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Synthesis, Structure Elucidation, Homology Modeling and Antifilarial Activity of 7‐Benzamidocoumarin Derivatives
Author(s) -
Tiwari Neha,
Sharma Rajesh K.,
Gupta Poonam,
Misra Sweta,
MisraBhattacharya Shailja,
Butcher Ray J.,
Singh Karuna,
Katiyar Diksha
Publication year - 2019
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201803549
Subject(s) - brugia malayi , onchocerca volvulus , in vitro , stereochemistry , homology modeling , hydrogen bond , structure–activity relationship , chemistry , enzyme , active site , biology , biochemistry , helminths , onchocerciasis , filariasis , immunology , molecule , organic chemistry
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.