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Design, Synthesis, and Molecular Docking Study of 6-Aryl-3-(quinolin-3-yl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thia­diazines as Novel Antimicrobial Agents

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Abstract

A novel series of quinoline-containing fused heterocyclic compounds with a 1,2,4-triazolo[3,4-b][1,3,4]thiadiazine core were designed and synthesised. The newly synthesized derivatives were characterized by FTIR, 1H and 13C NMR, and ESI mass spectra. All compounds exhibited excellent activities against Gram-negative and Gram-positive bacteria (MIC < 4.5 μg/mL), and some of the compounds were active against S. aureus and E. coli with MIC values in the range from 5.10 to 6.10 μg/mL. A computational molecular docking study showed good binding scores in the range –7.34 to –8.10 kcal/mol, and four compounds were predicted to show remarkable affinity for the bacterial DNA gyrase (2XCT).

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ACKNOWLEDGMENTS

N.M. is thankful to Gitam Deemed to be University & Symphony Pharma PVT Ltd, Hyderabad, for providing the laboratory facility to carry out this work.

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Authors and Affiliations

  1. Department of Chemistry, School of Science, GITAM University, 502102, Hyderabad, Telangana, India

    N. M. Mallisetty, D. Majhi & V. N. K. Putta

  2. Symphony Pharma PVT Ltd, Biotech Park, Shameerpet, Medchal-Malkajgiri, 500101, Hyderabad, Telangana, India

    N. M. Mallisetty & R. Sirisilla

  3. Centre for Chemical Sciences and Technology, Department of Chemistry, Institute of Science & Technology, Jawaharlal Nehru Technological University Hyderabad, Kukatpally, 500085, Hyderabad, Telangana, India

    T. R. Allaka

  4. Department of Chemistry, National Taiwan University, Da’an, 10617, Taipei City, Taiwan

    H. Ganipisetti

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Mallisetty, N.M., Allaka, T.R., Ganipisetti, H. et al. Design, Synthesis, and Molecular Docking Study of 6-Aryl-3-(quinolin-3-yl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thia­diazines as Novel Antimicrobial Agents. Russ J Org Chem 58, 1851–1860 (2022). https://doi.org/10.1134/S1070428022120144

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