Hypopigmentary effects of ethyl P-methoxycinnamate isolated from Kaempferia galanga

Phytother Res. 2014 Feb;28(2):274-9. doi: 10.1002/ptr.4995. Epub 2013 Apr 23.

Abstract

We isolated crystals from the chloroform fraction of an ethanol extract of Kaempferia galanga and identified it as ethyl p-methoxycinnamate through nuclear magnetic resonance analysis. In the present study, we found that ethyl p-methoxycinnamate significantly decreased melanin synthesis in B16F10 murine melanoma cells stimulated with α-melanocyte stimulating hormone (α-MSH). In a cell-free system, however, ethyl p-methoxycinnamate did not directly inhibit tyrosinase, the rate-limiting enzyme of melanogenesis. Instead, it inhibited tyrosinase activity in B16F10 cells in a dose-dependent manner. Furthermore, Western blot analysis showed that ethyl p-methoxycinnamate decreased microphthalmia-associated transcription factor and tyrosinase levels in α-MSH-stimulated B16F10 cells. These results indicate that the pigment-inhibitory effect of ethyl p-methoxycinnamate results from downregulation of tyrosinase. Ethyl p-methoxycinnamate isolated from K. galanga could be developed as a skin whitening agent to treat hyperpigmentary disorders.

Keywords: Kaempferia galanga; ethyl p-methoxycinnamate; melanin; skin whitening.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Bleaching Agents / pharmacology
  • Cell Line, Tumor
  • Cell-Free System
  • Cinnamates / pharmacology*
  • Down-Regulation / drug effects
  • Melanins / biosynthesis*
  • Melanocytes / drug effects*
  • Melanocytes / metabolism
  • Melanoma, Experimental / metabolism
  • Mice
  • Microphthalmia-Associated Transcription Factor / genetics
  • Microphthalmia-Associated Transcription Factor / metabolism
  • Monophenol Monooxygenase / antagonists & inhibitors
  • Monophenol Monooxygenase / genetics
  • Monophenol Monooxygenase / metabolism
  • Plant Extracts / pharmacology*
  • Zingiberaceae / chemistry*
  • alpha-MSH

Substances

  • Bleaching Agents
  • Cinnamates
  • Melanins
  • Microphthalmia-Associated Transcription Factor
  • Plant Extracts
  • ethyl 4-methoxycinnamate
  • alpha-MSH
  • Monophenol Monooxygenase