Effect of the tyrosinase inhibitor (S)-N-trans-feruloyloctopamine from garlic skin on tyrosinase gene expression and melanine accumulation in melanoma cells

Bioorg Med Chem Lett. 2015 Apr 1;25(7):1476-8. doi: 10.1016/j.bmcl.2015.02.028. Epub 2015 Feb 19.

Abstract

In our searching for novel tyrosinase inhibitors from natural sources, (S)-N-trans-feruloyloctopamine isolated from garlic skin was found to be a potential mushroom tyrosinase inhibitor. Here, we examined the effects of the potential tyrosinase inhibitor in B16F10 cells on intracellular melanin contents, cytotoxicity, and the signaling mechanism involved in the expression of tyrosinase. The results showed the inhibitor displayed little or no cytotoxicity at all concentrations examined and decreased the relative melanin contents in a dose-dependent manner in the α-MSH-stimulated B16F10 cells. Real-time PCR and Western blot analysis showed that it inhibits melanogenesis signaling by down-regulates mRNA and protein expression levels of tyrosinase, which leads to a lower melanin contents. These results suggested that (S)-N-trans-feruloyloctopamine was an ideal tyrosinase inhibitor, and could be used in food and medical industry.

Keywords: (S)-N-trans-Feruloyloctopamine; Anti-melanogenic effect; Cytotoxicity; Tyrosinase expression.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Agaricales / enzymology
  • Animals
  • Cell Line, Tumor
  • Coumaric Acids / chemistry
  • Coumaric Acids / isolation & purification
  • Coumaric Acids / pharmacology*
  • Dose-Response Relationship, Drug
  • Enzyme Inhibitors / chemistry
  • Enzyme Inhibitors / isolation & purification
  • Enzyme Inhibitors / pharmacology*
  • Garlic / chemistry*
  • Gene Expression Regulation, Enzymologic / drug effects*
  • Melanins / metabolism*
  • Melanoma / metabolism*
  • Melanoma / pathology
  • Mice
  • Monophenol Monooxygenase / antagonists & inhibitors*
  • Monophenol Monooxygenase / genetics*
  • Monophenol Monooxygenase / metabolism
  • Octopamine / analogs & derivatives*
  • Octopamine / chemistry
  • Octopamine / isolation & purification
  • Octopamine / pharmacology
  • Structure-Activity Relationship

Substances

  • Coumaric Acids
  • Enzyme Inhibitors
  • Melanins
  • N-feruloyloctopamine
  • Octopamine
  • Monophenol Monooxygenase