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Modular Synthesis of Diverse Natural Product-Like Macrocycles: Discovery of Hits with Antimycobacterial Activity.

ABSTRACT: A modular synthetic approach was developed in which variation of the triplets of building blocks used enabled systematic variation of the macrocyclic scaffolds prepared. The approach was demonstrated in the synthesis of 17 diverse natural product-like macrocyclic scaffolds of varied (12-20-membered) ring size. The biological relevance of the chemical space explored was demonstrated through the discovery of a series of macrocycles with significant antimycobacterial activity.

SUBMITTER: Dow M

PROVIDER: S-EPMC5488202 | biostudies-literature | 2017 May

REPOSITORIES: biostudies-literature

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Modular Synthesis of Diverse Natural Product-Like Macrocycles: Discovery of Hits with Antimycobacterial Activity.

Dow Mark M Marchetti Francesco F Abrahams Katherine A KA Vaz Luis L Besra Gurdyal S GS Warriner Stuart S Nelson Adam A

Chemistry (Weinheim an der Bergstrasse, Germany) 20170502 30

A modular synthetic approach was developed in which variation of the triplets of building blocks used enabled systematic variation of the macrocyclic scaffolds prepared. The approach was demonstrated in the synthesis of 17 diverse natural product-like macrocyclic scaffolds of varied (12-20-membered) ring size. The biological relevance of the chemical space explored was demonstrated through the discovery of a series of macrocycles with significant antimycobacterial activity. ...[more]

PMID: 28374952

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