氟烯酸A和B：含环戊烷抗氧化分子与酶触发的非酶骨架重排

IF 4.7 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2026-10-19 DOI:10.1021/acs.orglett.6c03809

Chunfang Yang,Xin Pang,Yuchan Chen,Wei Liu,Weilin Chen,Sinan Cao,Weimin Zhang,Changsheng Zhang,Wenjun Zhang

{"title":"氟烯酸A和B：含环戊烷抗氧化分子与酶触发的非酶骨架重排","authors":"Chunfang Yang,Xin Pang,Yuchan Chen,Wei Liu,Weilin Chen,Sinan Cao,Weimin Zhang,Changsheng Zhang,Wenjun Zhang","doi":"10.1021/acs.orglett.6c03809","DOIUrl":null,"url":null,"abstract":"Fluoindeneacids A and B (5 and 6, respectively), featuring an unprecedented indene core linked to a 2,3-dihydroxybenzoyl moiety, were isolated from the FlsO1-catalyzed reaction of prejadomycin (1). Their structures were established by spectroscopic analysis and ECD calculations. Biochemical and isotopic labeling studies indicate their formation via an enzyme-triggered, nonenzymatic skeletal rearrangement of putative precursor 10. Both compounds exhibited potent in vitro antioxidant activity and cytoprotection against H2O2-induced damage.","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":"45 1","pages":""},"PeriodicalIF":4.7000,"publicationDate":"2026-10-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Fluoindeneacids A and B: Antioxidant Cyclopentane-Containing Molecules with Enzyme-Triggered Nonenzymatic Skeletal Rearrangement\",\"authors\":\"Chunfang Yang,Xin Pang,Yuchan Chen,Wei Liu,Weilin Chen,Sinan Cao,Weimin Zhang,Changsheng Zhang,Wenjun Zhang\",\"doi\":\"10.1021/acs.orglett.6c03809\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"Fluoindeneacids A and B (5 and 6, respectively), featuring an unprecedented indene core linked to a 2,3-dihydroxybenzoyl moiety, were isolated from the FlsO1-catalyzed reaction of prejadomycin (1). Their structures were established by spectroscopic analysis and ECD calculations. Biochemical and isotopic labeling studies indicate their formation via an enzyme-triggered, nonenzymatic skeletal rearrangement of putative precursor 10. Both compounds exhibited potent in vitro antioxidant activity and cytoprotection against H2O2-induced damage.\",\"PeriodicalId\":54,\"journal\":{\"name\":\"Organic Letters\",\"volume\":\"45 1\",\"pages\":\"\"},\"PeriodicalIF\":4.7000,\"publicationDate\":\"2026-10-19\",\"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.6c03809\",\"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.6c03809","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

摘要

从flso1催化的prejadomycin反应中分离出了氟酸A和B（分别为5和6），它们具有前所未有的与2,3-二羟基苯甲酰部分相连的茚核（indee core）(1)。通过光谱分析和ECD计算确定了它们的结构。生化和同位素标记研究表明，它们是通过酶触发的，假定前体10的非酶骨架重排形成的。两种化合物均表现出较强的体外抗氧化活性和抗h2o2损伤的细胞保护作用。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Fluoindeneacids A and B: Antioxidant Cyclopentane-Containing Molecules with Enzyme-Triggered Nonenzymatic Skeletal Rearrangement

查看原文本刊更多论文

Fluoindeneacids A and B: Antioxidant Cyclopentane-Containing Molecules with Enzyme-Triggered Nonenzymatic Skeletal Rearrangement

Fluoindeneacids A and B (5 and 6, respectively), featuring an unprecedented indene core linked to a 2,3-dihydroxybenzoyl moiety, were isolated from the FlsO1-catalyzed reaction of prejadomycin (1). Their structures were established by spectroscopic analysis and ECD calculations. Biochemical and isotopic labeling studies indicate their formation via an enzyme-triggered, nonenzymatic skeletal rearrangement of putative precursor 10. Both compounds exhibited potent in vitro antioxidant activity and cytoprotection against H2O2-induced damage.

求助全文

通过发布文献求助，成功后即可免费获取论文全文。去求助

来源期刊

Organic Letters 化学-有机化学

CiteScore

9.30

自引率

11.50%

发文量

1607

审稿时长

1.5 months

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.