{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,28]],"date-time":"2026-09-28T21:45:38Z","timestamp":1790631938137,"version":"4.1.0"},"reference-count":28,"publisher":"American Chemical Society (ACS)","issue":"13","license":[{"start":{"date-parts":[[2021,3,26]],"date-time":"2021-03-26T00:00:00Z","timestamp":1616716800000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by-nc-nd\/4.0\/"}],"funder":[{"DOI":"10.13039\/501100002855","name":"Ministry of Science and Technology of the People's Republic of China","doi-asserted-by":"publisher","award":["2019YFC0312503"],"award-info":[{"award-number":["2019YFC0312503"]}],"id":[{"id":"10.13039\/501100002855","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100001809","name":"National Natural Science Foundation of China","doi-asserted-by":"publisher","award":["21772210"],"award-info":[{"award-number":["21772210"]}],"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":["41776169"],"award-info":[{"award-number":["41776169"]}],"id":[{"id":"10.13039\/501100001809","id-type":"DOI","asserted-by":"publisher"}]},{"name":"Guangdong MEPP Funds","award":["[2020]033"],"award-info":[{"award-number":["[2020]033"]}]},{"name":"Guangdong MEPP Funds","award":["[2020]037"],"award-info":[{"award-number":["[2020]037"]}]},{"name":"Guangdong MEPP Funds","award":["[2020]039"],"award-info":[{"award-number":["[2020]039"]}]},{"name":"Guangdong MEPP Funds","award":["GDOE [2019]A28"],"award-info":[{"award-number":["GDOE [2019]A28"]}]},{"name":"Hainan Province","award":["ZDKJ202018"],"award-info":[{"award-number":["ZDKJ202018"]}]},{"name":"Guangdong Local Innovation Team Program","award":["2019BT02Y262"],"award-info":[{"award-number":["2019BT02Y262"]}]},{"DOI":"10.13039\/501100015598","name":"Institution of South China Sea Ecology and Environmental Engineering, Chinese Academy of Sciences","doi-asserted-by":"crossref","award":["ISEE2018PY04"],"award-info":[{"award-number":["ISEE2018PY04"]}],"id":[{"id":"10.13039\/501100015598","id-type":"DOI","asserted-by":"crossref"}]},{"DOI":"10.13039\/501100019651","name":"Southern Marine Science and Engineering Guangdong Laboratory (Guangzhou)","doi-asserted-by":"crossref","award":["GML2019ZD0406"],"award-info":[{"award-number":["GML2019ZD0406"]}],"id":[{"id":"10.13039\/501100019651","id-type":"DOI","asserted-by":"crossref"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":[],"published-print":{"date-parts":[[2021,4,6]]},"abstract":"<jats:title>Abstract<\/jats:title>\n                  <jats:p>In devotion to investigating structurally novel and biologically active marine natural products, a dimer of a zinc complex, dizinchydroxyneoaspergillin (1), aspernones A\u2013E (2\u20136), five cyclopentenone derivatives together with known polyketides (7\u201310), and neoaspergillic acid analogues (11\u201314) were isolated from the sponge-associated fungus Aspergillus ochraceopetaliformis SCSIO 41018. Their structures were elucidated on the basis of spectroscopic analysis, electronic circular dichroism (ECD) analysis, and X-ray diffraction. Dizinchydroxyneoaspergillin (1) displayed significant bactericide effects toward methicillin-resistant Staphyloccocus aureus, Staphyloccocus aureus, Enterococcus faecalis, Acinetobacter baumannii, and Klebsiella pneumonia with MIC values of 0.45\u20137.8 \u03bcg\/mL and moderate in vitro cytotoxic activities against the K562, BEL-7402, and SGC-7901 cell lines with IC50 values of 12.88 \u00b1 0.14, 15.83 \u00b1 0.23, and 15.08 \u00b1 0.62 \u03bcM, respectively. This is the first time to report the dimer of the zinc complex of hydroxyneoaspergillic acid conjunction at Zn\u2013N-4 by a coordination bond. Additionally, compound 1 displayed significant antibacterial and cytotoxic activities, which would be a promising drug lead and could attract much attention from both chemists and pharmacists.