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Vol. 34 No. 9 (2022): Vol 34 Issue 9

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3-(Substituted Aryl/alkyl)-5-((E)-4-((E)-(Substituted Aryl/alkyl)methyl)benzylidene)thiazolidin-2,4-dione Molecules: Design, ADME Studies and Molecular Docking Analysis as Potential Antimicrobial and Antiproliferative Agents

https://doi.org/10.14233/ajchem.2022.23927
Harsh Kumar
Department of Pharmaceutical Sciences, Maharshi Dayanand University, Rohtak-124001, India
Aastha Sharma
Department of Pharmaceutical Sciences, Maharshi Dayanand University, Rohtak-124001, India
Davinder Kumar
Department of Pharmaceutical Sciences, Maharshi Dayanand University, Rohtak-124001, India
Minakshi Gupta Marwaha
Department of Pharmaceutical Sciences, Sat Priya College of Pharmacy, Rohtak-124001, India
Rakesh Kumar Marwaha
Department of Pharmaceutical Sciences, Maharshi Dayanand University, Rohtak-124001, India

Corresponding Author(s) : Rakesh Kumar Marwaha

rkmarwaha.mdu@gmail.com

Asian Journal of Chemistry, Vol. 34 No. 9 (2022): Vol 34 Issue 9

Abstract

A library comprising of 60 synthesizable compounds from three different series having 20 compounds in each series of 3-(furan-2-carbonyl)-5-((E)-4-((E)-(substituted aryl/alkyl)methyl)benzylidene)thiazolidine-2,4-dione (FC-1 to FC-20), 3-(butyl)-5-((E)-4-((E)-(substituted aryl/alkyl)methyl)benzylidene)thiazolidine-2,4-dione (NB-1 to NB-20) and 3-(allyl)-5-((E)-4-((E)-(substituted aryl/alkyl)methyl)benzylidene)thiazolidine-2,4-dione (NA-1 to NA-20) was designed and screened for antimicrobial and anticancer potential by molecular docking studies using S. aureus GyrB ATPase (PDB code: 3U2D) and CDK-8 (PDB code: 5FGK) proteins as possible drug targets, respectively by Schrödinger-Maestro v13.2. Molecular docking studies revealed, analogues NB-3 (docking score = -6.626), NA-3 (docking score = -6.315) and FC-20 (docking score = -5.552) displayed best docking score in each series, respectively against 3U2D and molecules NB-2 (docking score = -6.517), NA-20 (docking score = -7.668) and FC-12 (docking score = -4.931) exhibited best docking score in each series, respectively against 5FGK having better interaction with crucial amino acid. ADME results revealed all the analogues have significant scores within Qikprop range and also in close agreement with the Pfizer’s rule of five. These analogues can be used as lead structures for the development/discovery of new anticancer and antimicrobial agents.

Keywords

Antimicrobial Anticancer CDK-8 GyrB ATPase Molecular docking ADME Thiazolidine-2,4-diones
Kumar, H., Sharma, A., Kumar, D., Gupta Marwaha, M., & Kumar Marwaha, R. (2022). 3-(Substituted Aryl/alkyl)-5-((E)-4-((E)-(Substituted Aryl/alkyl)methyl)benzylidene)thiazolidin-2,4-dione Molecules: Design, ADME Studies and Molecular Docking Analysis as Potential Antimicrobial and Antiproliferative Agents. Asian Journal of Chemistry, 34(9), 2393–2405. https://doi.org/10.14233/ajchem.2022.23927
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