Chunmei Chen, Jian Cai, Chun Yang, Huaming Tao, Lan Tang, Yonghong Liu* and Xuefeng Zhou*,
{"title":"Striasteroids A–C, Three Hybrid Steroids with Neuraminidase Inhibitory Activities from a Marine-Derived Striaticonidium cinctum","authors":"Chunmei Chen, Jian Cai, Chun Yang, Huaming Tao, Lan Tang, Yonghong Liu* and Xuefeng Zhou*, ","doi":"10.1021/acs.orglett.5c0090110.1021/acs.orglett.5c00901","DOIUrl":null,"url":null,"abstract":"<p >Three unprecedented hybrid steroids, striasteroids A–C (<b>1</b>–<b>3</b>), together with a known analogue (<b>4</b>), were isolated from the fungus <i>Striaticonidium cinctum</i> SCSIO41432. Their structures were identified through spectroscopic data, X-ray crystallography, and electronic circular dichroism calculations. Compounds <b>1</b> and <b>2</b>, which feature a new 6/6/6/6/6/5 hexacyclic framework, are polyketide–steroid hybrids with an oxabicyclo[3.3.1]nonane-bridged system. Compound <b>3</b>, characterized as the first naturally occurring adenine–steroid hybrid, exhibited the most potent inhibitory activity against neuraminidase with an IC<sub>50</sub> value of 6.15 ± 1.15 μM.</p>","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":"27 14","pages":"3737–3741 3737–3741"},"PeriodicalIF":5.0000,"publicationDate":"2025-04-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic Letters","FirstCategoryId":"92","ListUrlMain":"https://pubs.acs.org/doi/10.1021/acs.orglett.5c00901","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
Three unprecedented hybrid steroids, striasteroids A–C (1–3), together with a known analogue (4), were isolated from the fungus Striaticonidium cinctum SCSIO41432. Their structures were identified through spectroscopic data, X-ray crystallography, and electronic circular dichroism calculations. Compounds 1 and 2, which feature a new 6/6/6/6/6/5 hexacyclic framework, are polyketide–steroid hybrids with an oxabicyclo[3.3.1]nonane-bridged system. Compound 3, characterized as the first naturally occurring adenine–steroid hybrid, exhibited the most potent inhibitory activity against neuraminidase with an IC50 value of 6.15 ± 1.15 μM.
期刊介绍:
Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.