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

Héctor A. Baldoni, Ricardo D. Enriz, Esteban A. Jáuregui, I. 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
Publication statusPublished - Feb 28 1997

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Conformations
Theoretical Models
analogs
Derivatives
requirements
Molecular mechanics
electronics
Mechanics
azadirachtin
azadirachtin B

Keywords

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

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Computational Theory and Mathematics
  • Atomic and Molecular Physics, and Optics

Cite this

Theoretical study on the conformations of 3-tigloyl-azadirachtol and azadirachtin derivatives. / Baldoni, Héctor A.; Enriz, Ricardo D.; Jáuregui, Esteban A.; Csizmadia, I.

In: Journal of Molecular Structure: THEOCHEM, Vol. 391, No. 1-2, 28.02.1997, p. 27-38.

Research output: Contribution to journalArticle

Baldoni, Héctor A. ; Enriz, Ricardo D. ; Jáuregui, Esteban A. ; Csizmadia, I. / Theoretical study on the conformations of 3-tigloyl-azadirachtol and azadirachtin derivatives. In: Journal of Molecular Structure: THEOCHEM. 1997 ; Vol. 391, No. 1-2. pp. 27-38.
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