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Transformation of Santonin to a Naproxen Analogue with Anti-Inflammatory Activity

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journal contribution
posted on 24.05.2019, 15:35 by Rohit Singh, Kapil Mandrah, Ankita Asati, Devendra K. Patel, Bharat Goel, Ram A. Vishwakarma, Somendu K. Roy, Shreyans K. Jain
Santonin, a natural product, was aromatized with molecular iodine as the catalyst. The new compound was characterized as (S)-methyl-2-(7-hydroxy-5,8-dimethylnaphthalen-2-yl) propanoate (2) based on 2D NMR spectroscopic data. Structurally, compound 2 was highly similar to the anti-inflammatory drug naproxen. The new naproxen analogue had significant potency against cyclooxygenase 1 and 2 (IC50 = 31.0 and 66.1 μM, respectively).