1. L-proline catalyzed ring transformation of 5-substituted tetrazole to 1,3,4-oxadiazoles as anti-tubercular agents.
- Author
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Metre, Tukaram V., Joshi, Shrinivas D., Kodasi, Barnabas, Bayannavar, Praveen K., Nesaragi, Aravind R., Madar, Suresh F., Mavazzan, Ahmed Raza, and Kamble, Ravindra R.
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ANTITUBERCULAR agents , *TETRAZOLES , *CARRIER proteins , *MYCOBACTERIUM tuberculosis , *CHEMICAL synthesis , *MOLECULAR docking - Abstract
An innovative class of novel 2-aryl-5-(1-aryl-1H-pyrazol-3-yl)-1,3,4-oxadiazoles 5i–w have been synthesized from ring transformation using L-proline as an organocatalyst. This novel method using organocatalyst is a splendid example of the green reaction with improved yields. The molecular docking analysis of compounds 5i–w were investigated with enoyl-acyl carrier protein reductase (InhA) enzyme (PDB ID: 4TZK) as anti-tubercular target molecules. The docking study implied that the synthesized compounds exhibited favorable binding modes and affinity. Further, the anti-tubercular activity was investigated against Mycobacterium tuberculosis (MTB) H37Rv strain which demonstrated that the compounds 5i, 5j, 5k, and 5l exhibited excellent activity at the 6.25 µg/ml concentrations, whereas the compounds 5m, 5n, 5o, 5s, and 5w have shown the activity at 12.50 µg/ml concentration, respectively. [ABSTRACT FROM AUTHOR]
- Published
- 2022
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