Inhibitory effect of p-coumaric acid by Rhodiola sachalinensis on melanin synthesis in B16F10 cells

Pharmazie. 2008 Apr;63(4):290-5.

Abstract

Rhodiola has been widely used in traditional Asian medicine. In this study, we tested the hypopigmentation effects of R. sachalinensis and its active compounds including catechin, chlorogenic acid, p-coumaric acid, and p-tyrosol. Results have shown that only p-coumaric acid inhibits melanin synthesis in B16F10 cells. However, p-coumaric acid did not inhibit tyrosinase activity when L-DOPA was used as a substrate. Instead, p-coumaric acid inhibited tyrosinase activity when L-tyrosine was used as a substrate. We further analyzed the changes of cAMP responsive element binding protein (CREB) phosphorylation and tyrosinase gene expression. The results indicate that p-coumaric acid does not affect CREB phosphorylation or tyrosinase protein production. In turn, these findings demonstrate that p-coumaric acid has no effect on the upstream regulation of tyrosinase gene expression, although p-coumaric acid showed a significant inhibitory effect on melanogenesis. Because p-coumaric acid showed different effects on tyrosinase activity according to different substrates, we tested whether tyrosinase can utilize p-coumaric acid as a substrate. Our findings revealed that competitive inhibition occurs between p-coumaric acid and tyrosine. Consequently, this finding could be a primary mechanism for the hypopigmenting action of p-coumaric acid.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Blotting, Western
  • Catechin / pharmacology
  • Cell Survival / drug effects
  • Chlorogenic Acid / pharmacology
  • Coumaric Acids / antagonists & inhibitors
  • Coumaric Acids / chemistry
  • Coumaric Acids / pharmacology*
  • Cyclic AMP Response Element-Binding Protein / metabolism
  • Humans
  • Levodopa / metabolism
  • Melanins / antagonists & inhibitors*
  • Melanins / biosynthesis*
  • Melanoma, Experimental / metabolism
  • Monophenol Monooxygenase / antagonists & inhibitors
  • Phenylethyl Alcohol / analogs & derivatives
  • Phenylethyl Alcohol / pharmacology
  • Phosphorylation
  • Propionates
  • Rhodiola / chemistry*
  • Tyrosine / antagonists & inhibitors
  • Tyrosine / pharmacology
  • alpha-MSH / pharmacology

Substances

  • Coumaric Acids
  • Cyclic AMP Response Element-Binding Protein
  • Melanins
  • Propionates
  • 4-hydroxyphenylethanol
  • Chlorogenic Acid
  • Tyrosine
  • Levodopa
  • alpha-MSH
  • Catechin
  • Monophenol Monooxygenase
  • p-coumaric acid
  • Phenylethyl Alcohol