Tyrosinase inhibitors from Anacardium occidentale fruits

J Nat Prod. 1994 Apr;57(4):545-51. doi: 10.1021/np50106a021.

Abstract

Anacardic acids, 2-methylcardols, and cardols isolated from various parts of the cashew [Anacardium occidentale] (Anacardiaceae) fruit have been found to exhibit tyrosinase inhibitory activity. Kinetic studies with the two principal active compounds, 6-[8(Z),11(Z),14-pentadecatrienyl]salicylic acid and 5-[8(Z),11(Z),14-pentadecatrienyl]resorcinol, have indicated that both of these phenolic compounds exhibit characteristic competitive inhibition of the oxidation of L-3,4-dihydroxyphenylalanine (L-DOPA) by mushroom tyrosinase.

MeSH terms

  • Anacardic Acids*
  • Basidiomycota / enzymology
  • Kinetics
  • Levodopa / metabolism
  • Monophenol Monooxygenase / antagonists & inhibitors*
  • Monophenol Monooxygenase / metabolism
  • Nuts / chemistry*
  • Oxidation-Reduction
  • Resorcinols / isolation & purification*
  • Resorcinols / pharmacology
  • Salicylates / isolation & purification*
  • Salicylates / pharmacology
  • Structure-Activity Relationship

Substances

  • Anacardic Acids
  • Resorcinols
  • Salicylates
  • 5-(8,11,14-pentadecatrienyl)resorcinol
  • anacardic acid
  • Levodopa
  • Monophenol Monooxygenase