Nobiletin metabolites: synthesis and inhibitory activity against matrix metalloproteinase-9 production |
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Authors: | Oshitari Tetsuta Okuyama Yuji Miyata Yoshiki Kosano Hiroshi Takahashi Hideyo Natsugari Hideaki |
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Institution: | School of Pharmaceutical Sciences, Teikyo University, 1091-1 Suarashi, Midori-ku, Sgamihara, Kanagawa 252-5195, Japan |
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Abstract: | A divergent synthesis of nobiletin metabolites was developed through highly oxygenated acetophenone derivative. We used commercially available methyl 3,4,5-trimethoxybenzoate as a starting material for concise preparation of the key intermediate, 2′-hydroxy-3′,4′,5′,6′-tetramethoxyacetophenone (I). These metabolites showed strong inhibitory activity against matrix metalloproteinase-9 production in human lens epithelial cells. |
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Keywords: | Nobiletin Polymethoxyflavone Ulmann reaction Baker-Venkataraman rearrangement Matrix metalloproteinase-9 |
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