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Selective turn-on sensing of fluoroquinolone drugs by zinc complexes of amide-based ligands

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Abstract

This work presents two mononuclear Zn(II) complexes of amide-based pincer ligands where migration of protons from the amidic N–H groups to the appended heterocyclic rings resulted in their protonation. The crystal structures of both the zinc complexes illustrated that such protonated heterocyclic rings created an H-bonding based secondary coordination sphere. Both complexes were utilized for the selective detection of fluoroquinolone antibiotics ciprofloxacin and norfloxacin. The two complexes exhibited high selectivity for norfloxacin with nanomolar detection limits of 290 and 460. The binding studies were further supported with the NMR spectroscopic and the molecular docking studies that exhibited that an antibiotic interacts with a zinc complex that was responsible for its emission enhancement based detection.

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Synopsis This work presents two structurally characterized zinc complexes of amide-based ligands and their role in the selective detection of fluoroquinolone antibiotics ciprofloxacin and norfloxacin.

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Acknowledgements

RG acknowledges financial assistance from the Council of Scientific and Industrial Research, New Delhi (01(2841)/16/EMR-II) and IoE project from the University of Delhi. DP thanks UGC, New Delhi for her fellowship. DS thanks CSIR, New Delhi for his fellowship. Authors thank CIF-USIC at this university for the instrumental facilities including X-ray data collection.

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Authors and Affiliations

  1. Department of Chemistry, University of Delhi, Delhi, 110 007, India

    Divya Prabha, Devender Singh & Rajeev Gupta

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  1. Divya Prabha
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  2. Devender Singh
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  3. Rajeev Gupta
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Correspondence to Rajeev Gupta.

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We dedicate this manuscript to the memory of late Prof. Bhaskar G. Maiya

Special Issue on Beyond Classical Chemistry.

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Prabha, D., Singh, D. & Gupta, R. Selective turn-on sensing of fluoroquinolone drugs by zinc complexes of amide-based ligands. J Chem Sci 133, 88 (2021). https://doi.org/10.1007/s12039-021-01956-9

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