Mushroom tyrosinase inhibitors from Aloe barbadensis Miller

Fitoterapia. 2012 Dec;83(8):1706-11. doi: 10.1016/j.fitote.2012.09.028. Epub 2012 Oct 7.

Abstract

Two new chromones, 5-((S)-2'-oxo-4'-hydroxypentyl)-2-(β-glucopyranosyl-oxy-methyl)chromone (1) and 5-((S)-2'-oxo-4'-hydroxypentyl)-2-methoxychromone (2), together with four known analogues, 8-C-glucosyl-7-O-methyl-(S)-aloesol (3), isoaloeresin D (4), 8-C-glucosyl-(R)-aloesol (5), and aloesin (6) were isolated from the aqueous extract of Aloe barbadensis Miller. Their structures were determined on the basis of spectroscopic evidences (1-D and 2-D NMR, HRMS, UV, and IR data), chemical methods and the literature data. The Mosher's method was applied to establish the absolute configuration of compounds 1 and 2. The inhibitory effects of these chromones on the activity of mushroom tyrosinase were examined, and compound 6 was identified as a noncompetitive tyrosinase inhibitor with an IC(50) value of 108.62μg·mL(-1).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Agaricales / enzymology*
  • Aloe / chemistry*
  • Chromones / chemistry
  • Chromones / pharmacology*
  • Molecular Structure
  • Monophenol Monooxygenase / antagonists & inhibitors*

Substances

  • Chromones
  • Monophenol Monooxygenase