{"title":"山梨糖醇A和山梨糖醇B:两种具有前所未有骨架的山梨糖醇类,通过分子网络策略从海绵来源的真菌青霉菌中发现","authors":"Ze-Bin Chen, Hui-Xian Liang, Wan-Ying Guo, Dai-Chun Li, Xiao-Jian Liao, Guo-Dong Chen, Shi-Hai Xu, Bing-Xin Zhao","doi":"10.1021/acs.orglett.5c00595","DOIUrl":null,"url":null,"abstract":"Sorbicitrinol A (<b>1</b>) and its biosynthetic precursor sorbicitrinol B (<b>2</b>), two novel sorbicillinoids with unprecedented skeletons, were isolated from the sponge-derived fungus <i>Penicillium</i> sp. by molecular networking. Their structures were identified by spectroscopic analyses and quantum chemistry. Both of them exhibited an innovative fusion pattern of sorbicillinol and a citrinin derivative. Compound <b>1</b> was the first example of a sorbicillinoid featuring the unique cage-like 2,5-dioxa-pentacyclo[10.4.0<sup>3,11</sup>.0<sup>4,8</sup>.0<sup>4,15</sup>]tetradecane scaffold. Plausible biogenetic pathways were proposed, and their antitumor and antifungal activities were also evaluated.","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":"33 1","pages":""},"PeriodicalIF":5.0000,"publicationDate":"2025-03-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Sorbicitrinols A and B, Two Sorbicillinoids with Unprecedented Skeletons Uncovered from Sponge-Derived Fungus Penicillium sp. S4I4-3 by a Molecular Networking Strategy\",\"authors\":\"Ze-Bin Chen, Hui-Xian Liang, Wan-Ying Guo, Dai-Chun Li, Xiao-Jian Liao, Guo-Dong Chen, Shi-Hai Xu, Bing-Xin Zhao\",\"doi\":\"10.1021/acs.orglett.5c00595\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"Sorbicitrinol A (<b>1</b>) and its biosynthetic precursor sorbicitrinol B (<b>2</b>), two novel sorbicillinoids with unprecedented skeletons, were isolated from the sponge-derived fungus <i>Penicillium</i> sp. by molecular networking. Their structures were identified by spectroscopic analyses and quantum chemistry. Both of them exhibited an innovative fusion pattern of sorbicillinol and a citrinin derivative. Compound <b>1</b> was the first example of a sorbicillinoid featuring the unique cage-like 2,5-dioxa-pentacyclo[10.4.0<sup>3,11</sup>.0<sup>4,8</sup>.0<sup>4,15</sup>]tetradecane scaffold. Plausible biogenetic pathways were proposed, and their antitumor and antifungal activities were also evaluated.\",\"PeriodicalId\":54,\"journal\":{\"name\":\"Organic Letters\",\"volume\":\"33 1\",\"pages\":\"\"},\"PeriodicalIF\":5.0000,\"publicationDate\":\"2025-03-24\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Organic Letters\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://doi.org/10.1021/acs.orglett.5c00595\",\"RegionNum\":1,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic Letters","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1021/acs.orglett.5c00595","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Sorbicitrinols A and B, Two Sorbicillinoids with Unprecedented Skeletons Uncovered from Sponge-Derived Fungus Penicillium sp. S4I4-3 by a Molecular Networking Strategy
Sorbicitrinol A (1) and its biosynthetic precursor sorbicitrinol B (2), two novel sorbicillinoids with unprecedented skeletons, were isolated from the sponge-derived fungus Penicillium sp. by molecular networking. Their structures were identified by spectroscopic analyses and quantum chemistry. Both of them exhibited an innovative fusion pattern of sorbicillinol and a citrinin derivative. Compound 1 was the first example of a sorbicillinoid featuring the unique cage-like 2,5-dioxa-pentacyclo[10.4.03,11.04,8.04,15]tetradecane scaffold. Plausible biogenetic pathways were proposed, and their antitumor and antifungal activities were also evaluated.
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.