Studies on the pyrrolizidine antitumor agent, clazamycin: interconversion of clazamycins A and B.

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.

Full text not available from this repository.

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

Repository Staff Only: Item control page

School of Pharmacy Staff Only: Edit a copy to replace this item