Abstract

SYNTHESIS AND BIOLOGICAL EVALUATION OF 7-(2-(4-(3-(SUBSTITUTED PHENYL) ACRYLOYL) PHENOXY) PROPOXY)-4-METHYL- 2H-CHROMEN-2-ONES

Preeti Kumari Diwakar* and Sushil Kumar

ABSTRACT

In the context of the dangerous phenomenon of drug resistance and infectiveness to the available drugs, we present herein the synthesis and biological evaluation of synthesis and biological evaluation of 7-(2-(4-(3-(substituted phenyl) acryloyl) phenoxy) propoxy)-4-methyl- 2H-chromen-2-ones. The target compounds (PDl-9) were prepared by a solution of resorcinol in ethylacetoacetate mixed with cone. sulphuric acid to afford 7-hydoxy-4-methyl coumarin (I) which refluxed with haloalkane (2) to give 7-(3-chloropropoxy)-4-methyl-2H-chromen-2-one (3) thereafter reacted with various hydroxychalcones in presence of anhydrous potassium carbonate in anhydrous acetonitrile to afford the target compound (PDl-9). The structure of the compounds was deduced on the basis of melting point, TLC, IR, NMR and mass spectroscopic methods. Molecular properties (Mol.Wt, MR, tPSA, SAS, MSA, SEV, log P, ovality, number of rotable bonds, number of hydrogen bond acceptors, number of hydrogen bond donors, GI absorption, synthetic accessibility (SA) score and Abbott bioavailability score) of the target compounds were computed by online software, and results showed good drug-like properties. The test compounds (PDl-9) were evaluated for anxiolytic and skeletal muscle relaxant effect in albino mice. The results showed some of the test compound (PD3 and PDS) are biologically active and further optimized as a lead compound to treat the human diseases.

Keywords: coumarin derivatives, hydroxychalcones, computational properties, anxiolytics, skeletal muscle relaxant.