{"title":"Aurovertins from a Marine-Derived <i>Penicillium</i> Species and Nonenzymatic Reactions in Their Formation.","authors":"Shan Cheng, Yanchao Xu, Meng Kang, Weiming Zhu, Liping Wang, Peng Fu","doi":"10.1021/acs.jnatprod.4c01436","DOIUrl":null,"url":null,"abstract":"<p><p>Six new aurovertins (<b>1</b>-<b>6</b>) and a new citreoviridin derivative (<b>7</b>), together with six known analogues (<b>8</b>-<b>13</b>), were isolated from the marine-derived <i>Penicillium</i> sp. OUCMDZ-5930. Their structures were determined based on detailed spectroscopic analysis and ECD calculations. The putative nonenzymatic formation from citreoviridin to various aurovertins was presented, which was confirmed by chemical transformations. These results provide new insights into the formation mechanism of the 2,6-dioxabicyclo[3.2.1]octane ring system present in aurovertin-type natural products.</p>","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":" ","pages":""},"PeriodicalIF":3.3000,"publicationDate":"2025-01-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Natural Products ","FirstCategoryId":"99","ListUrlMain":"https://doi.org/10.1021/acs.jnatprod.4c01436","RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, MEDICINAL","Score":null,"Total":0}
引用次数: 0
Abstract
Six new aurovertins (1-6) and a new citreoviridin derivative (7), together with six known analogues (8-13), were isolated from the marine-derived Penicillium sp. OUCMDZ-5930. Their structures were determined based on detailed spectroscopic analysis and ECD calculations. The putative nonenzymatic formation from citreoviridin to various aurovertins was presented, which was confirmed by chemical transformations. These results provide new insights into the formation mechanism of the 2,6-dioxabicyclo[3.2.1]octane ring system present in aurovertin-type natural products.
期刊介绍:
The Journal of Natural Products invites and publishes papers that make substantial and scholarly contributions to the area of natural products research. Contributions may relate to the chemistry and/or biochemistry of naturally occurring compounds or the biology of living systems from which they are obtained.
Specifically, there may be articles that describe secondary metabolites of microorganisms, including antibiotics and mycotoxins; physiologically active compounds from terrestrial and marine plants and animals; biochemical studies, including biosynthesis and microbiological transformations; fermentation and plant tissue culture; the isolation, structure elucidation, and chemical synthesis of novel compounds from nature; and the pharmacology of compounds of natural origin.
When new compounds are reported, manuscripts describing their biological activity are much preferred.
Specifically, there may be articles that describe secondary metabolites of microorganisms, including antibiotics and mycotoxins; physiologically active compounds from terrestrial and marine plants and animals; biochemical studies, including biosynthesis and microbiological transformations; fermentation and plant tissue culture; the isolation, structure elucidation, and chemical synthesis of novel compounds from nature; and the pharmacology of compounds of natural origin.