Total synthesis of Crotogossamide using an on-resin concomitant cyclization/cleavage reaction

被引：5

作者：

Berube, Christopher ^{[1
,2
]}

Borgia, Alexandre ^{[1
,2
]}

Simon, Gaelle ^{[3
]}

Grenier, Daniel ^{[3
]}

Voyer, Normand ^{[1
,2
]}

机构：

[1] Univ Laval, Dept Chim, Quebec City, PQ G1V 0A6, Canada

[2] Univ Laval, PROTEO, Quebec City, PQ G1V 0A6, Canada

[3] Univ Laval, Fac Med Dent, Grp Rech Ecol Buccale, 2420 Rue Terasse, Quebec City, PQ G1V 0A6, Canada

来源：

PHYTOCHEMISTRY LETTERS | 2018年 / 26卷

基金：

加拿大自然科学与工程研究理事会;

关键词：

Crotogossamide; Cyclic peptides; Macrocycles; Oxime resin; Peptide synthesis; SOLID-PHASE-SYNTHESIS; POLYMER-BOUND OXIME; BIOMIMETIC EPOXIDATION; CYCLIC DIPEPTIDES; PEPTIDE-SYNTHESIS; SEQUENCE; MACROCYCLES; CLEAVAGE; DISEASES; DESIGN;

D O I：

10.1016/j.phytol.2018.05.021

中图分类号：

Q94 [植物学];

学科分类号：

071001 ;

摘要：

Crotogossamide, a cyclic peptide isolated from the latex of Croton gossypifolius, has been synthesized by a rapid and efficient Boc solid-phase peptide synthesis. The strategy takes advantage of the oxime resin nucleophile susceptibility and comprises the synthesis of a linear precursor followed by on-resin head-to-tail concomitant cyclization/cleavage. In addition, we report the first antimicrobial and antibiofilm investigations on Crotogossamide.

引用

页码：101 / 105

页数：5

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