Grevillosides J–Q, Arbutin Derivatives from the Leaves of Grevillea robusta and Their Melanogenesis Inhibitory Activity

Yukiko Yamashita-Higuchi; Sachiko Sugimoto; Katsuyoshi Matsunami; Hideaki Otsuka; Takahito Nakai

doi:10.1248/cpb.c13-00962

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Grevillosides J–Q, Arbutin Derivatives from the Leaves of Grevillea robusta and Their Melanogenesis Inhibitory Activity

Yukiko Yamashita-Higuchi, Sachiko Sugimoto, Katsuyoshi Matsunami, Hideaki Otsuka , Takahito Nakai

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Keywords: Grevillea robusta, Proteaceae, arbutin, tyrosinase inhibitor, melanogenesis inhibitor

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2014 Volume 62 Issue 4 Pages 364-372

DOI https://doi.org/10.1248/cpb.c13-00962

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Abstract

From the 1-BuOH-soluble fraction of a MeOH extract of the leaves of Grevillea robusta, new arbutin derivatives and related compounds, named grevillosides J–Q (1–8), together with eight known compounds (9–18) were isolated. Various kind of acyl groups were attached to β-D-glucose at the 6-position through an ester linkage. Their structures were mainly elucidated from one- and two-dimensional NMR spectroscopic data. For exploitation as skin-lightening and anti-chloasma agents, the inhibitory activities of the isolated compounds as well as ones isolated in previous experiments (19–31) toward tyrosinase and melanin-producing B16 cells were assayed. Several compounds showed promising activity.

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