Expedient on-resin synthesis of peptidic benzimidazoles

被引：10

作者：

Bird, Michael J. ^{[1
]}

Silvestri, Anthony P. ^{[1
]}

Dawson, Philip E. ^{[1
]}

机构：

[1] Scripps Res Inst, Dept Chem, 10550 North Torrey Pines Rd, La Jolla, CA 92037 USA

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2018年 / 28卷 / 16期

基金：

美国国家卫生研究院;

关键词：

Peptide benzimidazoles; SPPS; Benzimidazoles; Peptide therapeutics; Antimicrobials; Antifungals; Anthelmintics; NATIVE CHEMICAL LIGATION; ANTIVIRAL ACTIVITY; AMINO-ACIDS; INHIBITORS; ANTIBACTERIAL; DERIVATIVES; MEBENDAZOLE; DEFORMYLASE; DESIGN; CANCER;

D O I：

10.1016/j.bmcl.2018.04.062

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

The benzimidazole moiety is a ubiquitous pharmacophore present in numerous anthelmintic, antibacterial, antiviral, antineoplastic, and antifungal drugs. While the polypharmacology of this heterocycle has spurred the development of numerous solution-phase syntheses, only a handful of disparate and inefficient methods detailing its synthesis on-resin have been reported. Here we report the concise and expedient syntheses of internal and C-terminal peptidic benzimidazoles - an emerging class of peptide deformylase (PDF)-inhibiting antimicrobials. This method benefits from being performed wholly on solid-phase at room temperature resulting in minimal purification and tolerance of temperature-sensitive functionality. (C) 2018 Published by Elsevier Ltd.

引用

页码：2679 / 2681

页数：3

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