Total Synthesis and Determination of the Absolute Configuration of Shodoamide C: An Amphotericin B Potentiator against Candida albicans

IF 4.9 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-04-01 DOI:10.1021/acs.orglett.5c01017

Shogo Ueki, Akihiro Hirata, Akiho Yagi, Masahiro Iwahori, Hiroshi Tomoda, Ryuji Uchida, Tohru Nagamitsu, Masaki Ohtawa

引用次数: 0

Abstract

The total synthesis and structural determination of shodoamide C (1), a compound that enhances the activity of amphotericin B against Candida albicans, have been achieved. A synthetic strategy for compound 1 facilitated the efficient synthesis of all 16 stereoisomers, allowing for the identification of the four previously unknown stereocenters of 1 through the chiral recycle HPLC analyses. All stereoisomers of 1 showed similar activity, indicating that their stereochemistries minimally influenced it.

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Shodoamide C 的全合成及其绝对构型的确定：一种抗白色念珠菌的两性霉素 B 增效剂

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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.