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Different solution and solid-state conformations of the antibiotic cycloheximide |
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| Authors: | Nigel B Perry John W Blunt Murray H G Munro |
| Institution: | Department of Chemistry, University of Canterbury, Christchurch, New Zealand |
| Abstract: | The 1H NMR spectra of the antibiotic cycloheximide in CDCl3 and CD3OD have been assigned. Analyses of coupling constants and difference NOE spectra showed different conformations in these two solvents, due to changeover between intra- and inter-molecular hydrogen bonding. The twist boat cyclohexanone found in the solid state was not detected in solution. The results are compared with the solution and solid-state conformations of the antitumour agent sesbanimide A. |
| Keywords: | Cycloheximide Sesbanimide A Glutarimide Antibiotic Antitumour 1H NMR 1H?1H coupling constants Difference NOE Conformation Hydrogen bonding |