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A click chemistry strategy to synthesize geraniol-coupled 1,4-disubstituted 1,2,3-triazoles and exploration of their microbicidal and antioxidant potential with molecular docking profile

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Abstract

The present paper elicits an unprecedented synthesis of a novel series of 1,2,3-triazole compounds using geraniol as the precursor via 1,3-dipolar cycloaddition using click chemistry strategy. All the synthesized compounds were screened to evaluate their microbicidal and antioxidant potentials. The antibacterial activity of all the new compounds was assessed by the micro-broth dilution technique against a panel of Gram-positive Staphylococcus aureus (MTCC 3160), Bacillus cereus (MTCC 430), and Gram-negative Escherichia coli (MTCC 1610) and Pseudomonas aeruginosa (MTCC 2295). Furthermore, evaluation of their antioxidative behavior manifested the remarkable free radical scavenging activity using DPPH assay. Also, the docking study of the compounds was performed on complex structure of E.coli FabH (1HNJ. pdb) using VLife MDS 3.5 software. Significant dock score of 5g (−80.121 kcal/mol) in comparison with the standard ciprofloxacin (−88.263 kcal/mol) has been figured out upon molecular docking.

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Acknowledgments

We are thankful to Defence Research and Development Organization (DRDO), New Delhi, for providing financial support for the research project (ERIP/ER/1103024/M/01/1476). We thank VLife Science Technologies Pvt. Ltd for providing the software for the study.

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Authors and Affiliations

  1. School of Chemical Sciences, Devi Ahilya University, Khandwa Road, Indore, 452 001, MP, India

    Nitin Dubey, Ashok Kumar & Pratibha Sharma

  2. School of Pharmacy, Devi Ahilya University, Khandwa Road, Indore, 452 001, MP, India

    Mukesh C. Sharma

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  1. Nitin Dubey
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  4. Pratibha Sharma
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Correspondence to Pratibha Sharma.

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Dubey, N., Sharma, M.C., Kumar, A. et al. A click chemistry strategy to synthesize geraniol-coupled 1,4-disubstituted 1,2,3-triazoles and exploration of their microbicidal and antioxidant potential with molecular docking profile. Med Chem Res 24, 2717–2731 (2015). https://doi.org/10.1007/s00044-015-1329-5

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