The evaluation of novel natural products as inhibitors of human glutathione transferase P1-1

J Enzyme Inhib Med Chem. 2011 Aug;26(4):460-7. doi: 10.3109/14756366.2010.526769. Epub 2010 Oct 28.

Abstract

Glutathione transferase P1-1 is over expressed in some cancer cells and contributes to detoxification of anticancer drugs, leading to drug-resistant tumors. The inhibition of human recombinant GSTP1-1 by natural plant products was investigated using 10 compounds isolated from plants indigenous to Southern and Central Africa. Monochlorobimane and 1-chloro-2,4-dinitrobenzene were used to determine GST activity. Each test compound was screened at 33 and 100 µM. Isofuranonapthoquinone (1) (from Bulbine frutescens) showed 68% inhibition at 33 µM, and sesquiterpene lactone (2) (from Dicoma anomala) showed 75% inhibition at 33 μM. The IC(50) value of 1 was 6.8 μM. The mode of inhibition was mixed, partial (G site) and noncompetitive (H site) with K(i) values of 8.8 and 0.21 µM, respectively. Sesquiterpene 2 did not inhibit the CDNB reaction. Therefore, isofuranonapthoquinone 1 needs further investigations in vivo because of its potent inhibition of GSTP1-1 in vitro.

MeSH terms

  • Biological Products / chemistry
  • Biological Products / isolation & purification
  • Biological Products / pharmacology*
  • Cell Proliferation / drug effects
  • Dose-Response Relationship, Drug
  • Enzyme Activation / drug effects
  • Enzyme Inhibitors / chemistry
  • Enzyme Inhibitors / isolation & purification
  • Enzyme Inhibitors / pharmacology*
  • Glutathione S-Transferase pi / antagonists & inhibitors*
  • Glutathione S-Transferase pi / isolation & purification
  • Glutathione S-Transferase pi / metabolism
  • Humans
  • Isoenzymes / antagonists & inhibitors*
  • Isoenzymes / isolation & purification
  • Isoenzymes / metabolism
  • Kinetics
  • Molecular Conformation
  • Plant Extracts / chemistry
  • Plant Extracts / isolation & purification
  • Plant Extracts / pharmacology
  • Recombinant Proteins / antagonists & inhibitors
  • Recombinant Proteins / isolation & purification
  • Recombinant Proteins / metabolism
  • Stereoisomerism
  • Structure-Activity Relationship

Substances

  • Biological Products
  • Enzyme Inhibitors
  • Isoenzymes
  • Plant Extracts
  • Recombinant Proteins
  • GSTP1 protein, human
  • Glutathione S-Transferase pi