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Pharmacological evaluation of isochromen-1-ones and their thioanalogues derived from anti-inflammatory drug ketoprofen

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Abstract

The 3-[1-(3-benzoylphenyl)ethyl]-1H-isochromen-1-one, 2 and their thio-analogues 3-[1-(3-benzoylphenyl)ethyl]-1H-isochromen-1-thione, 3 and 3-{1-[3-(benzothioyl) phenyl]ethyl}-1H-isochromen-1-one, 5 were successfully obtained in good yield and purity from anti-inflammatory drug ketoprofen, 1 and its thio analogue, 4. The compounds were successfully characterized by FT-IR, MASS, 1HNMR and 13CNMR spectral techniques. The in vitro anti-inflammatory and anti-oxidant screening revealed that 3-[1-(3-benzoylphenyl) ethyl]-1H-isochromen-1-one, 2 possesses better anti-oxidant and anti-inflammatory activity whereas 3-(1-(3-benzoylphenyl)ethyl)-1H-isochromene-1-thione, 3 and 3-(1-(3-benzothioyl) phenyl] ethyl}-1H-isochromen-1-one, 5 showed moderate anti-oxidant activity in comparison to ketoprofen.

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Authors and Affiliations

  1. Pharmaceutical Chemistry Division, VIT University, Vellore, 632 014, Tamil Nadu, India

    A. Arumugham Napoleon & Swati Bhagwat

  2. Organic and Medicinal Chemistry Research Laboratory, Organic Chemistry Division, School of Advanced Sciences, VIT University, Vellore, 632 014, Tamil Nadu, India

    Fazlur-Rahman Nawaz Khan

Authors
  1. A. Arumugham Napoleon
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  2. Swati Bhagwat
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  3. Fazlur-Rahman Nawaz Khan
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Correspondence to Fazlur-Rahman Nawaz Khan.

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Napoleon, A.A., Bhagwat, S. & Khan, FR.N. Pharmacological evaluation of isochromen-1-ones and their thioanalogues derived from anti-inflammatory drug ketoprofen. Res Chem Intermed 39, 1343–1351 (2013). https://doi.org/10.1007/s11164-012-0690-y

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