Synthesis and antimycobacterial activity of 2-substituted halogenobenzimidazoles.
A series of substituted 2-polyfluoroalkyl and 2-nitrobenzylsulphanyl benzimidazoles was synthesized. The compounds were evaluated for their activity against four Mycobacterium strains; the activities were expressed as the minimum inhibitory concentration (MIC). The substances tested showed appreciable antimycobacterial activity, particularly 5,6-dichloro-2-nonafluorobutylbenzimidazole (2h), and 5-halogeno- (5a-c) and 4,6-dihalogeno- (5d and 5g) 2-(3,5-dinitrobenzylsulphanyl)benzimidazoles, whose MIC values for Mycobacterium kansasii and Mycobacterium avium exceeded that of isoniazide that was used as a reference compound. Relationships between structure and biological activity of the tested benzimidazole derivatives are discussed.
Kazimierczuk
Z
Z
Institute of Chemistry, Agricultural University, 159C Nowoursynowska Street, 02-787 Warsaw, Poland. kazimierczuk@delta.sggw.waw.pl
Andrzejewska
M
M
Kaustova
J
J
Klimesova
V
V
D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D001562:Benzimidazoles / Q000138:chemical synthesis* / Q000494:pharmacology; D006846:Hydrocarbons, Halogenated / Q000737:chemistry; D008826:Microbial Sensitivity Tests; D008956:Models, Chemical; D009162:Mycobacterium avium / Q000187:drug effects*; D019909:Mycobacterium kansasii / Q000187:drug effects*; D013329:Structure-Activity Relationship
D000900:Anti-Bacterial Agents; D001562:Benzimidazoles; D006846:Hydrocarbons, Halogenated