S. Ersan et al., SYNTHESIS AND ANTIMICROBIAL ACTIVITY OF 1-DIALKYLAMINOMETHYL-2-(P-SUBSTITUTED PHENYL)-5-SUBSTITUTED BENZIMIDAZOLE DERIVATIVES, Arzneimittel-Forschung, 47(4), 1997, pp. 410-412
1-(Dialkylaminomethyl)-2-(p-substituted phenyl)-5-substituted benzimid
azole derivatives 1 have been synthesized by reacting 2-phenylbenzimid
azole derivatives with formaldehyde: and a secondary amine. The deriva
tives of 2-phenylbenzimidazole were obtained by reacting the bisulfide
addition product of substituted benzaldehydes with 4-substituted-o-ph
enylenediamines. Their structures were confirmed by microanalysis, IR
and NMR spectral analysis. Antimicrobial activity of the compounds was
investigated by the microdilution susceptibility test in Mueller-Hint
on Broth and Sabouraud Dextrose Broth was used for the determination o
f antibacterial and antifungal activities Test organisms: Staphylococc
us aureus ATCC 29213 and Enterococcus faecalis ATCC 29212 as Gram-posi
tive bacteria, Escherichia coli ATCC 25922 and Pseudomonas aeruginosa
ATCC 27853 as Gram-negative bacteria. and Candida albicans, C. parapsi
losis, C. stellatoidea as yeast-like fungi. Compounds 1a, 1b; 1c, 1e a
nd 1i showed slight to moderate activity against all microorganisms. C
ompound 1g showed the highest activity. It was found more potent than
streptomycin against Enterococcus faecalis and Pseudomonas aeruginosa.