論文 - 詳細
| RRC ID | 69816 |
|---|---|
| 著者 | Manosroi A, Jantrawut P, Ogihara E, Yamamoto A, Fukatsu M, Yasukawa K, Tokuda H, Suzuki N, Manosroi J, Akihisa T. |
| タイトル | Biological activities of phenolic compounds and triterpenoids from the galls of Terminalia chebula. |
| ジャーナル | Chem Biodivers |
| Abstract |
Nine phenolic compounds, including two phenolic carboxylic acids, 1 and 2, seven hydrolyzable tannins, 3-9, eight triterpenoids, including four oleanane-type triterpene acids, 10-13, and four of their glucosides, 14-17, isolated from a MeOH extract of the gall of Terminalia chebula Retz. (myrobalan tree; Combretaceae), were evaluated for their inhibitory activities against melanogenesis in B16 melanoma cells induced by α-melanocyte-stimulating hormone (α-MSH), against the Epstein-Barr virus early antigen (EBV-EA) activation induced by 12-O-tetradecanoylphorbol 13-acetate (TPA) in Raji cells, and against TPA-induced inflammation in mice. Their 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical-scavenging activities and cytotoxic activities against four human cancer cell lines were also evaluated. Compounds 6-9 and 12 exhibited potent inhibitory activities against melanogenesis (39.3-66.3% melanin content) with low toxicity to the cells (74.5-105.9% cell viability) at a concentration of 10 μM. Western-blot analysis revealed that isoterchebulin (8) reduced the protein levels of MITF (=microphtalmia-associated transcription factor), tyrosinase, and TRP-1 (=tyrosine-related protein 1), mostly in a concentration-dependent manner. Eight triterpenoids, 10-17, showed potent inhibitory effects on EBV-EA induction with the IC50 values in the range of 269-363 mol ratio/32 pmol TPA, while these compounds exhibited no DPPH scavenging activities (IC50 >100 μM). On the other hand, the nine phenolic compounds, 1-9, exhibited potent radical-scavenging activities (IC50 1.4-10.9 μM) with weak inhibitory effects on EBV-EA induction (IC50 460-518 mol ratio/32 pmol TPA). The tannin 6 and seven triterpenoids, 10-16, have been shown to inhibit TPA-induced inflammation (1 μg/ear) in mice with the ID50 values in the range of 0.06-0.33 μmol/ear. Arjungenin (10) exhibited inhibitory effect on skin-tumor promotion in an in vivo two-stage mouse-skin carcinogenesis test based on 7,12-dimethylbenz[a]anthracene (DMBA) as initiator and with TPA as promoter. Compounds 1, 2, 4, 5, 7-9, 12, and 13, against HL60 cell line, compounds 1 and 4, against AZ521 cell line, and compounds 1, 11, and 12, against SK-BR-3 cell line, showed moderate cytotoxic activities (IC50 13.9-73.2 μM). |
| 巻・号 | 10(8) |
| ページ | 1448-63 |
| 公開日 | 2013-8-1 |
| DOI | 10.1002/cbdv.201300149 |
| PMID | 23939793 |
| MeSH | Animals Blotting, Western Cell Line, Tumor Cell Proliferation / drug effects Free Radical Scavengers / chemistry Free Radical Scavengers / isolation & purification Free Radical Scavengers / pharmacology HL-60 Cells Humans Hyperpigmentation / drug therapy Inflammation / drug therapy Melanins / antagonists & inhibitors Methanol / chemistry Mice Molecular Structure Neoplasms / drug therapy Phenols* / chemistry Phenols* / pharmacology Terminalia / chemistry* Triterpenes* / chemistry Triterpenes* / pharmacology |
| 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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| 最多言及媒体 | Patent(IFI CLAIMS) |
| 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 | 3.0 |
| リソース情報 | |
| ヒト・動物細胞 | A549(RCB0098) SK-BR-3(RCB2132) |