論文 - 詳細
| RRC ID | 52193 |
|---|---|
| 著者 | Akihisa T, Yokokawa S, Ogihara E, Matsumoto M, Zhang J, Kikuchi T, Koike K, Abe M. |
| タイトル | Melanogenesis-Inhibitory and Cytotoxic Activities of Limonoids, Alkaloids, and Phenolic Compounds from Phellodendron amurense Bark. |
| ジャーナル | Chem Biodivers |
| Abstract |
Four limonoids, 1 - 4, five alkaloids, 5 - 9, and four phenolic compounds, 10 - 13, were isolated from a MeOH extract of the bark of Phellodendron amurense (Rutaceae). Among these, compound 13 was new, and its structure was established as rel-(1R,2R,3R)-5-hydroxy-3-(4-hydroxy-3-methoxyphenyl)-6-methoxy-1-(methoxycarbonylmethyl)indane-2-carboxylic acid methyl ester (γ-di(methyl ferulate)) based on the spectrometric analysis. Upon evaluation of compounds 1 - 13 against the melanogenesis in the B16 melanoma cells induced with α-melanocyte-stimulating hormone (α-MSH), four compounds, limonin (1), noroxyhydrastinine (6), haplopine (7), and 4-methoxy-1-methylquinolin-2(1H)-one (8), exhibited potent melanogenesis-inhibitory activities with almost no toxicity to the cells. Western blot analysis revealed that compound 6 inhibited melanogenesis, at least in part, by inhibiting the expression of protein levels of tyrosinase, TRP-1, and TRP-2 in α-MSH-stimulated B16 melanoma cells. In addition, when compounds 1 - 13 were evaluated for their cytotoxic activities against leukemia (HL60), lung (A549), duodenum (AZ521), and breast (SK-BR-3) cancer cell lines, five compounds, berberine (5), 8, canthin-6-one (9), α-di-(methyl ferulate) (12), and 13, exhibited cytotoxicities against one or more cancer cell lines with IC50 values in the range of 2.6 - 90.0 μm. In particular, compound 5 exhibited strong cytotoxicity against AZ521 (IC50 2.6 μm) which was superior to that of the reference cisplatin (IC50 9.5 μm). |
| 巻・号 | 14(7) |
| 公開日 | 2017-7-1 |
| DOI | 10.1002/cbdv.201700105 |
| PMID | 28425165 |
| MeSH | Alkaloids / isolation & purification Alkaloids / pharmacology Antineoplastic Agents, Phytogenic / chemistry Antineoplastic Agents, Phytogenic / isolation & purification* Antineoplastic Agents, Phytogenic / pharmacology Carcinogenesis Cell Line, Tumor Humans Inhibitory Concentration 50 Limonins / isolation & purification Limonins / pharmacology Melanoma, Experimental / pathology Methanol Phellodendron / chemistry* Phenols / isolation & purification Phenols / pharmacology Plant Bark / chemistry Plant Extracts |
| IF | 2.039 |
| 引用数 | 6 |
| オルトメトリクス指標 |
オルトメトリクス指標項目
|
| 最多言及媒体 | X(Twitter) |
| 各媒体での言及数の合計 | 2 |
| 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 | HL60(RCB0041) AZ521(RCB2087) |