Synthesis, Structure Elucidation, Homology Modeling and Antifilarial Activity of 7-Benzamidocoumarin Derivatives

Abstract

A series of 7-benzamidocoumarin derivatives 10–25 starting from 7-amino coumarins 7 and 8 has been synthesized, characterized and evaluated in vitro for antifilarial activity against the human lymphatic filarial parasite, Brugia malayi. Compounds 13 and 20–23 showed permanent paralysis of the worm with 90–95% inhibition of motility of adult worms at 10 μM. All the synthesized compounds were docked on the modeled receptor of Onchocerca volvulus chitinase OvCHT1. Compound 13 with binding energy of −7.95 Kcal/mol showing three hydrogen bonds with the active site of the enzyme emerged as the best inhibitor. © 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim