{"title":"Isocoumarins from <i>Spegazzinia</i> sp. MDCW-573 with Antibacterial and Proangiogenic Activities.","authors":"Cong Wang, Hui Xu, Jianjian Wang, Caixia Wei, Shengyan Zheng, Rui Xu, Shiyi Wang, Zilin Li, Peihai Li, Fandong Kong","doi":"10.1021/acs.jnatprod.4c01437","DOIUrl":null,"url":null,"abstract":"<p><p>Twelve new isocoumarins, spegazmarins A-L (<b>1</b>-<b>12</b>), including nine novel dimeric derivatives (<b>1</b>-<b>9</b>), three monomeric derivatives (<b>10</b>-<b>12</b>), as well as eight known ones (<b>13</b>-<b>20</b>), were isolated from the endophytic fungus <i>Spegazzinia</i> sp. MDCW-573. Their structures were elucidated by analysis of NMR, X-ray crystallography, and ECD data. Notably, the dimeric isocoumarins (<b>1</b>-<b>9</b>) possess a unique linkage, where the phenyl of one monomer is connected to the lactone of another. The methods for determining the configurations of both the monomeric and dimeric isocoumarins within this class were proposed, leading to the correction of the configurations of two previously reported isocoumarins. The isolated compounds inhibited <i>Staphylococcus aureus</i>, <i>Escherichia coli</i>, and <i>Pseudomonas aeruginosa</i>, with MIC values of 1 to 64 μg/mL. Compounds <b>5</b>, <b>6</b>, and <b>12</b> significantly promoted the growth of zebrafish intersegmental vessels at concentrations of 10, 20, and 40 μM, respectively.</p>","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":" ","pages":"757-767"},"PeriodicalIF":3.3000,"publicationDate":"2025-03-28","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.4c01437","RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2025/2/17 0:00:00","PubModel":"Epub","JCR":"Q2","JCRName":"CHEMISTRY, MEDICINAL","Score":null,"Total":0}
引用次数: 0
Abstract
Twelve new isocoumarins, spegazmarins A-L (1-12), including nine novel dimeric derivatives (1-9), three monomeric derivatives (10-12), as well as eight known ones (13-20), were isolated from the endophytic fungus Spegazzinia sp. MDCW-573. Their structures were elucidated by analysis of NMR, X-ray crystallography, and ECD data. Notably, the dimeric isocoumarins (1-9) possess a unique linkage, where the phenyl of one monomer is connected to the lactone of another. The methods for determining the configurations of both the monomeric and dimeric isocoumarins within this class were proposed, leading to the correction of the configurations of two previously reported isocoumarins. The isolated compounds inhibited Staphylococcus aureus, Escherichia coli, and Pseudomonas aeruginosa, with MIC values of 1 to 64 μg/mL. Compounds 5, 6, and 12 significantly promoted the growth of zebrafish intersegmental vessels at concentrations of 10, 20, and 40 μM, respectively.
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.