<\/jats:p>","DOI":"10.1021\/acsomega.0c06218","type":"journal-article","created":{"date-parts":[[2021,3,26]],"date-time":"2021-03-26T09:12:22Z","timestamp":1616749942000},"page":"8942-8949","source":"Crossref","is-referenced-by-count":9,"title":["Discovery of a Dimeric Zinc Complex and Five Cyclopentenone\nDerivatives from the Sponge-Associated Fungus\n                    <i>Aspergillus\nochraceopetaliformis<\/i>"],"prefix":"10.1021","volume":"6","author":[{"given":"Cui","family":"Guo","sequence":"first","affiliation":[{"name":"South China Sea Institute of Oceanology, Chinese Academy of Sciences , , ,","place":["Guangzhou, China, 510301"]},{"name":"University of Chinese Academy of Sciences , ,","place":["Beijing, China, 100049"]},{"name":"South China Sea Institute of Oceanology, Chinese Academy of Sciences , , ,","place":["Guangzhou, China, 510301"]},{"name":"South China Sea Institute of Oceanology, Chinese Academy of Sciences , , ,","place":["Guangzhou, China, 510301"]},{"name":"Chinese Academy of Sciences , , ,","place":["Guangzhou, China, 510301"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Pei","family":"Wang","sequence":"additional","affiliation":[{"name":"Chinese Academy of Tropical Agricultural Sciences , , ,","place":["Haikou, China, 571101"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Xiaoyan","family":"Pang","sequence":"additional","affiliation":[{"name":"South China Sea Institute of Oceanology, Chinese Academy of Sciences , , ,","place":["Guangzhou, China, 510301"]},{"name":"South China Sea Institute of Oceanology, Chinese Academy of Sciences , , ,","place":["Guangzhou, China, 510301"]},{"name":"South China Sea Institute of Oceanology, Chinese Academy of Sciences , , ,","place":["Guangzhou, China, 510301"]},{"name":"Chinese Academy of Sciences , , ,","place":["Guangzhou, China, 510301"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Xiuping","family":"Lin","sequence":"additional","affiliation":[{"name":"South China Sea Institute of Oceanology, Chinese Academy of Sciences , , ,","place":["Guangzhou, China, 510301"]},{"name":"Southern Marine Science and Engineering Guangdong Laboratory (Guangzhou) , ,","place":["Guangzhou, China, 511458"]},{"name":"South China Sea Institute of Oceanology, Chinese Academy of Sciences , , ,","place":["Guangzhou, China, 510301"]},{"name":"South China Sea Institute of Oceanology, Chinese Academy of Sciences , , ,","place":["Guangzhou, China, 510301"]},{"name":"Chinese Academy of Sciences , , ,","place":["Guangzhou, China, 510301"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-4393-3823","authenticated-orcid":true,"given":"Shengrong","family":"Liao","sequence":"additional","affiliation":[{"name":"South China Sea Institute of Oceanology, Chinese Academy of Sciences , , ,","place":["Guangzhou, China, 510301"]},{"name":"Southern Marine Science and Engineering Guangdong Laboratory (Guangzhou) , ,","place":["Guangzhou, China, 511458"]},{"name":"South China Sea Institute of Oceanology, Chinese Academy of Sciences , , ,","place":["Guangzhou, China, 510301"]},{"name":"South China Sea Institute of Oceanology, Chinese Academy of Sciences , , ,","place":["Guangzhou, China, 510301"]},{"name":"Chinese Academy of Sciences , , ,","place":["Guangzhou, China, 510301"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Bin","family":"Yang","sequence":"additional","affiliation":[{"name":"South China Sea Institute of Oceanology, Chinese Academy of Sciences , , ,","place":["Guangzhou, China, 510301"]},{"name":"Southern Marine Science and Engineering Guangdong Laboratory (Guangzhou) , ,","place":["Guangzhou, China, 511458"]},{"name":"South China Sea Institute of Oceanology, Chinese Academy of Sciences , , ,","place":["Guangzhou, China, 510301"]},{"name":"South China Sea Institute of Oceanology, Chinese Academy of Sciences , , ,","place":["Guangzhou, China, 510301"]},{"name":"Chinese Academy of Sciences , , ,","place":["Guangzhou, China, 510301"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-9601-4869","authenticated-orcid":true,"given":"Xuefeng","family":"Zhou","sequence":"additional","affiliation":[{"name":"South China Sea Institute of