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Vol. 32 No. 3 (2020): Vol 32 Issue 3

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Design, Synthesis and Biological Evaluation of Novel Benzothiazole Based [1,2,4]Triazolo[4,3-c]quinazoline Derivatives

https://doi.org/10.14233/ajchem.2020.22453
Ranjit V. Gadhave
MAEER′s Maharashtra Institute of Pharmacy, MIT Campus, Kothrud, Pune-411038, India
Bhanudas S. Kuchekar
Dr. Vishwanath Karad MIT World Peace University, School of Pharmacy, Kothrud, Pune-411038, India

Corresponding Author(s) : Ranjit V. Gadhave

ranjitgadhave@gmail.com

Asian Journal of Chemistry, Vol. 32 No. 3 (2020): Vol 32 Issue 3

Abstract

A new series of N-(benzo[d]thiazol-2-yl)-[1,2,4]triazolo[4,3-c]quinazoline-5-carboxamide derivatives were synthesized by condensation of [1,2,4]triazolo[4,3-c]quinazoline-5-carboxylate derivatives with substituted benzothiazoles. The chemical structures of the synthesized compounds were confirmed by FT-IR, MS and 1H NMR spectra. Designed triazoloquinazoline derivatives were docked with oxido-reductase enzyme (PDB Code 4h1j) and DNA gyrase enzyme (PDB Code 3g75). Based on high binding affinity score, the best compound were selected for synthesis and subjected to in vitro antioxidant and antibacterial activity. Compounds 7a and 7d were found to be most active compounds as antioxidant agent among this series when compared with ascorbic acid. Compounds 7a, 7d and 7f were found to be most active compounds as an antibacterial agents among this series when compared with ciprofloxacin against bacterial strains such as S. aureus (ATCC 25923), E. coli (ATCC 25922) and P. aeruginosa (ATCC 27853). Study revealed that the most active compounds after structural modifications can be exploited as lead molecules for other pharmacological activities such as anti-inflammatory, anticancer and antidepressant activities.

Keywords

Triazoloquinazoline Benzothiazole Molecular docking Antioxidant activity Antibacterial activity
Gadhave, R. V., & Kuchekar, B. S. (2020). Design, Synthesis and Biological Evaluation of Novel Benzothiazole Based [1,2,4]Triazolo[4,3-c]quinazoline Derivatives. Asian Journal of Chemistry, 32(3), 580–586. https://doi.org/10.14233/ajchem.2020.22453
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