## Abstract The solidβstate and solution conformations of (+)βchelidonine (1), a biologically active alkaloid, were determined by Xβray diffraction and ^1^HβNMR spectroscopy, XβRay diffraction analysis revealed a conformer with B/C β__anti__βtypeβ __cis__ conjunction, a halfβchair of ring B, and a
Comparison of the conformations of cyclolinopeptide a in the solid state and in solution
β Scribed by T. Tancredi; G. Zanotti; F. Rossi; E. Benedetti; C. Pedone; P. A. Temussi
- Publisher
- Wiley (John Wiley & Sons)
- Year
- 1989
- Tongue
- English
- Weight
- 609 KB
- Volume
- 28
- Category
- Article
- ISSN
- 0006-3525
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β¦ Synopsis
Synopsis
Cyclolinopeptide A, a cyclic nonapeptide isolated from linseed, has lately attracted large interest for i t s cytoprotective activity. The recent elucidation of its solid state structure has prompted us to undertake a detailed conformational analysis in solution. Room-temperature 'H-nmr spectra in several solvents (DMSO-d,, DMSO-d,/qO/H,O, CD,OH, (CD,),CDOH, CDCl,) all show very broad lines, indicating the presence of chemical exchange among several conformers. It proved possible to freeze a single conformational state in CDCl, at 214 K. Unusual chemical shifta and nuclear Overhauser enhancements are consistent with the main features of the solid state structure.
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Nuclear magnetic resonance spectroscopy was combined with X-ray crystallography to determine the solution and solid-state conformations of glyburide (C23H28ClN305S). In solution, there is apparently free rotation about several of the single bonds. Crystals of glyburide belong to space group P2,ln wi
A dynamic process has been detected in the solution 13 C-NMR spectra of tBuΟͺSi(iPr)3 (4) in the temperature range Οͺ145 Β°C to Οͺ163 Β°C, the corresponding free energy of activation being 5.5 kcal mol Οͺ1 . Molecular mechanics calculations have identified three types of conformations that are markedly mo