Buechter, D.D. and Thurston, D.E. (1987) Studies on the pyrrolizidine antitumor agent, clazamycin: interconversion of clazamycins A and B. Journal of Natural Products, 50 (3). pp. 360-367.
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Abstract
Clazamycin, a novel pyrrolizidine antitumor antibiotic, exists in aqueous solution as a mixture of two epimers, clazamycins A and B [1A, 1B], the ratio of which is pH dependent. Several lines of evidence are presented, including the results of trapping experiments and a study demonstrating base promoted interconversion of the two forms, that implicate an azacyclooctenone species [3] as an intermediate in the interconversion process. This result supports a previous observation, that the C6a carbinolamidine hydroxyl of clazamycin is unreactive towards nucleophiles and may be significant in helping to elucidate the mechanism of action of this antibiotic.
| Item Type: | Article |
|---|---|
| Departments, units and centres: | Department of Pharmaceutical and Biological Chemistry > Department of Pharmaceutical and Biological Chemistry |
| ID Code: | 2945 |
| Journal or Publication Title: | Journal of Natural Products |
| Deposited By: | Library Staff |
| Deposited On: | 09 Mar 2012 14:47 |
| Last Modified: | 09 Mar 2012 14:47 |
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