"}],"container-title":["Marine Drugs"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.mdpi.com\/1660-3397\/14\/7\/136\/pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,11]],"date-time":"2025-10-11T19:26:32Z","timestamp":1760210792000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.mdpi.com\/1660-3397\/14\/7\/136"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2016,7,20]]},"references-count":23,"journal-issue":{"issue":"7","published-online":{"date-parts":[[2016,7]]}},"alternative-id":["md14070136"],"URL":"https:\/\/doi.org\/10.3390\/md14070136","relation":{},"ISSN":["1660-3397"],"issn-type":[{"value":"1660-3397","type":"electronic"}],"subject":[],"published":{"date-parts":[[2016,7,20]]}}}