Synthesis of methyl (E)-2',4''-thiazachalcones and their N-alkyl derivatives, photochemistry with theoretical calculations and antimicrobial activities

Authors: ASU USTA, AHMET YAŞAR, NURAN YAYLI, ŞENGÜL ALPAY KARAOĞLU, NURETTİN YAYLI

Abstract: A series of 9 new (E)-thiazachalcones (1-3), and their N-alkyl substituted derivatives (4-6), and stereoselective dimerization products (7-9) were synthesized, then tested for antimicrobial activity against all test microorganisms except Pseudomonas aeruginosa. The new compounds (1-6) without dimerization products (7-9) showed good antimicrobial property against Staphylococcus aureus, Listeria monocitogenes, and Enterococcus faecalis. The possible dimerization products of compounds (1-3) were calculated theoretically. Experimental and theoretical calculation showed that \delta-truxinic type dimer is the most stable isomer.

Keywords: Thiazachalcones, N-decyl-4-thiazaclaconium bromide, photodimerization, antimicrobial activity.

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