RRC ID 38342
Author Akazawa H, Fujita Y, Banno N, Watanabe K, Kimura Y, Manosroi A, Manosroi J, Akihisa T.
Title Three new cyclic diarylheptanoids and other phenolic compounds from the bark of Myrica rubra and their melanogenesis inhibitory and radical scavenging activities.
Journal J Oleo Sci
Abstract Ten cyclic diarylheptanoids (1-10), including three new compounds: myricanone 5-O-alpha-L-arabinofuranosyl-(1-->6)-beta-D-glucopyranoside (7), myricanone 17-O-beta-D-(6'-O-galloyl)-glucopyranoside (8), and 16-methoxy acerogenin B 9-O-beta-D-apiofuranosyl-(1-->6)-beta-D-glucopyranoside (10), along with two flavonoids (11, 12), were isolated from the extracts of Myrica rubra (Myricaceae) bark. The structures of new compounds were determined on the basis of spectroscopic methods. On evaluation of compounds 1-12 against the melanogenesis in the B16 melanoma cells, six compounds, 3, 5, 7, 8, 10, and 12, exhibited inhibitory effects with 30-56% reduction of melanin content at 25 microg/mL with no or very weak toxicity to the cells (82-103% of cell viability at 25 microg/mL). In addition, upon evaluation of compounds 1-12 against the scavenging activities of free radicals [against the 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical], seven compounds, 1, 3, 5, 6, 8, 11, and 12, showed potent scavenging activity [IC(50) 2-21 microM (0.6-7.3 microg/mL)].
Volume 59(4)
Pages 213-21
Published 2010-1-1
DOI 10.5650/jos.59.213
PII JST.JSTAGE/jos/59.213
PMID 20299768
MeSH Animals Biphenyl Compounds Cattle Depression, Chemical Diarylheptanoids / chemistry Diarylheptanoids / isolation & purification* Diarylheptanoids / pharmacology* Flavonoids / isolation & purification Free Radical Scavengers* Melanins / metabolism* Melanoma, Experimental / metabolism* Melanoma, Experimental / pathology Mice Myricaceae / chemistry* Phenols / chemistry Phenols / isolation & purification* Phenols / pharmacology* Picrates Plant Bark Plant Extracts / chemistry* Tumor Cells, Cultured
IF 1.304
Times Cited 25
WOS Category FOOD SCIENCE & TECHNOLOGY CHEMISTRY, APPLIED
Resource
Human and Animal Cells B16 murine melanoma