Journal of Oleo Science
Online ISSN : 1347-3352
Print ISSN : 1345-8957
ISSN-L : 1345-8957
General Subjects
Three New Cyclic Diarylheptanoids and Other Phenolic Compounds from the Bark of Myrica rubra and Their Melanogenesis Inhibitory and Radical Scavenging Activities
Hiroyuki AkazawaYukiko FujitaNorihiro BannoKensuke WatanabeYumiko KimuraAranya ManosroiJiradej ManosroiToshihiro Akihisa
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2010 Volume 59 Issue 4 Pages 213-221

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Abstract

Ten cyclic diarylheptanoids (1-10), including three new compounds: myricanone 5-O-α-L-arabinofuranosyl-(1→6)-β-D-glucopyranoside (7), myricanone 17-O-β-D-(6′-O-galloyl)-glucopyranoside (8), and 16-methoxy acerogenin B 9-O-β-D-apiofuranosyl-(1→6)-β-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 μg/mL with no or very weak toxicity to the cells (82-103% of cell viability at 25 μg/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 [IC50 2-21 μM (0.6-7.3 μg/mL)].

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© 2010 by Japan Oil Chemists' Society
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