Constituents with tyrosinase inhibitory activities from branches of Ficus erecta var. sieboldii King

J Enzyme Inhib Med Chem. 2012 Jun;27(3):390-4. doi: 10.3109/14756366.2011.593033. Epub 2011 Jul 6.

Abstract

Phytochemical investigation of the branches of Ficus erecta var. sieboldii King resulted in the isolation of eight constituents: p-hydroxybenzoic acid (1), methyl p-hydroxybenzoate (2), vanillic acid (3), methyl vanillate (4), syringic acid (5), β-sitosterol (6), α-amyrin acetate (7), and ethyl linoleate (8). Their chemical structures were identified via spectroscopic means as well as by comparing their data with literature values. Studies on tyrosinase inhibition activities were conducted for the isolated compounds. Among them, p-hydroxybenzoic acid (1) and methyl p-hydroxybenzoate (2) were identified as active tyrosinase inhibitors with IC(50) values of 0.98 ± 0.042 and 0.66 ± 0.025 mM, respectively, showing comparable activities to that of arbutin (IC(50) = 0.32 ± 0.015 mM), a standard control. Inhibition kinetics, as analyzed by Lineweaver-Burk plots, indicated that compounds 1 and 2 were competitive inhibitors of diphenolase of mushroom tyrosinase. Notably, isolated compounds 1-8 were reported for the first time as constituents of F. erecta.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Dose-Response Relationship, Drug
  • Enzyme Inhibitors / chemistry
  • Enzyme Inhibitors / isolation & purification
  • Enzyme Inhibitors / pharmacology*
  • Ficus / chemistry*
  • Molecular Structure
  • Monophenol Monooxygenase / antagonists & inhibitors*
  • Monophenol Monooxygenase / metabolism
  • Structure-Activity Relationship

Substances

  • Enzyme Inhibitors
  • Monophenol Monooxygenase