Stereoselective photochemistry of methoxy chalcones in solution and their radical scavenging activity

YAYLI N., UCUNCU O., YASAR A., GOK Y., Kucuk M., KOLAYLI S.

Turkish Journal of Chemistry, cilt.28, sa.4, ss.515-521, 2004 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 28 Sayı: 4
  • Basım Tarihi: 2004
  • Dergi Adı: Turkish Journal of Chemistry
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, TR DİZİN (ULAKBİM)
  • Sayfa Sayıları: ss.515-521
  • Anahtar Kelimeler: chalcone, photodimerizations, solution, dimers, radical scavenging activity, DIMERIZATION, ANTIOXIDANT, FLAVONOIDS, THIOPHENE, BEARING
  • Karadeniz Teknik Üniversitesi Adresli: Evet

Özet

The photochemical dimerization of 3 known methoxy derivatives of chalcones, (2E)-1-(2-methoxy)phenyl-3-phenylpropen-1-one (1), (2E)-1-(3-methoxy)phenyl-3- phenyl-propen-1-one (2), and (2E)-1-(4-methoxy) phenyl-3-phenylpropen-1-one (3), yielded 3 new δ-truxinic type dimers in solution: rel-(1β,2α)- di-(2-methoxy)-benzoyl-rel-(3β,4α)-diphenylcyclobutane (4), rel-(1β,2α)-di-(3-methoxy)benzoyl-rel-(3/5,4α) -diphenylcyclobutane (5), and rel-(1β,2α)-di-(4-methoxy)benzoyl-rel- (3β,4α)-diphenylcyclobutane (6), stereoselectively. Precursor chalcones showed high superoxide radical scavenging activity although the dimers were inactive.