{"title":"Genome Mining and Targeted Discovery of Twistane-Containing Angucyclinones from Marine Streptomyces phaeochromogenes XSA2","authors":"Xingkun Hao, Zong-jie Wang, Xingxing Shi, Yang Liu, Ping Yan, Qingsheng Yang, Xiangmei Ren, Xiaoju Li, Haiyan Sui, Feng Li, Youming Zhang, Xiaoying Bian, Haibo Zhou","doi":"10.1021/acs.orglett.5c00514","DOIUrl":null,"url":null,"abstract":"Genome mining of a type II PKS biosynthetic gene cluster from marine <i>Streptomyces phaeochromogenes</i> XSA2 resulted in the discovery of 12 angucyclinone derivatives, including nine new phaeomycins A–I (<b>1</b>–<b>9</b>) and three known analogs (<b>10</b>–<b>12</b>). Phaeomycin A (<b>1</b>) contains a unique phthalide moiety connected to a rare twistane skeleton that has not been previously identified in natural products. The chemical structures of the isolated compounds were established via extensive spectroscopic and X-ray crystal-lographic analyses. A plausible biosynthetic pathway for <b>1</b>–<b>2</b> was proposed based on bioinformatic analysis.","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":"17 1","pages":""},"PeriodicalIF":5.0000,"publicationDate":"2025-03-19","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.5c00514","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
Genome mining of a type II PKS biosynthetic gene cluster from marine Streptomyces phaeochromogenes XSA2 resulted in the discovery of 12 angucyclinone derivatives, including nine new phaeomycins A–I (1–9) and three known analogs (10–12). Phaeomycin A (1) contains a unique phthalide moiety connected to a rare twistane skeleton that has not been previously identified in natural products. The chemical structures of the isolated compounds were established via extensive spectroscopic and X-ray crystal-lographic analyses. A plausible biosynthetic pathway for 1–2 was proposed based on bioinformatic analysis.
对海洋发色链霉菌XSA2ⅱ型PKS生物合成基因簇的基因组挖掘，发现了12个氨环素衍生物，包括9个新的phaeomycin a - i（1-9）和3个已知的类似物（10-12）。Phaeomycin A(1)含有一个独特的邻苯酞片段，连接到一个罕见的扭曲骨架，这在以前的天然产物中尚未被发现。通过广泛的光谱和x射线晶体分析确定了分离化合物的化学结构。基于生物信息学分析，提出了1-2的合理生物合成途径。
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.
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