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Synthesis and evaluation of some novel precursors of oxazolidinone analogues of chloroquinoline for their antimicrobial and cytotoxic potential

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Abstract

Some 3-(3-(7-chloroquinolin-4-ylamino)propyl-2-imino-5-(4-chloro/nitro/methoxy benzylidene) oxazolidin-4-one 4(a–c) and 4-(3-(7-chloroquinolin-4-ylamino) propyl)-2(4-chloro/nitro/methoxy benzylidene)-1,6-diox-4,9 diazaspiro[4,4]nonane-3,8-dione 5(a–c) derivatives were synthesized using appropriate synthetic route. The newly prepared compounds 5a–c demonstrated inhibitory effects on the growth of a MCF7 (hormone-dependant breast carcinoma cell line), HT29 (colon carcinoma cell line on leukemia). The MCF7 cell line was found to be very susceptible towards compound 5a with IC50 values of 16 μg/ml. Similarly, the HT29 cell line was found to be moderately susceptible towards compounds 5a and 5c with IC 50 values of 32 and 49 μg/ml, respectively.

A series of novel spiro oxazolidinone 5(a-c) was synthesized in multistep reactions. Newly synthesized compounds were characterized and screened for their in-vitro cytotoxic potential against MCF7 and HT29 cell lines.

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Acknowledgements

Authors are thankful to the Department of Science and Technology (DST), New Delhi (India) for providing financial assistance to Banasthali Centre for Education and Research in Basic Sciences under their CURIE (Consolidation of University Research for Innovation and Excellence in Women University) programme. Authors thank the Director, Central Drug Research Institute (CDRI), Lucknow, India and Dr. Anees A Siddiqui, Jamiya Hamdard University, Delhi, India (for providing the spectral data of the compounds). Authors are also thankful to the Head, Department of Bioscience and Biotechnology, Banasthali University for carrying out antimicrobial screening and to Pinnacle Biomedical Research Institute (PBRI), Bhopal for carrying out cytotoxicity assay).

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Authors and Affiliations

  1. Department of Chemistry, Banasthali University, Banasthali, 304 022, India

    KAVITA DEVI, KAVITA ASMAT, MEENAKSHI AGRAWAL & JAYA DWIVEDI

  2. Department of Pharmacy, Banasthali University, Banasthali, 304 022, India

    SWAPNIL SHARMA

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  1. KAVITA DEVI
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  2. KAVITA ASMAT
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Correspondence to SWAPNIL SHARMA.

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DEVI, K., ASMAT, K., AGRAWAL, M. et al. Synthesis and evaluation of some novel precursors of oxazolidinone analogues of chloroquinoline for their antimicrobial and cytotoxic potential. J Chem Sci 125, 1093–1101 (2013). https://doi.org/10.1007/s12039-013-0492-9

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  • DOI: https://doi.org/10.1007/s12039-013-0492-9

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