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Vol. 36 No. 7 (2024): Vol 36 Issue 7, 2024

Copyright (c) 2024 Santhosh Penta, Komal Chandrakar, Naveen Kumar Sureddy, S.P Mahapatra

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This work is licensed under a Creative Commons Attribution 4.0 International License.

Synthesis of Novel 2-Quinolone linked 1,2,3-Triazole Derivatives as Potent Antimicrobial Activities: in silico Docking Studies

https://doi.org/10.14233/ajchem.2024.31871
Komal Chandrakar
Department of Chemistry, National Institute of Technology, Raipur-492010, India
Naveen Kumar Sureddy
Department of Chemistry, National Institute of Technology, Raipur-492010, India
S.P. Mahapatra
Department of Chemistry, National Institute of Technology, Raipur-492010, India
Santosh Penta
Department of Chemistry, National Institute of Technology, Raipur-492010, India

Corresponding Author(s) : Santosh Penta

spenta.che@nitrr.ac.in

Asian Journal of Chemistry, Vol. 36 No. 7 (2024): Vol 36 Issue 7, 2024

Abstract

The current research focuses on organic and medicinal chemistry, with a specific emphasis on the synthesis of molecules that incorporate diverse heterocycles. As part of this investigation, we have explored the fusion of 2-quinolone with 1,2,3-triazoles. Analytical and spectral data were applied to elucidate the structure of the synthesized compounds. In the preliminary antibacterial studies, analogs 4a, 4f, 6d and 6a were more effective against S. epidermidis corresponding MIC values of 6.32 ± 0.04, 2.38 ± 0.01, 5.18 ± 0.03 and 14.33 ± 0.01 µg/mL, respectively. In addition, compound 4a exhibited outstanding antibacterial activity against strains of Pseudomonas aeruginosa, as evidenced by a remarkable minimum inhibitory concentration (MIC) value of 3.19 ± 0.04 µg/mL. In particular, the synthesized scaffolds 6d, 4f, 4c and 4a showed significant antifungal activity with MIC values of 2.70 ± 0.01, 3.74 ± 0.03, 3.16 ± 0.02 and 4.18 ± 0.03 µg/mL against Candida albicans. The essential binding mode active site interactions in the DNA gyrase complex from Staphylococcus aureus based antibacterial drug candidate with 2XCO protein was also investigated and ligand 4a possesses the highest interacting amino acid residues ArgA:1092, PheA:1266, LysA:1043, AlaA:1172, AlaA:1034, TyrA:1099, HisA:1046, HisA:1046 [O11···NH], GlnA:1267 [O12···NE2], GlyA:1041 [N14···O, 3.22 Å], ThrA:1181 [O1···N]. The resulting scaffolds were assessed for ADMET and physico-chemical characteristics using ADMETlab2.0server, SwissADME web as good drugs with oral bioavailability.

Keywords

1,2,3-Triazoles 2-Quinolones Antimicrobial activity Docking techniques 2XCO In silico studies
Chandrakar, K., Sureddy, N. K., Mahapatra, S., & Penta, S. (2024). Synthesis of Novel 2-Quinolone linked 1,2,3-Triazole Derivatives as Potent Antimicrobial Activities: in silico Docking Studies. Asian Journal of Chemistry, 36(7), 1693–1704. https://doi.org/10.14233/ajchem.2024.31871
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Author Biography

Naveen Kumar Sureddy, Department of Chemistry, National Institute of Technology, Raipur-492010, India

National Institute of Technology Raipur

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