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).
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Anti-Inflammatory Agents / chemistry
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Anti-Inflammatory Agents / pharmacology*
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Anti-Inflammatory Agents, Non-Steroidal / chemistry
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Anti-Inflammatory Agents, Non-Steroidal / pharmacology*
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Cyclooxygenase 1 / chemistry*
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Cyclooxygenase 1 / metabolism
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Cyclooxygenase 2 / chemistry*
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Cyclooxygenase 2 / metabolism
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Cyclooxygenase Inhibitors / chemistry
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Cyclooxygenase Inhibitors / pharmacology*
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Molecular Structure
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Naproxen / chemistry
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Naproxen / pharmacology*
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Santonin / chemistry
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Santonin / pharmacology*
Substances
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Anti-Inflammatory Agents
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Anti-Inflammatory Agents, Non-Steroidal
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Cyclooxygenase Inhibitors
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Santonin
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Naproxen
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Cyclooxygenase 1
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Cyclooxygenase 2
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PTGS1 protein, human