Oceanology, Chinese Academy of Sciences , , ,","place":["Guangzhou, China, 510301"]},{"name":"Southern Marine Science and Engineering Guangdong Laboratory (Guangzhou) , ,","place":["Guangzhou, China, 511458"]},{"name":"South China Sea Institute of Oceanology, Chinese Academy of Sciences , , ,","place":["Guangzhou, China, 510301"]},{"name":"South China Sea Institute of Oceanology, Chinese Academy of Sciences , , ,","place":["Guangzhou, China, 510301"]},{"name":"Chinese Academy of Sciences , , ,","place":["Guangzhou, China, 510301"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-8914-5174","authenticated-orcid":true,"given":"Junfeng","family":"Wang","sequence":"additional","affiliation":[{"name":"South China Sea Institute of Oceanology, Chinese Academy of Sciences , , ,","place":["Guangzhou, China, 510301"]},{"name":"Southern Marine Science and Engineering Guangdong Laboratory (Guangzhou) , ,","place":["Guangzhou, China, 511458"]},{"name":"South China Sea Institute of Oceanology, Chinese Academy of Sciences , , ,","place":["Guangzhou, China, 510301"]},{"name":"South China Sea Institute of Oceanology, Chinese Academy of Sciences , , ,","place":["Guangzhou, China, 510301"]},{"name":"Chinese Academy of Sciences , , ,","place":["Guangzhou, China, 510301"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-8327-3108","authenticated-orcid":true,"given":"Yonghong","family":"Liu","sequence":"additional","affiliation":[{"name":"South China Sea Institute of Oceanology, Chinese Academy of Sciences , , ,","place":["Guangzhou, China, 510301"]},{"name":"Southern Marine Science and Engineering Guangdong Laboratory (Guangzhou) , ,","place":["Guangzhou, China, 511458"]},{"name":"University of Chinese Academy of Sciences , ,","place":["Beijing, China, 100049"]},{"name":"South China Sea Institute of Oceanology, Chinese Academy of Sciences , , ,","place":["Guangzhou, China, 510301"]},{"name":"South China Sea Institute of Oceanology, Chinese Academy of Sciences , , ,","place":["Guangzhou, China, 510301"]},{"name":"Chinese Academy of Sciences , , ,","place":["Guangzhou, China, 510301"]}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2021,3,26]]},"reference":[{"key":"2026081414122087000_cit1","doi-asserted-by":"publisher","first-page":"1612","DOI":"10.1039\/C4NP00064A","article-title":"Natural product and natural product\nderived drugs in clinical trials","volume":"31","author":"Butler","year":"2014","journal-title":"Nat. Prod.\nRep."},{"key":"2026081414122087000_cit2","doi-asserted-by":"publisher","first-page":"1","DOI":"10.1002\/anie.199300013","article-title":"Marine metabolites\nand metal ion chelation: The facts\nand the fantasies","volume":"32","author":"Michael","year":"1993","journal-title":"Angew. Chem., Inter. Ed.\nEngl."},{"key":"2026081414122087000_cit3","doi-asserted-by":"publisher","first-page":"448","DOI":"10.3390\/md16110448","article-title":"Unstable tetramic\nacid derivatives from the deep-sea-derived fungus Cladosporium\nsphaerospermum EIODSF 008","volume":"16","author":"Liang","year":"2018","journal-title":"Mar. Drugs"},{"key":"2026081414122087000_cit4","doi-asserted-by":"publisher","first-page":"3388","DOI":"10.1039\/C4SC00348A","article-title":"Blue transition metal complexes of a natural bilin-type\nchlorophyll catabolite","volume":"5","author":"Li","year":"2014","journal-title":"Chem. Sci."},{"key":"2026081414122087000_cit5","doi-asserted-by":"publisher","first-page":"14088","DOI":"10.1039\/C7DT03231E","article-title":"A carbon-free inorganic\u2013metal\ncomplex consisting of an all-nitrogen pentazole anion, a Zn\u00ad(ii) cation\nand H2O","volume":"46","author":"Xu","year":"2017","journal-title":"Dalton Trans."},{"key":"2026081414122087000_cit6","first-page":"43","article-title":"Carboplatin: a very active new cisplatin analog in\nthe treatment of small cell lung cancer","volume":"69","author":"Smith","year":"1985","journal-title":"Canc.\nTreat. Rep."