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Transformation of Santonin to a Naproxen Analogue with Anti-Inflammatory Activity
Rohit Singh1,2, Kapil Mandrah2,3, Ankita Asati2,3
1Medicinal Chemistry Division and Natural Product Chemistry Division , Indian Institute of Integrative Medicine (CSIR) , Canal Road , Jammu - 180001 , India.
Abstract:
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).
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