Melanogenesis inhibitors from the rhizomes of Alpinia officinarum in B16 melanoma cells.

Abstract:

:The 80% aqueous acetone extract from the rhizomes of Alpinia officinarum, a Chinese medicinal herb, were found to inhibit melanogenesis in theophylline-stimulated murine B16 melanoma 4A5 cells. Among the constituents isolated, four diarylheptanoids [5-hydroxy-1,7-diphenyl-3-heptanone, 7-(4('')-hydroxy-3('')-methoxyphenyl)-1-phenylhept-4-en-3-one, 5-hydroxy-7-(4('')-hydroxy-3('')-methoxyphenyl)-1-phenyl-3-heptanone, and 3,5-dihydroxy-1,7-diphenylheptane] and two flavonol constituents (kaempferide and galangin) inhibited melanogenesis with IC(50) values of 10-48microM, and several structural requirements of the active constituents for the inhibition were clarified. In addition, 7-(4('')-hydroxy-3('')-methoxyphenyl)-1-phenylhept-4-en-3-one, kaempferide, and galangin inhibited mRNA expression of tyrosinase and tyrosinase-related proteins-1 and -2, and the protein level of a microphthalmia-associated transcription factor.

journal_name

Bioorg Med Chem

authors

Matsuda H,Nakashima S,Oda Y,Nakamura S,Yoshikawa M

doi

10.1016/j.bmc.2009.06.057

subject

Has Abstract

pub_date

2009-08-15 00:00:00

pages

6048-53

issue

16

eissn

0968-0896

issn

1464-3391

pii

S0968-0896(09)00616-6

journal_volume

17

pub_type

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