Premium
1,3‐Oxazole‐isoniazid hybrids: Synthesis, antitubercular activity, and their docking studies
Author(s) -
Shah Shailesh R.,
Katariya Kanubhai D.
Publication year - 2020
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.3893
Subject(s) - oxazole , chemistry , inha , isoniazid , carbon 13 nmr , stereochemistry , methylene , mycobacterium tuberculosis , docking (animal) , proton nmr , aryl , combinatorial chemistry , organic chemistry , tuberculosis , medicine , alkyl , nursing , pathology
A series of novel N ′‐([2‐aryl‐5‐methyl‐1,3‐oxazole‐4‐yl]methylene)isonicotino/nicotino hydrazides 10a‐l were prepared by the condensation reaction of 2‐aryl‐5‐methyl‐1,3‐oxazole‐4‐carbaldehydes 8a‐f with the corresponding isonicotino/nicotino hydrazides 9a/9b . The structures of the new compounds were elucidated by various spectroanalytical techniques, including IR, 1 H NMR, 13 C NMR, elemental (C,H,N), and mass analysis. All the newly prepared INH‐1,3‐oxazole hybrids were evaluated for their in vitro antitubercular activity against Mycobacterium tuberculosis H37Rv. Among all the synthesized hybrids, compounds 10c and 10i derivatives displayed highest antitubercular activity with minimal inhibitory concentration 1.56 μg/mL. Further, molecular docking studies against the InhA enzyme were carried out to understand the interactions between potent hybrids and the target enzyme. Thus, these kind hybrids have the potentiality for the discovery of new antitubercular agents for deployment in the control and eradication of tuberculosis.