Stereoselective Photochemistry of Methoxy Chalcones in Solution and Their Radical Scavenging Activity

Authors: NURETTİN YAYLI, OSMAN ÜÇÜNCÜ, AHMET YAŞAR, YAŞAR GÖK, MURAT KÜÇÜK, SEVGİ KOLAYLI

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 \delta -truxinic type dimers in solution: rel-(1\beta ,2\alpha)- di-(2-methoxy)-benzoyl-rel-(3\beta ,4\alpha )-diphenylcyclobutane (4), rel-(1\beta ,2\alpha )-di-(3-methoxy)benzoyl-rel-(3\beta, 4\alpha )-diphenylcyclobutane (5), and rel-(1\beta ,2\alpha)- di-(4-methoxy)benzoyl-rel-(3\beta ,4\alpha )-diphenylcyclobutane (6), stereoselectively. Precursor chalcones showed high superoxide radical scavenging activity although the dimers were inactive.

Keywords: Chalcone, Photodimerizations, Solution, Dimers, Radical Scavenging Activity

Full Text: PDF