Theoretical study on the conformations of 3-tigloyl-azadirachtol and azadirachtin derivatives

Héctor A. Baldoni, Ricardo D. Enriz, Esteban A. Jáuregui, Imre G. Csizmadia

Research output: Contribution to journalArticle

5 Citations (Scopus)

Abstract

Conformational and electronic studies of 3-tigloyl-azadiractol and other azadirachtin derivatives were carried out using molecular mechanics and AM1 calculations. A comparative analysis of the conformational characteristics of 3-tigloyl-azadirachtol, azadirachtin and its structurally related derivatives was also performed. Our results indicate that the lack of antifeedant activity of 7-ketoazadirachtin and other inactive compounds can be explained on the basis of their different conformational behaviour. The conformationally restricted azadirachtin analogues provide us with crucial information about the optimal conformational requirement necessary to stimulate an antifeedant response.

Original languageEnglish
Pages (from-to)27-38
Number of pages12
JournalJournal of Molecular Structure: THEOCHEM
Volume391
Issue number1-2
DOIs
Publication statusPublished - Feb 28 1997

Keywords

  • Azadirachtin and 3-tigloyl-azadirachtol derivatives
  • Conformational dependence of antifeedant activity
  • Predicted new antifeedant
  • Theoretical conformational analysis

ASJC Scopus subject areas

  • Biochemistry
  • Condensed Matter Physics
  • Physical and Theoretical Chemistry

Fingerprint Dive into the research topics of 'Theoretical study on the conformations of 3-tigloyl-azadirachtol and azadirachtin derivatives'. Together they form a unique fingerprint.

  • Cite this