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Xanthine oxidase inhibitory activity of new pyrrole carboxamide derivatives: In vitro and in silico studies
Author(s) -
Kıbrız İbrahim Evren,
Saçmacı Mustafa,
Yıldırım İsmail,
Abbas Ali Noma Samir,
Taşkın Tok Tuğba,
Ateş Burhan
Publication year - 2018
Publication title -
archiv der pharmazie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.468
H-Index - 61
eISSN - 1521-4184
pISSN - 0365-6233
DOI - 10.1002/ardp.201800165
Subject(s) - xanthine oxidase , carboxamide , chemistry , in silico , stereochemistry , pyrrole , xanthine , docking (animal) , enzyme , structure–activity relationship , in vitro , biochemistry , organic chemistry , medicine , nursing , gene
Pyrrole carboxamide rings are rarely used as active scaffold in designing inhibitors for enzymes. Herein, we described the structure–activity relationship for novel xanthine oxidase inhibitors based on the pyrrole carboxamide scaffold. A series of novel‐substituted pyrrole carboxamide derivatives were synthesized and characterized; their in vitro and in silico inhibitory activities were determined against xanthine oxidase. Among these compounds, those which contain no substituent and one methyl group at the para ‐position of the phenyl moiety in the main structure, respectively, were found out as most active according to the xanthine oxidase inhibition activity study. In silico techniques reveal why these compounds display more activities than others, based on their binding interactions with xanthine oxidase and the surface scanning results of the enzyme. Furthermore, the binding energy calculations displayed good agreement with the experimental activity values.