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Supramolecular biomimetic catalysis by β-cyclodextrin for the synthesis of new antimicrobial chromeno[4,3-b]quinolin-isonicotinamides in water

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Abstract

Herein, a fast and convenient protocol for the synthesis of new isoniazid fused chromeno[4,3-b]quinolin was achieved through biomimetic catalysis by cyclodextrin in the water at 60–65 °C. The present investigation involves attractive characteristics such as the use of water as the reaction medium, one-pot conditions, short reaction periods, easy work-up/purification and reduced waste production. This method provides a green route for the synthesis of targeted scaffolds and also a wide substrate scope for several substituted aldehydes to provide good yields of the corresponding products. Furthermore, the catalyst can be easily recovered by simple filtration and reused several times without any substantial loss in activity. Our study also discloses the antimicrobial screening of new chromeno[4,3-b]quinolin-isonicotinamides against four bacterial and three fungal strains.

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Acknowledgements

The authors are thankful to Professor Ramrao A. Mane for his invaluable discussions and guidance. Authors acknowledge to CDRI, Lucknow, for providing spectral facilities. The authors are also thankful to the Department of Chemistry, Dr. Babasaheb Ambedkar Marathwada University, Aurangabad and Central Drug Research Institute (CDRI), Lucknow, for providing necessary facilities.

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Authors and Affiliations

  1. Department of Chemistry, Dr. Babasaheb Ambedkar, Marathwada University, Aurangabad, Maharashtra, 431004, India

    Manisha R. Bhosle, Supriya A. Joshi & Giribala M. Bondle

  2. Department of Pharmaceutical Chemistry, Y. B. Chavan College of Pharmacy, Rafiq Zakaria Campus, Aurangabad, 431 001, India

    Jaiprakash N. Sangshetti

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  1. Manisha R. Bhosle
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Bhosle, M.R., Joshi, S.A., Bondle, G.M. et al. Supramolecular biomimetic catalysis by β-cyclodextrin for the synthesis of new antimicrobial chromeno[4,3-b]quinolin-isonicotinamides in water. Res Chem Intermed 46, 737–753 (2020). https://doi.org/10.1007/s11164-019-03987-x

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