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Design, synthesis, toxicity estimation and molecular docking studies of N-(Furan-2-yl)-1-(5-substituted) phenyl-1,3,4-oxadiazol-2-yl) methanimine as antitubercular agents

Author(s): B Mathew1, J Suresh2, Githa E Mathew1, George Sonia3, GK Krishnan4
1Division of Drug Design and Medicinal Chemistry Research Lab, Grace College of Pharmacy, India 2Department of Pharmaceutical Chemistry, College of Pharmacy, Madras Medical College, India 3Department of Pharmaceutical Chemistry, College of Pharmacy, SRIPS, India 4Department of Pharmaceutical Chemistry, Govt. Medical College, India

Correspondence Address:
B Mathew Division of Drug Design and Medicinal Chemistry Research Lab, Grace College of Pharmacy India E‑mail: [email protected]

A series of novel N-(furan-2-yl)-1-(5-substituted) phenyl-1,3,4-oxadiazol-2-yl) methanimines (Fa-e) were synthesized and evaluated for antitubercular activity against Mycobacterium tuberculosis (H 37 Rv) strain by using alamar blue assay. The synthesized compounds were characterized based on IR, 1 HMR and mass spectral analysis. The toxicity profile was predicted by organic chemistry portal, a web based application for predicting in silico absorption, distribution, metabolism, excretion and toxicity, and the novel derivatives under study did not show any toxicity issues. The mechanism of action of the titled derivatives was predicted by docking on the Mycobacterium tuberculosis Enoyl-ACP reductase enzyme. The docking study concluded that Fb and Fa possessed good binding energy indicating more prominent interaction towards the active sites NAD and TYR 158. The antitubercular studies showed that the both Fa and Fb possessed significant activity with the MIC as low as 3.125 μg/ml.

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