Synthesis, Spectral Studies, Pharmacological and Insect Antifeedant Activities of some (<i>E</i>)-1-(2-(2-Benzyloxy-3-Methacrylate))-1-Naphthyl Enones

Abstract

Totally twelve title compounds have been synthesized by Claisen-Schmidt condensation of (E)-methyl 2-(2-(((1-acetylnaphthalen-2-yl) oxy) methyl) phenyl)-3-methoxy acrylate and substituted benzaldehydes in presence of catalytic quantity of LiOH.H2O catalyst under stirring in room temperature. The yields of the compounds are more than 92%. The synthesized titled compounds were characterized by their physical constants, IR, NMR and Mass spectral data. The spectral data such as infrared ν COs-cis, s-trans, COester, NMR chemical shifts (δ, ppm) of Hα, Hβ, Cα, Cβ, CO of enone moiety, Hβʹ and CO of acrylate moieties have been correlated with Hammett substituent constants, F and R parameters. The antimicrobial, antioxidant and insect antifeedant activities of all synthesized compounds have been evaluated using corresponding bacterial and fungal strains, DPPH radical scavenging and Disc diffusion bio-assay of 4th instar larvae Achoea Janata L with castor-leaf discs.