},{"key":"2026081414122087000_cit7","doi-asserted-by":"publisher","first-page":"14","DOI":"10.1186\/s40543-018-0147-z","article-title":"Synthesis\nof moxifloxacin\u2013Au (III) and Ag (I) metal complexes and their\nbiological activities","volume":"9","author":"Seku","year":"2018","journal-title":"J. Anal. Sci. Technol."},{"key":"2026081414122087000_cit8","doi-asserted-by":"publisher","first-page":"184","DOI":"10.1007\/s12272-017-0928-8","article-title":"Pyrazinone\nderivatives\nfrom the coral-derived Aspergillus ochraceus LCJ11\u2011102 under high iodide salt","volume":"41","author":"Peng","year":"2018","journal-title":"Arch. Pharmacal Res."},{"key":"2026081414122087000_cit9","doi-asserted-by":"publisher","first-page":"191","DOI":"10.1080\/21501203.2019.1604576","article-title":"Overview on antibacterial\nmetabolites from terrestrial Aspergillus spp","volume":"10","author":"Al-Fakih","year":"2019","journal-title":"Mycology"},{"key":"2026081414122087000_cit10","doi-asserted-by":"publisher","first-page":"1860","DOI":"10.1021\/acs.jnatprod.8b00345","article-title":"Spiro-phthalides\nand isocoumarins isolated from the marine-sponge-derived\nfungus Setosphaeria sp. SCSIO41009","volume":"81","author":"Pang","year":"2018","journal-title":"J. Nat. Prod."},{"key":"2026081414122087000_cit11","doi-asserted-by":"publisher","first-page":"656","DOI":"10.1021\/ol503646c","article-title":"Arthpyrones\nA\u2013C, Pyridone alkaloids from a sponge-derived fungus Arthrinium arundinis ZSDS1-F3","volume":"17","author":"Wang","year":"2015","journal-title":"Org.\nLett."},{"key":"2026081414122087000_cit12","doi-asserted-by":"publisher","first-page":"152","DOI":"10.1071\/CH15488","article-title":"Kumbicins\nA\u2013D: bis-indolyl benzenoids and benzoquinones from an Australian\nsoil fungus, Aspergillus kumbius","volume":"69","author":"Lacey","year":"2016","journal-title":"Aust. J. Chem."},{"key":"2026081414122087000_cit13","doi-asserted-by":"publisher","first-page":"894","DOI":"10.1021\/acs.jnatprod.7b01006","article-title":"Imidazole\nalkaloids and their Zinc complexes from the calcareous marine sponge Leucetta chagosensis","volume":"81","author":"Tang","year":"2018","journal-title":"J. Nat. Prod."},{"key":"2026081414122087000_cit14","doi-asserted-by":"publisher","first-page":"785","DOI":"10.1021\/jf00106a023","article-title":"isolation\nand structure of red pigments from Aspergillus flavus and related species, grown on a differential\nmedium","volume":"29","author":"Assante","year":"1981","journal-title":"J. Agric. Food Chem."},{"key":"2026081414122087000_cit15","doi-asserted-by":"publisher","first-page":"46","DOI":"10.1016\/j.fct.2012.11.037","article-title":"New mycotoxins from\nmarine-derived fungus Aspergillus sp. SCSGAF0093","volume":"53","author":"Xu","year":"2013","journal-title":"Food Chem. Toxicol."},{"key":"2026081414122087000_cit16","first-page":"28","article-title":"Secondary metabolites of Aspergillus ochraceopetaliformis CM9a, an endophytic fungus\nof Cephalotaxus mannii","volume":"6","author":"Xue","year":"2012","journal-title":"Rec.\nNat. Prod."},{"key":"2026081414122087000_cit17","doi-asserted-by":"publisher","first-page":"1777","DOI":"10.1021\/acs.jnatprod.8b00208","article-title":"Structurally diverse\nhighly oxygenated triterpenoids from the Roots\nof Ailanthus altissima and their cytotoxicity","volume":"81","author":"Bai","year":"2018","journal-title":"J. Nat. Prod."},{"key":"2026081414122087000_cit18","doi-asserted-by":"publisher","first-page":"2037","DOI":"10.1021\/acs.jnatprod.7b00170","article-title":"Growth inhibition of colon cancer\nand melanoma cells by versiol derivatives from a Paraconiothyrium Species","volume":"80","author":"Cho","year":"2017","journal-title":"J. Nat. Prod."