Conformational analysis of 10α-cucurbitadienol
- 1 January 1991
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 18,p. 1272-1274
- https://doi.org/10.1039/c39910001272
Abstract
Evidence has been obtained on the solid state (determined by X-ray crystallography) and solution (determined by 1H and 13C NMR spectroscopy) properties of 10α-cucurbita-5,24-dien-3β-ol which indicate that the molecule orients into a bent rather than flat conformation, the 3β-OH group aligns into the unusual axial rather than the equatorial position, and the side chain orients into the right-handed conformation.Keywords
This publication has 17 references indexed in Scilit:
- On the structure, biosynthesis, function and phylogeny of isoarborinol and motiolLipids, 1991
- 1H and 13C NMR assignments for lanostan‐3β‐ol derivatives: Revised assignments for lanosterolMagnetic Resonance in Chemistry, 1989
- Conformational analysis of cycloartenol, 24-methylenecycloartanol and their derivatives.Agricultural and Biological Chemistry, 1989
- Conformational analysis of 9β,19-cyclopropyl sterols: Detection of the pseudoplanar conformer by nuclear Overhauser effects and its functional implicationsProceedings of the National Academy of Sciences, 1988
- 1H NMR Spectra of Some Tetracyclic and Pentacyclic 3β-Monoacetoxytriterpenes with Eu (dpm) 3Journal of Japan Oil Chemists' Society, 1986
- Rotational isomerism about the 17(20)-bond of steroids and euphoids as shown by the crystal structures of euphol and tirucallol.Proceedings of the National Academy of Sciences, 1984
- Acid-catalyzed isomerization of cycloartane triterpene alcohols. The formation of cucurbitane- and lanostane-type isomersThe Journal of Organic Chemistry, 1984
- Cyclization of squalene-2,3-epoxide to 10α-cucurbita-5,24-dien-3β-ol by microsomes from Cucurbita maxima seedlingsPhytochemistry, 1983
- Carbon-13 NMR studies on cholesterol biosynthesized from [13C]mevalonatesJournal of the American Chemical Society, 1977
- The Biochemistry of Plant SterolsPublished by Elsevier ,1977