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Current Enzyme Inhibition

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ISSN (Print): 1573-4080
ISSN (Online): 1875-6662

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Research Article

L-Proline Catalyzed Knoevenagel Condensation of Aldehydes with Active Methylene Compounds and Their Molecular Modeling Studies for Anti-SARS CoV-2 Potentials

Author(s): Bapu R. Thorat*, Dnyaneshwar T. Nagre, Pawan P. Dhurandhar, Pratiksha K. Borase, Sweta Bavkar, Riddhi R. Kasar, Rohan D. Narkar, Mazhar Farooqui and Suraj N. Mali

Volume 18, Issue 2, 2022

Published on: 21 July, 2022

Page: [145 - 159] Pages: 15

DOI: 10.2174/1573408018666220516104525

Price: $65

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Abstract

Introduction: An efficient one-pot synthesis of 2-alkylidene/arylidene derivatives was reported from active methylene compounds such as malononitrile/ethyl cyanoacetate/5-methyl-2,4- dihydro-3H-pyrazol-3-one and aldehydes in the presence of 10 mol% of L-proline (ethanol at room temperature).

Methods: All derivatives were obtained in good to excellent yields. The structures of the synthesized compounds were confirmed from their FTIR (Fourier-transform infrared spectroscopy), 1H-NMR (Proton nuclear magnetic resonance), and mass spectroscopy. The importance of these compounds is predicted from their SAR (structure-activity relationship) study. Moreover, these newer compounds were further docked into various therapeutic targets of the SARS-CoV-2 (severe acute respiratory syndromerelated coronavirus) virus.

Results: Results from our molecular docking suggest that these compounds have good inhibitory properties on the SARS- CoV-2 virus.

Conclusion: L-proline (bifunctional organic catalyst) is found to be the best catalyst for the synthesis of different condensed products from active methylene compounds and aldehydes.

Keywords: Green synthesis, L-proline, malononitrile, SAR study, Knoevenagel condensation, SARS-CoV-2.

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