Synthesis and antimycobacterial activity of N-(2-aminopurin-6-yl) and N-(purin-6-yl) amino acids and dipeptides / Krasnov Victor P.,Vigorov Alexey Yu.,Musiyak Vera V.,Nizova Irina A.,Gruzdev Dmitry A.,Matveeva Tatyana V.,Levit Galina L.,Kravchenko Marionella A.,Skornyakov Sergey N.,Bekker Olga B.,Danilenko Valery N.,Charushin Valery N. // BIOORGANIC \& MEDICINAL CHEMISTRY LETTERS. - 2016. - V. 26, l. 11. - P. 2645-2648.

ISSN/EISSN:

0960-894X / 1464-3405

Type:

Article

Abstract:

Synthetic routes to novel N-(purin-6-yl)- and N-(2-aminopurin-6-yl) conjugates with amino acids and glycine-containing dipeptides were developed. In vitro testing of 42 new and known compounds made it possible to reveal a series of N-(purin-6-yl)- and N-(2-aminopurin-6-yl) conjugates exhibiting significant antimycobacterial activity against Mycobacterium tuberculosis H37Rv, Mycobacterium avium, Mycobacterium terrae, and multidrug-resistant M. tuberculosis strain isolated from tuberculosis patients in the Ural region (Russia). N-(2-Aminopurin-6-yl)- and N-(purin-6-yl)-glycyl-(S)-glutamic acids were the most active compounds. (C) 2016 Elsevier Ltd. All rights reserved.

Author keywords:

Purine; Amino acids; Glutamic acid; Antimycobacterial activity; Cytotoxicity MYCOBACTERIUM-TUBERCULOSIS; DERIVATIVES; ANALOGS; AGELASINE; DESIGN; AGENTS

DOI:

10.1016/j.bmcl.2016.04.017

Web of Science ID:

ISI:000374988600016

Соавторы в МНС:

Другие поля

Поле	Значение
Month	JUN 1
Publisher	PERGAMON-ELSEVIER SCIENCE LTD
Address	THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLAND
Language	English
EISSN	1464-3405
Keywords-Plus	MYCOBACTERIUM-TUBERCULOSIS; DERIVATIVES; ANALOGS; AGELASINE; DESIGN; AGENTS
Research-Areas	Pharmacology \& Pharmacy; Chemistry
Web-of-Science-Categories	Chemistry, Medicinal; Chemistry, Organic
Author-Email	ca@ios.uran.ru
Funding-Acknowledgement	Russian Scientific Foundation (RScF) {[}14-13-01077]
Funding-Text	The authors are grateful to Dr. Andrey A. Tumashov for performing HPLC analysis, Dr. Ilya N. Ganebnykh for recording HRMS spectra, and Dr. Mikhail I. Kodess for recording NMR spectra. The work was supported by the Russian Scientific Foundation (RScF) (project no. 14-13-01077).
Number-of-Cited-References	24
Usage-Count-Last-180-days	1
Usage-Count-Since-2013	8
Journal-ISO	Bioorg. Med. Chem. Lett.
Doc-Delivery-Number	DK5VK