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

DOI

10.3906/kim-0809-44

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.

First Page

621

Last Page

632

Recommended Citation

USTA, ASU; YAŞAR, AHMET; YAYLI, NURAN; KARAOĞLU, ŞENGÜL ALPAY; and YAYLI, NURETTİN (2009) "Synthesis of methyl (E)-2',4''-thiazachalcones and their N-alkyl derivatives, photochemistry with theoretical calculations and antimicrobial activities," Turkish Journal of Chemistry: Vol. 33: No. 5, Article 6. https://doi.org/10.3906/kim-0809-44
Available at: https://journals.tubitak.gov.tr/chem/vol33/iss5/6