NMR studies of N-(benzimidazol-2-yl)pyridinium derivatives: QSAR with the anti-leishmanial activity and their carbon-13 NMR chemical shifts

Article abstract of DOI:10.1016/0223-5234(91)90199-W

Quantitative structure-activity-relationships between the in vitro anti-leishmanial activity of N-benzimidazolyl-2,4,6-triphenylpyridinium salts 6 and pyridinium benzimidazolate betaines 7 and their 13C-NMR chemical shifts have been studied, in order to ascertain the influence of the benzimidazole substituents upon anti-leishmanial activity.The calculated 13C-chemical shifts allow the selection of a representative subset of compounds.Several new N-benzimidazolylpyridinium derivatives 6 and 7 have been prepared.Among them, 5-methoxy-1-methylbenzimidazole 21 and 6-methoxy-1-methylbenzimidazole 22 derivatives have high anti-leishmanial activity in vitro and compound 22 shows an interesting activity in vivo although host toxicity is present.