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 (Journal Indexed in SCI Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 28 Issue: 4
  • Publication Date: 2004
  • Title of Journal : Turkish Journal of Chemistry
  • Page Numbers: pp.515-521
  • Keywords: chalcone, photodimerizations, solution, dimers, radical scavenging activity, DIMERIZATION, ANTIOXIDANT, FLAVONOIDS, THIOPHENE, BEARING

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.