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Asian Journal of Research in Chemistry
Year : 2016, Volume : 9, Issue : 3
First page : ( 116) Last page : ( 126)
Print ISSN : 0974-4169. Online ISSN : 0974-4150.
Article DOI : 10.5958/0974-4150.2016.00021.3

Synthesis, SAR, Molecular Docking and Anti-TB study of 3-Hydroxy-1-Benzofuran-2-Carbohydrazide

Thorat Bapu R.1,,*, Nazirkar Bhusan1, Thorat Vaishali B.2, More Kishor, Jagtap Ravindra4, Yamgar Ramesh3

1P. G., Dept of Chemistry, Govt. of Maharashtra, Ismail Yusuf College of Arts, Science and Commerce, Jogeshwari (East), Mumbai-400 060

2IES, Junior College, Bandra (E), Mumbai

3Department of Chemistry, Chikitsak Samuha's Patkar-Varde College of Arts, Science and Commerce, Goregaon (W), Mumbai-400 062, India.

4JJT University, Rajasthan, India

*Corresponding Author E-mail:

Online published on 23 May, 2016.

Abstract

The 3-hydroxy-1-benzofuran-2-carbohydrazide was synthesized from 2-hydroxyacetophenone. To deduce the antibacterial and anticancer activity of the 3-hydroxy-1-benzofuran-2-carbohydrazide, it is docked with different biomarkers of cancer cell and bacteria. Grid was generated for each oncoproteins by specifying the active site amino acids. The binding model of best scoring analogue with each protein was assessed from their G-scores and disclosed by docking analysis using the XP visualizer tool. An analysis of the receptor-ligand interaction studies revealed that 3-hydroxy-1-benzofuran-2-carbohydrazide is most active against 3FDN (threonine protein kinase 6) and 3LAU (Arora 2 kinase) biomarkers and have the features to prove themselves as anti-tuberculosis drugs. The Cramer rules of toxicity predicts the toxicological hazard (when administered orally) from the molecular structure. It shows that it is class III toxic compound. The anti-TB studies show that it shows strong activity (1.6 μg/ml) against mycobacterium tuberculosis (H37 RV strain).

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Keywords

Benzofurans, Molecular docking, SAR study, 3LAU, Hydrazones, TB-activity.

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