Conformational studies on (+)-anatoxin-a and derivatives

Philip E. Thompson, David T. Manallack, Frank E. Blaney, Timothy Gallagher

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14 Citations (Scopus)

Abstract

Anatoxin-a (AnTX) is a highly potent agonist acting at the nicotinic acetylcholine receptor (nAChR) and represents a valuable tool in the study of this receptor. Molecular mechanics, semi-empirical and ab initio molecular orbital energy minimization procedures were conducted to investigate the conformation of AnTX. For each minimization procedure, the s-trans enone isomer of protonated AnTX was the energetically favoured conformer due to intramolecular electrostatic interactions. Our studies are discussed in the light of previous experimental observations and conformational studies, in addition to their importance in the development of future pharmacophore models for nAChR agonist binding.

Original languageEnglish
Pages (from-to)287-298
Number of pages12
JournalJournal of Computer-Aided Molecular Design
Volume6
Issue number3
DOIs
Publication statusPublished - 1 Jun 1992
Externally publishedYes

Keywords

  • Agonist
  • Anatoxin-a
  • Computer graphics
  • Molecular modelling
  • Nicotinic acetylcholine receptor

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