論文 - 詳細
| RRC ID | 41926 |
|---|---|
| 著者 | Ohguchi K, Tanaka T, Kido T, Baba K, Iinuma M, Matsumoto K, Akao Y, Nozawa Y. |
| タイトル | Effects of hydroxystilbene derivatives on tyrosinase activity. |
| ジャーナル | Biochem Biophys Res Commun |
| Abstract |
Synthesis of melanin starts from the conversion of L-tyrosine to 3,4-dihydroxyphenylalanine (L-dopa) and then the oxidation of L-dopa yields dopaquinone by tyrosinase. Therefore, tyrosinase inhibitors have been established as important constituents of depigmentation agents. Recently, polyhydroxystilbene compounds, which are trans-resveratrol (3,4('),5-trihydroxy-trans-stilbene) analogs, have been demonstrated as potent tyrosinase inhibitors. However, their detailed inhibitory mechanisms are not clearly understood. In the present study, a variety of synthesized hydroxystilbene compounds were tested for their inhibitory effects against murine tyrosinase activity. The inhibitory potencies of the hydroxy-trans-stilbene compounds were remarkably elevated by increasing number of phenolic hydroxy substituents. Methylated hydroxy-trans-stilbene lost the inhibitory activity. Furthermore, hydrogenated hydroxystilbene or hydroxy-cis-stilbene exerted little or no inhibitory effect compared with hydroxy-trans-stilbene on tyrosinase activity. The structure-activity relationships demonstrated in the present study suggest that the phenolic hydroxy groups and trans-olefin structure of the parent stilbene skeleton contribute to the inhibitory potency of hydroxystilbene for tyrosinase activity. |
| 巻・号 | 307(4) |
| ページ | 861-3 |
| 公開日 | 2003-8-8 |
| DOI | 10.1016/s0006-291x(03)01284-1 |
| PII | S0006291X03012841 |
| PMID | 12878190 |
| MeSH | Animals Enzyme Inhibitors / chemistry* Enzyme Inhibitors / pharmacology* Mice Monophenol Monooxygenase / metabolism* Stilbenes / chemistry* Stilbenes / pharmacology* Structure-Activity Relationship Tumor Cells, Cultured |
| IF | 2.985 |
| 引用数 | 52 |
| WOS 分野 | BIOPHYSICS BIOCHEMISTRY & MOLECULAR BIOLOGY |
| オルトメトリクス指標 |
オルトメトリクス指標項目
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| 最多言及媒体 | Patent(IFI CLAIMS) |
| 各媒体での言及数の合計 | 11 |
| 過去6か月間でのオルトメトリクス指標の変動値 | 0.0 |
| リソース情報 | |
| ヒト・動物細胞 | B16 melanoma |