RRC ID 44008
Author Akihisa T, Watanabe K, Yamamoto A, Zhang J, Matsumoto M, Fukatsu M.
Title Melanogenesis inhibitory activity of monoterpene glycosides from Gardeniae Fructus.
Journal Chem. Biodivers.
Abstract A new iridoid glycoside, 10-O-(4"-O-methylsuccinoyl)geniposide (7), and two new pyronane glycosides, jasminosides Q and R (13 and 14, resp.), along with nine known iridoid glycosides, 1-6 and 8-10, and two known pyronane glycosides, 11 and 12, were isolated from a MeOH extract of Gardeniae Fructus, the dried ripe fruit of Gardenia jasminoides (Rubiaceae). The structures of new compounds were elucidated on the basis of extensive spectroscopic analyses and comparison with literature. Upon evaluation of compounds 1-14 on the melanogenesis in B16 melanoma cells induced with α-melanocyte-stimulating hormone (α-MSH), three compounds, i.e., 6-O-p-coumaroylgeniposide (3), 7, and 6'-O-sinapoyljasminoside (12), exhibited inhibitory effects with 21.6-41.0 and 37.5-47.7% reduction of melanin content at 30 and 50 μM, respectively, with almost no toxicity to the cells (83.7-106.1% of cell viability at 50 μM).
Volume 9(8)
Pages 1490-9
Published 2012-8
DOI 10.1002/cbdv.201200030
PMID 22899609
MeSH Animals Cell Line, Tumor Cell Survival / drug effects Fruit / chemistry Gardenia / chemistry* Glycosides / chemistry* Glycosides / isolation & purification Glycosides / pharmacology* Melanins / antagonists & inhibitors* Melanins / metabolism Melanoma, Experimental / metabolism Monoterpenes / chemistry* Monoterpenes / isolation & purification Monoterpenes / pharmacology*
IF 1.617
Times Cited 6
WOS Category CHEMISTRY, MULTIDISCIPLINARY BIOCHEMISTRY & MOLECULAR BIOLOGY
Resource
Human and Animal Cells