Total Synthesis of Marformycins A and D

被引：0

作者：

Anwar, Avraz F. ^{[1
]}

Elbatrawi, Yassin M. ^{[1
]}

Degen, David ^{[2
,3
]}

Ebright, Richard H. ^{[2
,3
]}

Del Valle, Juan R. ^{[1
]}

机构：

[1] Univ Notre Dame, Dept Chem & Biochem, Notre Dame, IN 46556 USA

[2] Rutgers State Univ, Waksman Inst, Piscataway, NJ 08854 USA

[3] Rutgers State Univ, Dept Chem, Piscataway, NJ 08854 USA

来源：

ORGANIC LETTERS | 2024年 / 26卷 / 46期

基金：

美国国家科学基金会; 美国国家卫生研究院;

关键词：

NATURAL-PRODUCTS; ACID;

D O I：

10.1021/acs.orglett.4c04013

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We report the synthesis of the antimicrobial cyclodepsipeptides marformycin A (1) and marformycin D (2) using a solid-phase approach. A scalable solution-phase synthesis of the gamma-hydroxypiperazic acid subunit in 2, starting from cis-hydroxyproline, is also described. Structural analysis of 1 and its Leu-epi congener demonstrates conformational differences that may underlie their divergent antimicrobial activities. The described approach enables further development of conformation-activity relationships within this class of depsipeptide natural products.

引用

页码：10056 / 10060

页数：5

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