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Design, synthesis, and biological evaluation of 4-H pyran derivatives as antimicrobial and anticancer agents

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Abstract

A series of pyran derivatives (5–27) were synthesized in good yields by utilizing Baylis–Hillman chemistry and were further investigated for their in vitro anticancer, antibacterial, and antifungal activities. Most of the tested compounds exhibited promising antibacterial activity as compared to the standard towards Gram-positive bacterial strains. The compounds 5–7, 11–13, and 17–19 displayed two-fold higher activity whereas compound 21 showed four-fold higher antibacterial activity against Staphylococcus aureus MTCC 96 as compared to the standard Neomycin. Some of these compounds exhibited moderate antifungal activity against all the tested fungal strains. Two compounds 16 and 23 showed promising anticancer activity against selected four human cancer cell lines such as A549, DU145, HeLa, and MCF7.

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Acknowledgements

The authors thank the Director, CSIR-Indian Institute of Chemical Technology for encouragement. V.J.R. thanks, CSC-0108-ORIGIN project, and  CSIR-New Delhi for Emeritus Scientist honor. T.N.R. and R.B.P. acknowledge the CSIR-UGC New Delhi, while M.R. and P.S. acknowledge the CSIR, New Delhi for research fellowships.

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Author notes

  1. Thatikonda Narendar Reddy

    Present address: Genomics Research Center, Academia Sinica, 128 Academia Road, Section 2, Nankang, Taipei, 115, Taiwan

Authors and Affiliations

  1. Crop Protection Chemicals Division, CSIR-Indian Institute of Chemical Technology, Uppal Road, Tarnaka, Hyderabad, 500007, India

    Thatikonda Narendar Reddy, Mettu Ravinder, Raktani Bikshapathi & Vaidya Jayathirtha Rao

  2. Medicinal Chemistry and Pharmacology Division, CSIR-Indian Institute of Chemical Technology, Uppal Road, Tarnaka, Hyderabad, 500007, India

    Pombala Sujitha & C. Ganesh Kumar

  3. Academy of Scientific and Innovation Research, CSIR-Indian Institute of Chemical Technology, Uppal Road, Tarnaka, Hyderabad, 500007, India

    Vaidya Jayathirtha Rao

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  1. Thatikonda Narendar Reddy
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Correspondence to Thatikonda Narendar Reddy, C. Ganesh Kumar or Vaidya Jayathirtha Rao.

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Reddy, T.N., Ravinder, M., Bikshapathi, R. et al. Design, synthesis, and biological evaluation of 4-H pyran derivatives as antimicrobial and anticancer agents. Med Chem Res 26, 2832–2844 (2017). https://doi.org/10.1007/s00044-017-1982-y

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