RRC ID 43119
Author Arung ET, Shimizu K, Kondo R.
Title Structure-activity relationship of prenyl-substituted polyphenols from Artocarpus heterophyllus as inhibitors of melanin biosynthesis in cultured melanoma cells.
Journal Chem Biodivers
Abstract A series of prenylated, flavone-based polyphenols, compounds 1-8, were isolated from the wood of Artocarpus heterophyllus. These compounds, which have previously been shown not to inhibit tyrosinase activity, were found to be active inhibitors of the in vivo melanin biosynthesis in B16 melanoma cells, with little or no cytotoxicity. To clarify the structural requirement for inhibition, some structure-activity relationships were studied, in comparison with related compounds lacking prenyl side chains. Our experiments indicate that both prenyl and OH groups, as well as the type of substitution pattern, are crucial for the inhibition of melanin production in B16 melanoma cells.
Volume 4(9)
Pages 2166-71
Published 2007-9-1
DOI 10.1002/cbdv.200790173
PMID 17886834
MeSH Animals Artocarpus / chemistry* Flavonoids / chemistry* Flavonoids / isolation & purification Flavonoids / pharmacology* Melanins / biosynthesis* Melanoma, Experimental / metabolism* Neoprene / chemistry Phenols / chemistry* Phenols / isolation & purification Phenols / pharmacology* Polyphenols Skin Neoplasms / metabolism* Structure-Activity Relationship
IF 2.039
Times Cited 43
WOS Category CHEMISTRY, MULTIDISCIPLINARY BIOCHEMISTRY & MOLECULAR BIOLOGY
Resource
Human and Animal Cells