Conformational analysis of picrotoxinin by NMR, X-ray crystallography, and molecular orbital and classical potential-energy calculations

Peter R Andrews, Robert T C Brownlee, Maureen F Mackay, DB Poulton, Maruse Sadek, David Winkler

Research output: Contribution to journalArticleResearchpeer-review

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Abstract

The conformation of the potent convulsant drug picrotoxinin has been studied by proton n.m.r., X-ray crystallography, molecular orbital calculations and classical calculations. The calculations reveal two alternative low-energy conformations, either of which is consistent with the n.m.r. data, and one of which is also observed crystallographically. The energy difference is sufficiently small to suggest that either conformation may be the biologically active form.
Original languageEnglish
Pages (from-to)2219-2225
Number of pages7
JournalAustralian Journal of Chemistry
Volume36
Issue number11
DOIs
Publication statusPublished - 1983

Cite this

Andrews, Peter R ; Brownlee, Robert T C ; Mackay, Maureen F ; Poulton, DB ; Sadek, Maruse ; Winkler, David. / Conformational analysis of picrotoxinin by NMR, X-ray crystallography, and molecular orbital and classical potential-energy calculations. In: Australian Journal of Chemistry. 1983 ; Vol. 36, No. 11. pp. 2219-2225.
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abstract = "The conformation of the potent convulsant drug picrotoxinin has been studied by proton n.m.r., X-ray crystallography, molecular orbital calculations and classical calculations. The calculations reveal two alternative low-energy conformations, either of which is consistent with the n.m.r. data, and one of which is also observed crystallographically. The energy difference is sufficiently small to suggest that either conformation may be the biologically active form.",
author = "Andrews, {Peter R} and Brownlee, {Robert T C} and Mackay, {Maureen F} and DB Poulton and Maruse Sadek and David Winkler",
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Conformational analysis of picrotoxinin by NMR, X-ray crystallography, and molecular orbital and classical potential-energy calculations. / Andrews, Peter R; Brownlee, Robert T C; Mackay, Maureen F; Poulton, DB; Sadek, Maruse; Winkler, David.

In: Australian Journal of Chemistry, Vol. 36, No. 11, 1983, p. 2219-2225.

Research output: Contribution to journalArticleResearchpeer-review

TY - JOUR

T1 - Conformational analysis of picrotoxinin by NMR, X-ray crystallography, and molecular orbital and classical potential-energy calculations

AU - Andrews, Peter R

AU - Brownlee, Robert T C

AU - Mackay, Maureen F

AU - Poulton, DB

AU - Sadek, Maruse

AU - Winkler, David

PY - 1983

Y1 - 1983

N2 - The conformation of the potent convulsant drug picrotoxinin has been studied by proton n.m.r., X-ray crystallography, molecular orbital calculations and classical calculations. The calculations reveal two alternative low-energy conformations, either of which is consistent with the n.m.r. data, and one of which is also observed crystallographically. The energy difference is sufficiently small to suggest that either conformation may be the biologically active form.

AB - The conformation of the potent convulsant drug picrotoxinin has been studied by proton n.m.r., X-ray crystallography, molecular orbital calculations and classical calculations. The calculations reveal two alternative low-energy conformations, either of which is consistent with the n.m.r. data, and one of which is also observed crystallographically. The energy difference is sufficiently small to suggest that either conformation may be the biologically active form.

U2 - 10.1071/CH9832219

DO - 10.1071/CH9832219

M3 - Article

VL - 36

SP - 2219

EP - 2225

JO - Australian Journal of Chemistry

JF - Australian Journal of Chemistry

SN - 0004-9425

IS - 11

ER -