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

USTA A., YAŞAR A., Yayli N., Karaoglu Ş., YAYLI N.

TURKISH JOURNAL OF CHEMISTRY, cilt.33, sa.5, ss.621-632, 2009 (SCI-Expanded) identifier identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 33 Sayı: 5
  • Basım Tarihi: 2009
  • Doi Numarası: 10.3906/kim-0809-44
  • Dergi Adı: TURKISH JOURNAL OF CHEMISTRY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, TR DİZİN (ULAKBİM)
  • Sayfa Sayıları: ss.621-632
  • Anahtar Kelimeler: Thiazachalcones, N-decyl-4-thiazaclaconium bromide, photodimerization, antimicrobial activity, STEREOSELECTIVE PHOTOCHEMISTRY, CHALCONES, DIMERIZATION, SPECTRA, NITRO
  • Recep Tayyip Erdoğan Üniversitesi Adresli: Evet

Özet

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.