One-electron reduction of daunorubicin intercalated in DNA or in a protein: a gamma radiolysis study.
The one-electron reduction of daunorubicin, an anthracycline antibiotic, intercalated in DNA or in the apoprotein of the riboflavin binding protein, was studied by gamma radiolysis. The two reduction mechanisms appear very similar to the one found for the non-intercalated drug. Hydrogen peroxide, which oxidizes non-intercalated hydroquinone daunorubicin with two electrons in one step (C. Houée-Levin, M. Gardès-Albert and C. Ferradin, FEBS lett., 173, 27-30, (1984)), reacts with daunorubicin hydroquinone in DNA but not in the protein. It appears thus that the site accessibility to hydrogen peroxide in DNA is better than in the protein. Biological consequences are discussed.
Houée-Levin
C
C
Laboratoire de Chimie Physique, UA 400, Université Paris V, France.
Gardès-Albert
M
M
Benzineb
K
K
Rouscilles
A
A
Ferradini
C
C
D001059:Apoproteins / Q000378:metabolism; D002245:Carbon Dioxide / Q000378:metabolism; D002352:Carrier Proteins / Q000378:metabolism; D003037:Cobalt Radioisotopes; D004247:DNA / Q000378:metabolism*; D003630:Daunorubicin / Q000737:chemistry / Q000378:metabolism*; D005609:Free Radicals; D005720:Gamma Rays; D006861:Hydrogen Peroxide / Q000378:metabolism; D026901:Membrane Transport Proteins; D015394:Molecular Structure; D010084:Oxidation-Reduction; D011506:Proteins / Q000378:metabolism*
D001059:Apoproteins; D002352:Carrier Proteins; D003037:Cobalt Radioisotopes; D005609:Free Radicals; D026901:Membrane Transport Proteins; D011506:Proteins; C019079:riboflavin-binding protein; D002245:Carbon Dioxide; C041069:carboxyl radical; D004247:DNA; D006861:Hydrogen Peroxide; D003630:Daunorubicin