{"title":"Chlorobactine A, a Dimeric Dichlorated Metabolite from Marine-Derived Streptomyces thermolineatus NAK03196.","authors":"Guodong Zhang,Jing Shi,Chao Zhang,Wen Wang,Xiao Yang,Zijun Xiong,Shuai Ma,Rong Wang,Zhikai Guo,Ruihua Jiao","doi":"10.1021/acs.orglett.5c03588","DOIUrl":null,"url":null,"abstract":"Using the one strain many compounds (OSMAC) strategy and guided by LC-MS results, we explored the metabolites of marine algae-derived strain Streptomyces thermolineatus NAK03196 and discovered a new class of molecules with an unexpected skeleton, chlorobactine A (1). Its structure was determined by 1D and 2D NMR spectroscopy, HR-ESI-MS, single-crystal X-ray diffraction analysis (Cu Kα), and ECD calculation. Chlorobactine A (1) contains dichlorine atoms and possesses a unique [6/6/6] tricyclic fused skeleton structure. Meanwhile, a plausible biosynthetic pathway for 1 was proposed based on the molecular structures and bioinformatic analysis.","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":"19 1","pages":""},"PeriodicalIF":5.0000,"publicationDate":"2025-09-30","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.5c03588","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
Using the one strain many compounds (OSMAC) strategy and guided by LC-MS results, we explored the metabolites of marine algae-derived strain Streptomyces thermolineatus NAK03196 and discovered a new class of molecules with an unexpected skeleton, chlorobactine A (1). Its structure was determined by 1D and 2D NMR spectroscopy, HR-ESI-MS, single-crystal X-ray diffraction analysis (Cu Kα), and ECD calculation. Chlorobactine A (1) contains dichlorine atoms and possesses a unique [6/6/6] tricyclic fused skeleton structure. Meanwhile, a plausible biosynthetic pathway for 1 was proposed based on the molecular structures and bioinformatic analysis.
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.