RRC ID 79455
Author Akihisa T, Tochizawa S, Takahashi N, Yamamoto A, Zhang J, Kikuchi T, Fukatsu M, Tokuda H, Suzuki N.
Title Melanogenesis-inhibitory saccharide fatty acid esters and other constituents of the fruits of Morinda citrifolia (noni).
Journal Chem Biodivers
Abstract Five new saccharide fatty acid esters, named nonioside P (3), nonioside Q (4), nonioside R (8), nonioside S (10), and nonioside T (14), and one new succinic acid ester, butyl 2-hydroxysuccinate (=4-butoxy-3-hydroxy-4-oxobutanoic acid) (31), were isolated, along with 26 known compounds, including eight saccharide fatty acid esters, 1, 2, 5, 6, 7, 9, 12, and 13, three hemiterpene glycosides, 15, 17, and 18, six iridoid glycosides, 21-25, and 27, and nine other compounds, 20, 28, 29, and 32-37, from a MeOH extract of the fruit of Morinda citrifolia (noni). Upon evaluation of these and five other glycosidic compounds, 11, 16, 19, 26, and 30, from M. citrifolia fruit extract for their inhibitory activities against melanogenesis in B16 melanoma cells induced with α-melanocyte-stimulating hormone (α-MSH), most of the saccharide fatty acid esters, hemiterpene glycosides, and iridoid glycosides showed inhibitory effects with no or almost no toxicity to the cells. These compounds were further evaluated with respect to their cytotoxic activities against two human cancer cell lines (HL-60 and AZ521) and their inhibitory effects on Epstein-Barr virus early antigen (EBV-EA) activation induced with 12-O-tetradecanoylphorbol-13-acetate (TPA) in Raji cells.
Volume 9(6)
Pages 1172-87
Published 2012-6-1
DOI 10.1002/cbdv.201100349
PMID 22700235
MeSH Animals Antigens, Viral / chemistry Antigens, Viral / metabolism Cell Line, Tumor Cell Survival / drug effects Esters Fatty Acids / chemistry* Fruit / chemistry Glycosides / chemistry* Glycosides / pharmacology Glycosides / therapeutic use Humans Magnetic Resonance Spectroscopy Melanoma, Experimental / drug therapy Mice Molecular Conformation Morinda / chemistry* alpha-MSH / metabolism
IF 2.039
Human and Animal Cells B16 melanoma 4A5(RCB0557)