Synthesis and Evaluation of Antimicrobial and Anti-inflammatory Activity of 6-aryliden-2-methyl-2,3-dihydroimidazo[2,1-b][1,3]thiazoles

Abstract

As seen from numerous scientific publications, some derivatives of the bicyclic imidazo[2,1-b]thiazole system exhibit a noticeable biologic activity. This fact pushes researchers towards further investigations and structural modifications of 2-methyl-2,3-dihydroimidazo[2,1-b][1,3]thiazol-5(6H)-one. СН2-group of this compound was used as an efficient methylene component in the Knoevenagel condensation with vanillin and its analogs. The target 6-arylidenimidazothiazolones synthesized by this method were researched in vitro and in vivo for antimicrobial and antiexudative activity. According to the bio screening results, some antibacterial activity against Candida albiсans АТСС 885/653 (МIC = 15.62) has been determined for (Z)-6-(4-hydroxy-3-methoxy-5-nitrobenzylidene)-2-methyl-2,3-dihydroimidazo[2,1-b][1,3]thiazol-5(6Н)-one. High anti-inflammation activity against the carrageenan-induced paw oedema of the white rats was determined for (Z)-6-(4-hydroxy-3-methoxybenzylidene)-2-methyl-2,3-dihydroimidazo[2,1-b][1,3]thiazol-5(6Н)-one obtained by the condensation with the vanilla aldehyde. Its index of suppression of the inflammation reaches 40.3%.