Synthesis and anti-Helicobacter pylori activity of (4-nitro-1-imidazolylmethyl)-1,2,4-triazoles, 1,3,4-thiadiazoles, and 1,3,4-oxadiazoles

摘要

A series of [(4-nitro-1H-imidazol-1-yl)methyl]-1,2,4-triazoles and 1,3,4-thiadiazoles were prepared and evaluated for theiractivity against sensitive and resistant H. pylori strains. Study ofthe structure-activity relationship of these series of compoundsindicated that the type of nitroimidazole moiety and the pendent groupon the heteroaryl analog dramatically impact the anti-H. pyloriactivity. In triazole series, compound 5d, containing a 4-methylphenyl group on the triazole ring, was the most potent compound testedagainst both metronidazole-sensitive and -resistant strains at aconcentration of 8 mu g.