Inhibition effects of mangosenone F from Garcinia mangostana on melanin formation in B16F10 cells

J Agric Food Chem. 2012 Aug 29;60(34):8372-8. doi: 10.1021/jf3015987. Epub 2012 Aug 16.

Abstract

Melanogenesis can be controlled by tyrosinase inhibition or by blocking the maturation processes of tyrosinase and its related proteins. Mangostenone F was isolated from the seedcases of Garcinia mangostana . Mangostenone F was shown to be inactive against tyrosinase (IC50 > 200 μM) but was a potent α-glucosidase inhibitor in vitro (IC50 = 21.0 μM). Mangostenone F was found to inhibit production of melanin in the mouse melanoma cell line B16F10. Importantly, unlike most glycosidase inhibitors, mangostenone F displayed very low cytotoxicity (EC50 > 200 μM). The Western blot for expression levels of proteins involved in melanogenesis showed that mangostenone F down-regulated tyrosinase and TRP-2 expression. Treating B16F10 cells with mangostenone F significantly increased the susceptibility of tyrosinase to endoglycosidase H digestion, indicating that tyrosinase was unable to mature fully and pass to the trans-golgi apparatus. Consistent with these data, in lysate assays, mangostenone F was shown to be a better inhibitor of α-glucosidases than deoxynojirimycin, a representative glycosidase inhibitor.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Cell Line, Tumor
  • Enzyme Inhibitors / pharmacology*
  • Garcinia mangostana / chemistry*
  • Glycoside Hydrolase Inhibitors
  • Inhibitory Concentration 50
  • Intramolecular Oxidoreductases / metabolism
  • Mannosyl-Glycoprotein Endo-beta-N-Acetylglucosaminidase / metabolism
  • Melanins / metabolism*
  • Melanoma, Experimental / drug therapy*
  • Melanoma, Experimental / metabolism
  • Mice
  • Monophenol Monooxygenase / antagonists & inhibitors
  • Xanthones / pharmacology*

Substances

  • Enzyme Inhibitors
  • Glycoside Hydrolase Inhibitors
  • Melanins
  • Xanthones
  • mangostenone F
  • Monophenol Monooxygenase
  • Mannosyl-Glycoprotein Endo-beta-N-Acetylglucosaminidase
  • Intramolecular Oxidoreductases
  • dopachrome isomerase