Interaction of the pyrrolobenzodiazepine antitumour agent anthramycin with glutathione: A possible role in metabolism

Zioga, G., Howard, P.W., Canfield, L.M., Gescher, A. and Thurston, D.E. (1996) Interaction of the pyrrolobenzodiazepine antitumour agent anthramycin with glutathione: A possible role in metabolism. Pharmaceutical Sciences, 2 (1). pp. 39-42. 10.1111/j.2042-7158.1996.tb00529.x.

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DOI: 10.1111/j.2042-7158.1996.tb00529.x

Abstract

The interaction between glutathione and the DNA-binding pyrrolobenzodiazepine (PBD) antitumour antibiotic anthramycin has been studied. A polar adduct has been shown to form as a result of nucleophilic attack of the thiol group of glutathione on the electrophilic C11-position of the PBD. The kinetics of formation of the adduct have been studied by HPLC and NMR, and its structure has been confirmed by isolation through preparative HPLC, followed by 1H NMR and mass spectral analysis. These results suggest a possible role for glutathione conjugation during the metabolism of PBDs such as anthramycin.

Item Type:Article
Departments, units and centres:Department of Pharmaceutical and Biological Chemistry > Department of Pharmaceutical and Biological Chemistry
ID Code:2928
Journal or Publication Title:Pharmaceutical Sciences
Deposited By:Library Staff
Deposited On:09 Mar 2012 10:37
Last Modified:09 Mar 2012 10:37

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