RRC ID 44009
著者 Kikuchi T, Watanabe K, Tochigi Y, Yamamoto A, Fukatsu M, Ezaki Y, Tanaka R, Akihisa T.
タイトル Melanogenesis inhibitory activity of sesquiterpenes from Canarium ovatum resin in mouse B16 melanoma cells.
ジャーナル Chem Biodivers
Abstract Four known sesquiterpene alcohols, i.e., 1-4, ten triterpene alcohols, i.e., 5-14, and four triterpene acids, i.e., 15-18, were isolated from the MeOH extract of Canarium ovatum resin (elemi resin). Upon evaluation of the previously described compounds 1-18 on the melanogenesis in B16 melanoma cells induced with α-melanocyte-stimulating hormone (α-MSH), three sesquiterpene alcohols, i.e., cryptomeridiol (1), 4-epicryptomeridiol (2), and cadin-1(14)-ene-7α,11-diol (4), exhibited inhibitory effects with 27.4-34.1 and 39.0-56.9% reduction of melanin content at 50 and 100 μM, respectively, with no or very low toxicity to the cells (80.9-103.9% of cell viability at 100 μM). Western-blot analysis revealed that compounds 1 and 2 reduced the protein levels of MITF (=microphtalmia-associated transcription factor), tyrosinase, and TRP-2 (=tyrosine-related protein 2), mostly in a concentration-dependent manner, suggesting that these compounds exhibit melanogenesis inhibitory activity on α-MSH-stimulated B16 melanoma cells by, at least in part, inhibiting the expression of MITF, followed by decreasing the expression of tyrosinase and TRP-2. Three sesquiterpene alcohols, i.e., 1, 2, and 4, are, therefore, considered to be valuable as potential skin-whitening agents.
巻・号 9(8)
ページ 1500-7
公開日 2012-8-1
DOI 10.1002/cbdv.201200111
PMID 22899610
MeSH Animals Burseraceae / chemistry* Cell Line, Tumor Cell Survival / drug effects Melanins / antagonists & inhibitors* Melanins / metabolism Melanoma, Experimental / metabolism* Mice Microphthalmia-Associated Transcription Factor / antagonists & inhibitors Microphthalmia-Associated Transcription Factor / metabolism Monophenol Monooxygenase / antagonists & inhibitors Monophenol Monooxygenase / metabolism Resins, Plant / chemistry* Resins, Plant / isolation & purification Resins, Plant / pharmacology* Sesquiterpenes / chemistry* Sesquiterpenes / isolation & purification Sesquiterpenes / pharmacology* alpha-MSH / antagonists & inhibitors alpha-MSH / metabolism
IF 2.039
引用数 10
WOS 分野 CHEMISTRY, MULTIDISCIPLINARY BIOCHEMISTRY & MOLECULAR BIOLOGY
リソース情報
ヒト・動物細胞 B16 melanoma 4A5(RCB0557)