Structure and anti-acetylcholinesterase activity of 4 alpha-(hydroxymethyl)-4 alpha-demethylterritrem B

J Nat Prod. 1997 Aug;60(8):842-3. doi: 10.1021/np9701236.

Abstract

The structure of a metabolite produced on incubation of territrem B (1) with rat liver microsomes has been established to be 4 alpha-(hydroxymethyl)-4 alpha-demethylterritrem B (5). Compound 5 was a potent inhibitor of electric eel acetylcholinesterase (AChE) (E.C. 3.1.1.7).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetylcholinesterase / drug effects
  • Animals
  • Cholinesterase Inhibitors / chemistry*
  • Cholinesterase Inhibitors / pharmacology*
  • Magnetic Resonance Spectroscopy
  • Male
  • Microsomes, Liver / metabolism
  • Mycotoxins / chemistry
  • Mycotoxins / pharmacology
  • Pyrans / chemistry*
  • Pyrans / pharmacology*
  • Rats
  • Rats, Wistar
  • Spectrometry, Mass, Fast Atom Bombardment
  • Structure-Activity Relationship
  • Torpedo

Substances

  • Cholinesterase Inhibitors
  • Mycotoxins
  • Pyrans
  • 4-hydroxymethyl-4-demethylterritrem B
  • Acetylcholinesterase