Faculty Collaboration Database

An electron spin resonance study of the reduction of peroxides by anthracycline semiquinones. Biochim Biophys Acta 1984 Jun 29;799(3):270-5

Date

06/29/1984

Pubmed ID

6329317

DOI

10.1016/0304-4165(84)90270-8

Scopus ID

2-s2.0-0021185940 (requires institutional sign-in at Scopus site)   83 Citations

Abstract

Direct and spin-trapping electron spin resonance methods have been used to study the reactivity of semiquinone radicals from the anthracycline antibiotics daunorubicin and adriamycin towards peroxides (hydrogen peroxide, t-butyl hydroperoxide and cumene hydroperoxide). Semiquinone radicals were generated by one-electron reduction of anthracyclines, using xanthine/xanthine oxidase. It is shown that the semiquinones are effective reducing agents for all the peroxides. From spin-trapping experiments it is inferred that the radical product is either OH (from H2O2) or an alkoxyl radical (from the hydroperoxides) which undergoes beta-scission to give the methyl radical. The rate constant for reaction of semiquinone with H2O2 is estimated to be approx. 10(4)-10(5) M-1 X s-1. The reduction does not appear to require catalysis by metal ions.

Author List

Kalyanaraman B, Sealy RC, Sinha BK

Author

Balaraman Kalyanaraman PhD Professor in the Biophysics department at Medical College of Wisconsin

MESH terms used to index this publication - Major topics in bold

Chemical Phenomena
Chemistry
Daunorubicin
Doxorubicin
Electron Spin Resonance Spectroscopy
Hydrogen Peroxide