Synthesis and evaluation of antitubercular activity of fluorinated 5-aryl-4-(hetero)aryl substituted pyrimidines / Verbitskiy Egor V.,Baskakova Svetlana A.,Kravchenko Marionella A.,Skornyakov Sergey N.,Rusinov Gennady L.,Chupakhin Oleg N.,Charushin Valery N. // BIOORGANIC \& MEDICINAL CHEMISTRY. - 2016. - V. 24, l. 16. - P. 3771-3780.

ISSN/EISSN:

0968-0896 / 1464-3391

Type:

Article

Abstract:

Various 5-(fluoroaryl)-4-(hetero)aryl substituted pyrimidines have been synthesized based on the Suzuki cross-coupling and nucleophilic aromatic substitution of hydrogen (S-N(H)) reactions starting from commercially available 5-bromopyrimidine and their antitubercular activity against Mycobacterium tuberculosis H(37)Rv has been explored. The outcome of the study disclose that, some of the compounds have showed promising activity in micromolar concentration against Mycobacterium tuberculosis H(37)Rv, Mycobacterium avium, Mycobacterium terrae, and multidrug-resistant strains isolated from tuberculosis patients in Ural region (Russia). The data concerning the `structure-activity' relationship for fluorinated compounds have been discussed. (C) 2016 Elsevier Ltd. All rights reserved.

Author keywords:

Pyrimidine; Antimycobacterial; Tuberculosis; Cross-coupling; Nucleophilic aromatic substitution of hydrogen ANTIMICROBIAL AGENTS; S-N(H); ANTIBACTERIAL; BENZAZINES; HALIDES

DOI:

10.1016/j.bmc.2016.06.020

Web of Science ID:

ISI:000380515700049

Соавторы в МНС:

Другие поля

Поле	Значение
Month	AUG 15
Publisher	PERGAMON-ELSEVIER SCIENCE LTD
Address	THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLAND
Language	English
EISSN	1464-3391
Keywords-Plus	ANTIMICROBIAL AGENTS; S-N(H); ANTIBACTERIAL; BENZAZINES; HALIDES
Research-Areas	Biochemistry \& Molecular Biology; Pharmacology \& Pharmacy; Chemistry
Web-of-Science-Categories	Biochemistry \& Molecular Biology; Chemistry, Medicinal; Chemistry, Organic
Author-Email	Verbitsky@ios.uran.ru
ResearcherID-Numbers	Baskakova, Svetlana/Q-6803-2016
Funding-Acknowledgement	Russian Science Foundation {[}15-13-00077]
Funding-Text	The research was financially supported by the Russian Science Foundation (Project No. 15-13-00077).
Number-of-Cited-References	37
Usage-Count-Last-180-days	2
Usage-Count-Since-2013	10
Journal-ISO	Bioorg. Med. Chem.
Doc-Delivery-Number	DS2AF