Torilin from Torilis japonica inhibits melanin production in alpha-melanocyte stimulating hormone-activated B16 melanoma cells

Planta Med. 2009 Nov;75(14):1505-8. doi: 10.1055/s-0029-1185803. Epub 2009 Jun 16.

Abstract

Epidermal melanocytes synthesize melanin pigments and transfer them to keratinocytes, which is responsible for skin pigmentation. However, abnormal accumulation of melanin pigments causes hyperpigmentation disorders, which are substantially improved with treatment of tyrosinase inhibitor. In our ongoing study, Torilis japonica DC. (Umbelliferae) was found to inhibit melanin production. A goal of this study is to elucidate the hypopigmenting principle of T. japonica. A sesquiterpene structure of torilin was isolated from the plant extracts via bioassay-guided phytochemical analysis. Torilin dose-dependently inhibited melanin production, with an IC(50) value of 25 microM, in alpha-melanocyte stimulating hormone (alpha-MSH)-activated B16 melanoma cells. Arbutin, a positive control of skin whitener, also inhibited alpha-MSH-induced melanin production with an IC(50) value of 170 microM. As to the mode of action, torilin downregulated alpha-MSH-induced protein levels of tyrosinase without directly inhibiting catalytic activity of the enzyme. Taken together, this study shows that torilin contributes to the hypopigmenting principle of T. japonica, and suggests its pharmacological potential in melanin-associated hyperpigmentation disorders.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Apiaceae / chemistry*
  • Arbutin / pharmacology
  • Arbutin / therapeutic use
  • Dermatologic Agents / pharmacology*
  • Dermatologic Agents / therapeutic use
  • Dose-Response Relationship, Drug
  • Down-Regulation
  • Fruit
  • Hyperpigmentation / drug therapy
  • Inhibitory Concentration 50
  • Melanins / biosynthesis*
  • Melanoma, Experimental*
  • Mice
  • Monophenol Monooxygenase / metabolism
  • Phytotherapy
  • Plant Extracts / chemistry
  • Plant Extracts / pharmacology*
  • Plant Extracts / therapeutic use
  • Sesquiterpenes, Guaiane / isolation & purification
  • Sesquiterpenes, Guaiane / pharmacology
  • Sesquiterpenes, Guaiane / therapeutic use
  • Skin / drug effects
  • Skin Neoplasms
  • Skin Pigmentation / drug effects*
  • alpha-MSH

Substances

  • Dermatologic Agents
  • Melanins
  • Plant Extracts
  • Sesquiterpenes, Guaiane
  • alpha-MSH
  • Arbutin
  • Monophenol Monooxygenase
  • torilin