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, vol.28, no.4, pp.515-521, 2004 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 28 Issue: 4
  • Publication Date: 2004
  • Journal Name: Turkish Journal of Chemistry
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, TR DİZİN (ULAKBİM)
  • Page Numbers: pp.515-521
  • Keywords: chalcone, photodimerizations, solution, dimers, radical scavenging activity, DIMERIZATION, ANTIOXIDANT, FLAVONOIDS, THIOPHENE, BEARING
  • Karadeniz Technical University Affiliated: Yes

Abstract

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.