Solid-Phase Total Synthesis of Daptomycin and Analogs

被引：55

作者：

Lohani, Chuda Raj ^{[1
]}

Taylor, Robert ^{[1
]}

Palmer, Michael ^{[1
]}

Taylor, Scott D. ^{[1
]}

机构：

[1] Univ Waterloo, Dept Chem, Waterloo, ON N2L 3G1, Canada

来源：

ORGANIC LETTERS | 2015年 / 17卷 / 03期

基金：

加拿大自然科学与工程研究理事会;

关键词：

LIPOPEPTIDE ANTIBIOTICS; STAPHYLOCOCCUS-AUREUS; CYCLIC LIPODEPSIPEPTIDES; PEPTIDE-SYNTHESIS; MEMBRANE; BIOSYNTHESIS; CYCLIZATION; RESISTANCE; A54145; ACIDS;

D O I：

10.1021/acs.orglett.5b00043

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An entirely solid-phase synthesis of daptomycin, a cyclic lipodepsipeptide antibiotic currently in clinical use, was achieved using a combination of a-azido and Fmoc amino acids. This methodology was applied to the synthesis of several daptomycin analogs, one of which did not contain kynurenine or the synthetically challenging amino acid (2S,3R)-methylglutamate yet exhibited an MIC approaching that of daptomycin.

引用

页码：748 / 751

页数：4

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