論文 - 詳細
| RRC ID | 72952 |
|---|---|
| 著者 | Akihisa T, Kawashima K, Orido M, Akazawa H, Matsumoto M, Yamamoto A, Ogihara E, Fukatsu M, Tokuda H, Fuji J. |
| タイトル | Antioxidative and melanogenesis-inhibitory activities of caffeoylquinic acids and other compounds from moxa. |
| ジャーナル | Chem Biodivers |
| Abstract |
The MeOH extract of moxa, the processed leaves of Artemisia princeps PAMP. (Asteraceae), exhibited potent 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical-scavenging activity and melanogenesis-inhibitory activity in α-melanocyte-stimulating hormone (α-MSH)-stimulated B16 melanoma cells. Eight caffeoylquinic acids, 1 and 6-12, five flavonoids, 13-17, two benzoic acid derivatives, 18 and 19, three coumarin derivatives, 20-22, four steroids, 23-26, and six triterpenoids, 27-32, were isolated from the MeOH extract. Upon evaluation of compounds 1, 6-23, and four semisynthetic caffeoylquinic acid esters, 2-5, for their DPPH radical-scavenging activity, 15 compounds, 1-13, 17, and 19, showed potent activities (IC(50) 3.1-16.8 μM). The 15 compounds exhibited, moreover, potent inhibitory activities (51.1-92.5% inhibition) against peroxidation of linoleic acid emulsion at 10 μg/ml concentration. In addition, when 27 compounds, 1-8, 10, 12, 13, 15-18, 20-25, and 27-32, were evaluated for their inhibitory activity against melanogenesis in α-MSH-stimulated B16 melanoma cells, five caffeoylquinic acids, i.e., chlorogenic acid (1), ethyl chlorogenate (3), propyl chlorogenate (4), isopropyl chlorogenate (5), and butyl chlorogenate (6), along with homoorientin (17) and vanillic acid (18), exhibited inhibitory activities with 33-62% reduction of melanin content at 100 μM concentration with no or almost no toxicity to the cells (89-114% of cell viability at 100 μM). Western blot analysis showed that compound 6 reduced the protein levels of microphtalmia-associated transcription factor (MITF), tyrosinase, tyrosine-related protein 1 (TRP-1), and TRP-2 mostly in a concentration-dependent manner, suggesting that this compound inhibits melanogenesis on α-MSH-stimulated B16 melanoma cells by, at least in part, inhibiting the expression of MITF, followed by decreasing the expression of tyrosinase, TRP-1, and TRP-2. Furthermore, four compounds, 13, 15, 16, and 30, exhibited cytotoxicities against HL60 human leukemia cell line (IC(50) 7.0-11.1 μM), and nine compounds, 14-16, 23, 26-28, 31, and 32, showed inhibitory effects (IC(50) 272-382 mol ratio/32 pmol 12-O-tetradecanoylphohrbol-13-acetate (TPA)) against Epstein-Barr virus early antigen (EBV-EA) activation induced by TPA in Raji cells. |
| 巻・号 | 10(3) |
| ページ | 313-27 |
| 公開日 | 2013-3-1 |
| DOI | 10.1002/cbdv.201200357 |
| PMID | 23495149 |
| MeSH | Animals Antioxidants / chemistry* Antioxidants / isolation & purification Antioxidants / toxicity Artemisia / chemistry* Cell Differentiation / drug effects Cell Line, Tumor Cell Survival / drug effects HL-60 Cells Humans Melanins / antagonists & inhibitors Melanins / metabolism Melanocyte-Stimulating Hormones / antagonists & inhibitors Melanocyte-Stimulating Hormones / metabolism Melanoma, Experimental / metabolism Melanoma, Experimental / pathology Mice Microphthalmia-Associated Transcription Factor / antagonists & inhibitors Microphthalmia-Associated Transcription Factor / metabolism Monophenol Monooxygenase / antagonists & inhibitors Monophenol Monooxygenase / metabolism Plant Extracts / chemistry Plant Extracts / pharmacology Plant Extracts / toxicity Plant Leaves / chemistry Quinic Acid / analogs & derivatives* Quinic Acid / chemistry Quinic Acid / isolation & purification Quinic Acid / toxicity |
| IF | 2.039 |
| 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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| 各媒体での言及数の合計 | 0 |
| 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) |