},{"key":"2026081414122087000_cit19","doi-asserted-by":"publisher","first-page":"165","DOI":"10.1016\/j.phytochem.2017.02.008","article-title":"\u03b3-butenolide and furanone derivatives from the\nsoil-derived fungus Aspergillus sclerotiorum PSU-RSPG178","volume":"137","author":"Phainuphong","year":"2017","journal-title":"Phytochemistry"},{"key":"2026081414122087000_cit20","doi-asserted-by":"publisher","first-page":"1315","DOI":"10.1016\/S0031-9422(00)89658-2","article-title":"Phomapyrones: three\nmetabolites from the blackleg fungus","volume":"36","author":"Soledade","year":"1994","journal-title":"Phytochemistry"},{"key":"2026081414122087000_cit21","doi-asserted-by":"publisher","first-page":"205","DOI":"10.1007\/s10600-012-0205-5","article-title":"A new 3,4-dihydroisocoumarin\nisolated from Botryosphaeria sp. F00741","volume":"48","author":"Xu","year":"2012","journal-title":"Chem. Nat.\nCompd."},{"key":"2026081414122087000_cit22","doi-asserted-by":"publisher","first-page":"1215","DOI":"10.1016\/0031-9422(94)00759-M","article-title":"Phomaligin\na and other yellow pigments\nin Phoma lingam and P. wasabiae","volume":"38","author":"Pedras","year":"1995","journal-title":"Phytochemistry"},{"key":"2026081414122087000_cit23","doi-asserted-by":"publisher","first-page":"1320","DOI":"10.1248\/cpb.26.1320","article-title":"Isolation and structure\nof red pigment from Aspergillus ochraceus Wilh","volume":"26","author":"Maebayashi","year":"1978","journal-title":"Chem. Pharm. Bull."},{"key":"2026081414122087000_cit24","doi-asserted-by":"publisher","first-page":"329","DOI":"10.1016\/S0040-4020(01)80302-1","article-title":"2-Aminoimidazoles and\ntheir zinc complexes from indo-pacific leucetta sponges\nand notodoris nudibranchs","volume":"49","author":"Alvi","year":"1993","journal-title":"Tetrahedron"},{"key":"2026081414122087000_cit25","doi-asserted-by":"publisher","first-page":"2256","DOI":"10.1002\/ejoc.201403668","article-title":"Oximoaspergillimide, a fungal derivative from a marine isolate of Aspergillus sp","volume":"2015","author":"Cardoso-Marti\u0301nez","year":"2015","journal-title":"Eur. J. Org. Chem."},{"key":"2026081414122087000_cit26","doi-asserted-by":"publisher","first-page":"1153","DOI":"10.1517\/17460441.2.9.1153","article-title":"A perspective\non rational drug design with cyclopentenone: targeting the proteome\nwith the cyclopentenone chemical moiety","volume":"2","author":"Conti","year":"2007","journal-title":"Expert\nOpin. Drug Discovery"},{"key":"2026081414122087000_cit27","doi-asserted-by":"publisher","first-page":"2910","DOI":"10.1021\/acs.jafc.6b00527","article-title":"Antifungal new oxepine-containing\nalkaloids and xanthones from the deep-sea-derived fungus Aspergillus\nversicolor SCSIO 05879","volume":"64","author":"Wang","year":"2016","journal-title":"J. Agric. Food\nChem."},{"key":"2026081414122087000_cit28","doi-asserted-by":"publisher","first-page":"59","DOI":"10.1021\/acs.jnatprod.5b00650","article-title":"Antiviral merosesquiterpenoids produced\nby the Antarctic fungus Aspergillus ochraceopetaliformis SCSIO 05702","volume":"79","author":"Wang","year":"2016","journal-title":"J. Nat. Prod."}],"container-title":["ACS Omega"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/pubs.acs.org\/doi\/pdf\/10.1021\/acsomega.0c06218","content-type":"application\/pdf","content-version":"vor","intended-application":"unspecified"},{"URL":"https:\/\/pubs.acs.org\/acsodf\/article-pdf\/6\/13\/8942\/13100275\/ao0c06218.pdf","content-type":"application\/pdf","content-version":"vor","intended-application":"syndication"},{"URL":"https:\/\/pubs.acs.org\/acsodf\/article-pdf\/6\/13\/8942\/13100275\/ao0c06218.pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2026,8,14]],"date-time":"2026-08-14T18:27:31Z","timestamp":1786732051000},"score":1,"resource":{"primary":{"URL":"https:\/\/pubs.acs.org\/acsodf\/article\/6\/13\/8942\/490348\/Discovery-of-a-Dimeric-Zinc-Complex-and-Five"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2021,3,26]]},"references-count":28,"journal-issue":{"issue":"13","published-online":{"date-parts":[[2021,3,26]]},"published-print":{"date-parts":[[2021,4,6]]}},"URL":"https:\/\/doi.org\/10.1021\/acsomega.0c06218","relation":{},"ISSN":["2470-1343"],"issn-type":[{"value":"2470-1343","type":"electronic"}],"subject":[],"published":{"date-parts":[[2021,3,26]]}}}