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Design, synthesis and biological activity evaluation of novel pefloxacin derivatives as potential antibacterial agents

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Abstract

A facile and efficient method for the synthesis of novel derivatives of pefloxacin hydrazone via condensation of various aldehydes and pefloxacin acid hydrazide using conventional as well as solvent-free microwave irradiation methods was reported. The biological activity of these compounds was screened using array of techniques and found to exhibit promising broad spectrum of antibacterial activity against Gram-positive and Gram-negative bacteria, moderate antimycobacterial activity against Mycobacterium smegmatis and moderate antifungal activity opposed to Aspergillus clavatus and Candida albicans. Cytotoxic assay of the title compounds was evaluated against human Pc-3 cancer cell lines, and interestingly, very good anticancer properties were shown by the compounds. To explore the binding mode of the compounds and understand the key active site residues with Staphylococcus aureus DNA gyrase, a molecular docking study has been performed. The results of the docking studies of the reported derivatives were quite promising and manifested strong non-bonded interactions with DNA Gyrase.

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Acknowledgments

The authors (T.A.) are thankful to CCST, IST, JNTUH, Telangana State, India, for laboratory facilities, financial assistance in the form of academic assistant and Indian Institute of Chemical Technology (IICT) Hyderabad, Telangana State, India, for molecular modeling studies and biological studies.

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Authors and Affiliations

  1. Centre for Chemical Sciences and Technology, Institute of Science and Technology, Jawaharlal Nehru Technological University Hyderabad, Kukatpally, Hyderabad, 500 085, Telangana State, India

    Tejeswara Rao Allaka, Naveen Polkam, Parsharamulu Rayam & Jaya Shree Anireddy

  2. Centre for Molecular Modeling, CSIR-Indian Institute of Chemical Technology, Tarnaka, Hyderabad, 500 007, Telangana State, India

    Janardhan Sridhara & Narahari Sastry Garikapati

  3. Center for Chemical Biology, CSIR-Indian Institute of Chemical Technology, Tarnaka, Hyderabad, 500 007, Telangana State, India

    Sudha Sravanti Kotapalli & Ramesh Ummanni

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  1. Tejeswara Rao Allaka
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  8. Jaya Shree Anireddy
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Correspondence to Jaya Shree Anireddy.

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Allaka, T.R., Polkam, N., Rayam, P. et al. Design, synthesis and biological activity evaluation of novel pefloxacin derivatives as potential antibacterial agents. Med Chem Res 25, 977–993 (2016). https://doi.org/10.1007/s00044-016-1544-8

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