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Synthesis and Molecular Docking Study of Novel Hybrids of 1,3,4‐Oxadiazoles and Quinoxaline as a Potential Analgesic and Anti‐Inflammatory Agents
Author(s) -
Dewangan Dhansay,
Nakhate Kartik T.,
Verma Vinay Sagar,
Nagori Kushagra,
Badwaik Hemant,
Nair Nisha,
Tripathi Dulal Krishna,
Mishra Achal
Publication year - 2018
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.3363
Subject(s) - quinoxaline , chemistry , pharmacophore , molecule , infrared spectroscopy , residue (chemistry) , docking (animal) , spectroscopy , organic chemistry , stereochemistry , medicinal chemistry , combinatorial chemistry , medicine , nursing , physics , quantum mechanics
Novel hybrid molecules were synthesized through the amalgamation of quinoxaline residue with 1,3,4‐oxadiazole molecule. The purity of obtained 1,3,4‐oxadiazoles derivatives containing quinoxaline residue (total 11) was confirmed through thin‐layer chromatography, combustion analysis, and melting point, whereas their structures were confirmed by infrared spectroscopy, nuclear magnetic resonance, and mass spectroscopy. In animal studies, the derivatives 4‐(5‐(4‐(3‐methylquinoxalin‐2‐yl)phenyl)‐1,3,4‐oxadiazol‐2‐yl)benzenamine and 2‐(5‐(4‐(3‐methylquinoxalin‐2‐yl)phenyl)‐1,3,4‐oxadiazol‐2‐yl)benzenamine showed excellent analgesic and anti‐inflammatory activities, respectively, as compared with other derivatives. In order to rationalize the biological results of the derivatives, molecular docking studies were performed using Argus lab. The compounds exhibited good docking scores between −12.987 and −9.92 kcal/mol against cyclooxygenase‐II (5IKQ) protein fragment.