The effect of chlorophorin and its derivative on melanin biosynthesis

Enos Tangke Arung, Keisuke Yoshikawa, Kuniyoshi Shimizu, Ryuichiro Kondo

Research output: Contribution to specialist publicationArticle

6 Citations (Scopus)

Abstract

By means of bioassay-guided fractionation using mushroom tyrosinase, a geranylated stilbene, chlorophorin, was characterized as the principal tyrosinase inhibitor in the heartwood of Chlorophora excelsa (Moraceae). It inhibited the oxidation of L-tyrosine and DL-3,4-dihydroxyphenylalanine (DL-DOPA) due to mushroom tyrosinase and melanin biosynthesis on B16 melanoma cells. Chlorophorin, which is a slight yellowish compound, has previously been reported as an unstable compound in light. On the basis of this finding, a chlorophorin derivative [4-(3″,7″-dimethyloctyl)-2′,3, 4′,5-tetrahydroxydihydrostilbene; hexahydrochlorophorinx which is colorless, obtained by the hydrogenation of chlorophorin with Pd/C, was also tested to develop a superior material for practical use. Hexahydrochlorophorin showed more potent inhibitory activity on tyrosinase and melanin biosynthesis, and lower cytotoxicity towards B16 melanoma cells than chlorophorin.

Original languageEnglish
Pages514-518
Number of pages5
Volume59
No.5
Specialist publicationHolzforschung
DOIs
Publication statusPublished - Sep 1 2005

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Melanin
Biosynthesis
Melanins
Monophenol Monooxygenase
Derivatives
Bioassay
Cytotoxicity
Fractionation
Hydrogenation
Oxidation
Stilbenes
Dihydroxyphenylalanine
Tyrosine
chlorophorin

All Science Journal Classification (ASJC) codes

  • Biomaterials

Cite this

The effect of chlorophorin and its derivative on melanin biosynthesis. / Arung, Enos Tangke; Yoshikawa, Keisuke; Shimizu, Kuniyoshi; Kondo, Ryuichiro.

In: Holzforschung, Vol. 59, No. 5, 01.09.2005, p. 514-518.

Research output: Contribution to specialist publicationArticle

Arung, Enos Tangke ; Yoshikawa, Keisuke ; Shimizu, Kuniyoshi ; Kondo, Ryuichiro. / The effect of chlorophorin and its derivative on melanin biosynthesis. In: Holzforschung. 2005 ; Vol. 59, No. 5. pp. 514-518.
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