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Synthesis and biological evaluation of novel series of chalcone derivatives as inhibitors of cyclooxygenase and LPS-induced TNF-α with potent antioxidant properties

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Abstract

Novel series of chalcones were synthesized and were evaluated as possible anti-inflammatory agents targeting the cyclooxygenase-1 and 2 (COX-1 and 2), β-glucuronidase, trypsin, and TNF-α. Amongst the tested chalcones the compound 4k was found to be most effective inhibitor of TNF-α exhibiting 85% inhibition activity (IC50 = 0.1 μM). The compounds 4a, 4f, 4l, and 4m were found to inhibit the COX-1 activity in as a range of 79.95–68.47% and COX-2 inhibition ranging 84.45–74.77%. The compounds 4l (81.71%) and 4f (72.10%) were found to be excellent inhibitors of trypsin and β-glucuronidase, respectively.

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Acknowledgment

Authors are thankful to the Council of Scientific and Industrial Research (CSIR), New Delhi for the award of SRF to Mr. B.S.Hote, as well as to Mr. Mahesh Nambiar and Mrs. Asha Almeida, Piramal life Sciences Ltd., Mumbai for TNF-screening of the compounds.

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Authors and Affiliations

  1. Medicinal Chemistry Research Laboratory, School of Chemical Sciences, Solapur University, Solapur, Maharashtra, India

    Babasaheb P. Bandgar

  2. Organic Chemistry Research Laboratory, School of Chemical Sciences, SRTM University, Nanded, Maharashtra, India

    Babasaheb P. Bandgar & Baliram S. Hote

  3. Biochemistry Research Laboratory, School of Life Sciences, SRTM University, Nanded, Maharashtra, India

    Nagesh A. Dhole & Rajesh N. Gacche

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  1. Babasaheb P. Bandgar
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  2. Baliram S. Hote
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  3. Nagesh A. Dhole
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  4. Rajesh N. Gacche
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Correspondence to Babasaheb P. Bandgar.

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Bandgar, B.P., Hote, B.S., Dhole, N.A. et al. Synthesis and biological evaluation of novel series of chalcone derivatives as inhibitors of cyclooxygenase and LPS-induced TNF-α with potent antioxidant properties. Med Chem Res 21, 2292–2299 (2012). https://doi.org/10.1007/s00044-011-9746-6

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