Inhibition of melanogenesis and oxidation by protocatechuic acid from Origanum vulgare (oregano)

J Nat Prod. 2010 Nov 29;73(11):1767-74. doi: 10.1021/np100281g. Epub 2010 Oct 25.

Abstract

Antioxidant and antimelanogenesis activities of protocatechuic acid (1) from Origanum vulgare (oregano) were investigated. The antioxidative capacity of 1 was confirmed from its free-radical-scavenging activities, inhibition of lipid peroxidation, and suppression of reactive oxygen species in H(2)O(2)-induced BNLCL2 cells. The inhibition by 1 of tyrosinase and DOPA oxidase activity and melanin production was possibly related to the down-regulation of melanocortin-1 receptor, microphthalmia-associated transcription factor, tyrosinase, tyrosinase-related proteins-2, and tyrosinase-related proteins-1 expression in α-melanocyte-stimulating hormone-induced B16 cells. After a gel containing 1 was applied to mice, the values of L* slightly increased, and a* and erythema-melanin levels of skin were reduced by comparing the values of untreated control groups, indicating 1 can reduce melanin production. These results suggest that 1 may act as an effective quencher of oxidative attackers with antimelanogenesis properties.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antioxidants / chemistry
  • Antioxidants / isolation & purification*
  • Antioxidants / pharmacology*
  • Benzothiazoles / pharmacology
  • Biphenyl Compounds / pharmacology
  • Drugs, Chinese Herbal / chemistry
  • Drugs, Chinese Herbal / isolation & purification*
  • Drugs, Chinese Herbal / pharmacology*
  • Free Radical Scavengers / chemistry
  • Free Radical Scavengers / isolation & purification*
  • Free Radical Scavengers / pharmacology*
  • Hydroxybenzoates / chemistry
  • Hydroxybenzoates / isolation & purification*
  • Hydroxybenzoates / pharmacology*
  • Melanins / metabolism
  • Melanocytes / drug effects*
  • Mice
  • Molecular Structure
  • Monophenol Monooxygenase / antagonists & inhibitors
  • Origanum / chemistry*
  • Picrates / pharmacology
  • Reactive Oxygen Species / antagonists & inhibitors
  • Skin Pigmentation / drug effects*
  • Sulfonic Acids / pharmacology
  • alpha-MSH / drug effects
  • alpha-MSH / metabolism

Substances

  • Antioxidants
  • Benzothiazoles
  • Biphenyl Compounds
  • Drugs, Chinese Herbal
  • Free Radical Scavengers
  • Hydroxybenzoates
  • Melanins
  • Picrates
  • Reactive Oxygen Species
  • Sulfonic Acids
  • 2,2'-azino-di-(3-ethylbenzothiazoline)-6-sulfonic acid
  • protocatechuic acid
  • alpha-MSH
  • 1,1-diphenyl-2-picrylhydrazyl
  • Monophenol Monooxygenase