Grevillosides J-Q, arbutin derivatives from the leaves of Grevillea robusta and their melanogenesis inhibitory activity.
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.
Department of Pharmacognosy, Graduate School of Biomedical and Health Sciences, Hiroshima University.
Yukiko
Y
Yamashita-Higuchi
Sachiko
S
Sugimoto
Katsuyoshi
K
Matsunami
Hideaki
H
Otsuka
Takahito
T
Nakai
D000818:Animals; D001104:Arbutin / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D004353:Drug Evaluation, Preclinical / Q000379:methods; D004791:Enzyme Inhibitors / Q000737:chemistry / Q000494:pharmacology; D020128:Inhibitory Concentration 50; D009682:Magnetic Resonance Spectroscopy; D008546:Melanoma, Experimental / Q000188:drug therapy; D051379:Mice; D015394:Molecular Structure; D014442:Monophenol Monooxygenase / Q000037:antagonists & inhibitors; D018515:Plant Leaves / Q000737:chemistry; D039105:Proteaceae / Q000737:chemistry*; D062327:Skin Lightening Preparations / Q000737:chemistry* / Q000494:pharmacology*; D012878:Skin Neoplasms / Q000188:drug therapy
D004791:Enzyme Inhibitors; D062327:Skin Lightening Preparations; C000597990:grevilloside-Q; D001104:Arbutin; D014442:Monophenol Monooxygenase