Chemical and Biological Reactivity of Some Substituted Quinolinones

Abstract

Treatment of α,γ-diketo ester 2 with some nitrogen nucleophiles such as 1,2-, 1,3-, and 1,4-binucleophiles gave new members of fused and/or isolated heterocyclic derivatives of quinolin-2-one family of expected biological activity. The reactivity of α,γ-diketo ester 2 towards malononitrile as carbon nucleophile was investigated under different reaction conditions. Also, chemical behavior of α,γ-diketo ester 2 towards different electrophilic reactions such as nitration, halogenation and condensation reactions was studied out to afford novel quinolinone derivatives, bearing different substituents. Structures of the newly synthesized products have been deduced on the basis of their elemental and spectral analyses. New substituted quinolones were screened for their biological activities in which some products indicated antioxidant and anti-cancer activities. Keywords: Quinolinone, Claisen reaction, Nucleophilic reactions, Electrophilic substitution, Heterocyclization, Biological applications.