Iridoids as allelochemicals and DNA polymerase inhibitors

J Nat Prod. 2004 Mar;67(3):357-61. doi: 10.1021/np030238b.

Abstract

Growth inhibitory activities and nutritional indices of catalpol (1), 8-O-acetylharpagide (2), and harpagide (3) were determinated in larvae and adults of Tribolium castaneum, respectively. Compound 1 produced a series of allelochemical effects probably related with the DNA synthesis. This iridoid possessed the highest inhibitory activity against DNA polymerase. Molecular orbital calculations suggest that a pi-pi charge transfer recognition model could explain the action of iridioids toward nucleic acid synthesis.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Enzyme Inhibitors / chemistry
  • Enzyme Inhibitors / isolation & purification*
  • Enzyme Inhibitors / pharmacology*
  • Glucosides / chemistry
  • Glucosides / isolation & purification*
  • Glucosides / pharmacology*
  • Insect Control*
  • Iridoid Glucosides
  • Iridoid Glycosides
  • Iridoids / chemistry
  • Iridoids / isolation & purification*
  • Iridoids / pharmacology*
  • Larva / drug effects
  • Models, Molecular
  • Molecular Structure
  • Nucleic Acid Synthesis Inhibitors* / chemistry
  • Nucleic Acid Synthesis Inhibitors* / isolation & purification*
  • Nucleic Acid Synthesis Inhibitors* / pharmacology*
  • Pyrans / chemistry
  • Pyrans / isolation & purification*
  • Pyrans / pharmacology*
  • Tribolium / drug effects*

Substances

  • Enzyme Inhibitors
  • Glucosides
  • Iridoid Glucosides
  • Iridoid Glycosides
  • Iridoids
  • Nucleic Acid Synthesis Inhibitors
  • Pyrans
  • catalpol
  • 8-O-acetylharpagide
  • harpagide