Total Synthesis of Carolacton and Demethylcarolactons with Potent Antiviral Activity

IF 5 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2024-01-03 DOI:10.1021/acs.orglett.3c04038

Haoyu Zhang, Bingsong Li, Hongzhi Yang, Ya Tan, Xu Tan* and Yefeng Tang*,

引用次数: 0

Abstract

Carolacton, a naturally occurring MTHFD1 inhibitor, exhibits potent inhibitory activity against various RNA viruses including SARS-CoV-2. Herein, we present a concise total synthesis of carolacton, featuring the Krische allylation, Marshall coupling, NHK coupling, and RCM reaction as key elements. Additionally, we have synthesized three simplified carolacton analogues, one of which, namely, 14-demethyl-carolacton, exhibited notable antiviral activity. The present work paves the way for further exploration of the therapeutic potential of carolacton and its analogues.

Abstract Image

查看原文本刊更多论文

具有强力抗病毒活性的卡洛尔内酯和去甲基卡洛尔内酯的全合成。

Carolacton是一种天然的MTHFD1抑制剂，对包括SARS-CoV-2在内的多种RNA病毒具有很强的抑制活性。在本文中，我们介绍了一种简明的香芹内酯全合成方法，其特点是以 Krische 烯丙基化反应、Marshall 偶联反应、NHK 偶联反应和 RCM 反应为关键环节。此外，我们还合成了三种简化的香芹内酯类似物，其中 14-去甲基香芹内酯具有显著的抗病毒活性。本研究为进一步探索胡内酯及其类似物的治疗潜力铺平了道路。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

求助全文

约1分钟内获得全文求助全文

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.