Karen Harms, Pathompong Paomephan, Thitiya Boonpratuang, Rattaket Choeyklin, Chuenchit Boonchird and Frank Surup*,
{"title":"ent Clavilactone J及其醌衍生物，来自真菌Resupinatus sp.的Meroterpenoids。","authors":"Karen Harms, Pathompong Paomephan, Thitiya Boonpratuang, Rattaket Choeyklin, Chuenchit Boonchird and Frank Surup*, ","doi":"10.1021/acs.jnatprod.3c00174","DOIUrl":null,"url":null,"abstract":"<p >Metabolites <b>1</b> and <b>2</b>, isolated from cultures of the basidiomycete <i>Resupinatus</i> sp. BCC84615, collected in a tropical forest in northeastern Thailand, showed weak antibiotic activity against <i>Bacillus subtilis</i> and <i>Staphylococcus aureus</i> and cytotoxicity against cancer cell lines. Their planar structures were elucidated by high-resolution electrospray ionization mass spectrometry and NMR spectroscopy as clavilactone J, known from the basidiomycete <i>Ampulloclitocybe clavipes</i>, and its new 1,4-benzoquinone derivative. A detailed analysis of the ROESY correlations in <b>1</b> confirmed the recent revision of the relative configuration of clavilactone J. However, specific rotation and Cotton effects observed by electronic circular dichroism were contrary to those of the clavilactones; thus, we assigned a rare antipodal absolute configuration.</p>","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":"86 11","pages":"2580–2584"},"PeriodicalIF":3.3000,"publicationDate":"2023-11-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://pubs.acs.org/doi/epdf/10.1021/acs.jnatprod.3c00174","citationCount":"0","resultStr":"{\"title\":\"ent-Clavilactone J and Its Quinone Derivative, Meroterpenoids from the Fungus Resupinatus sp.\",\"authors\":\"Karen Harms, Pathompong Paomephan, Thitiya Boonpratuang, Rattaket Choeyklin, Chuenchit Boonchird and Frank Surup*, \",\"doi\":\"10.1021/acs.jnatprod.3c00174\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p >Metabolites <b>1</b> and <b>2</b>, isolated from cultures of the basidiomycete <i>Resupinatus</i> sp. BCC84615, collected in a tropical forest in northeastern Thailand, showed weak antibiotic activity against <i>Bacillus subtilis</i> and <i>Staphylococcus aureus</i> and cytotoxicity against cancer cell lines. Their planar structures were elucidated by high-resolution electrospray ionization mass spectrometry and NMR spectroscopy as clavilactone J, known from the basidiomycete <i>Ampulloclitocybe clavipes</i>, and its new 1,4-benzoquinone derivative. A detailed analysis of the ROESY correlations in <b>1</b> confirmed the recent revision of the relative configuration of clavilactone J. However, specific rotation and Cotton effects observed by electronic circular dichroism were contrary to those of the clavilactones; thus, we assigned a rare antipodal absolute configuration.</p>\",\"PeriodicalId\":47,\"journal\":{\"name\":\"Journal of Natural Products \",\"volume\":\"86 11\",\"pages\":\"2580–2584\"},\"PeriodicalIF\":3.3000,\"publicationDate\":\"2023-11-06\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"https://pubs.acs.org/doi/epdf/10.1021/acs.jnatprod.3c00174\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Journal of Natural Products \",\"FirstCategoryId\":\"99\",\"ListUrlMain\":\"https://pubs.acs.org/doi/10.1021/acs.jnatprod.3c00174\",\"RegionNum\":2,\"RegionCategory\":\"生物学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, MEDICINAL\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Natural Products ","FirstCategoryId":"99","ListUrlMain":"https://pubs.acs.org/doi/10.1021/acs.jnatprod.3c00174","RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, MEDICINAL","Score":null,"Total":0}
ent-Clavilactone J and Its Quinone Derivative, Meroterpenoids from the Fungus Resupinatus sp.
Metabolites 1 and 2, isolated from cultures of the basidiomycete Resupinatus sp. BCC84615, collected in a tropical forest in northeastern Thailand, showed weak antibiotic activity against Bacillus subtilis and Staphylococcus aureus and cytotoxicity against cancer cell lines. Their planar structures were elucidated by high-resolution electrospray ionization mass spectrometry and NMR spectroscopy as clavilactone J, known from the basidiomycete Ampulloclitocybe clavipes, and its new 1,4-benzoquinone derivative. A detailed analysis of the ROESY correlations in 1 confirmed the recent revision of the relative configuration of clavilactone J. However, specific rotation and Cotton effects observed by electronic circular dichroism were contrary to those of the clavilactones; thus, we assigned a rare antipodal absolute configuration.
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.
京公网安备 11010802042870号
京ICP备2023020795号-1
分享
求助内容：
应助结果提醒方式：
扫码关注我们
