Literature DB >> 17686452

Doxorubicin inhibits oxidation of 2,2'-azino-bis(3-ethylbenzothiazoline-6-sulfonate) (ABTS) by a lactoperoxidase/H(2)O(2) system by reacting with ABTS-derived radical.

Krzysztof J Reszka1, Bradley E Britigan.   

Abstract

The effect of doxorubicin on oxidation of 2,2'-azino-bis(3-ethylbenzothiazoline-6-sulfonate) (ABTS) by lactoperoxidase and hydrogen peroxide has been investigated. It was found that: (1) oxidation of ABTS to its radical cation (ABTS*(+)) is inhibited by doxorubicin as evidenced by its induction of a lag period, duration of which depends on doxorubicin concentration; (2) the inhibition is due to doxorubicin hydroquinone reducing the ABTS*(+) radical (stoichiometry 1: 1.8); (3) concomitant with the ABTS*(+) reduction is oxidation of doxorubicin; only when the doxorubicin concentration decreases to a near zero level, net oxidation of ABTS could be detected; (4) oxidation of doxorubicin leads to its degradation to 3-methoxysalicylic acid and 3-methoxyphthalic acid; (5) the efficacy of doxorubicin to quench ABTS*(+) is similar to the efficacy of p-hydroquinone, glutathione and Trolox C. These observations support the assertion that under certain conditions doxorubicin can function as an antioxidant. They also suggest that interaction of doxorubicin with oxidants may lead to its oxidative degradation.

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Year:  2007        PMID: 17686452      PMCID: PMC2329579          DOI: 10.1016/j.abb.2007.06.027

Source DB:  PubMed          Journal:  Arch Biochem Biophys        ISSN: 0003-9861            Impact factor:   4.013


  27 in total

1.  Steady-state kinetics of lactoperoxidase with ABTS as chromogen.

Authors:  J S Shindler; W G Bardsley
Journal:  Biochem Biophys Res Commun       Date:  1975-12-15       Impact factor: 3.575

2.  Enthalpy of decomposition of hydrogen peroxide by catalase at 25 degrees C (with molar extinction coefficients of H 2 O 2 solutions in the UV).

Authors:  D P Nelson; L A Kiesow
Journal:  Anal Biochem       Date:  1972-10       Impact factor: 3.365

3.  On the molecular mechanism of lactoperoxidase-catalyzed H2O2 metabolism and irreversible enzyme inactivation.

Authors:  H Jenzer; W Jones; H Kohler
Journal:  J Biol Chem       Date:  1986-11-25       Impact factor: 5.157

4.  The steady-state kinetics of peroxidase with 2,2'-azino-di-(3-ethyl-benzthiazoline-6-sulphonic acid) as chromogen.

Authors:  R E Childs; W G Bardsley
Journal:  Biochem J       Date:  1975-01       Impact factor: 3.857

5.  Doxorubicin-dependent reduction of ferrylmyoglobin and inhibition of lipid peroxidation: implications for cardiotoxicity of anticancer anthracyclines.

Authors:  Pierantonio Menna; Emanuela Salvatorelli; Rossella Giampietro; Giovanni Liberi; Giovanni Teodori; Antonio M Calafiore; Giorgio Minotti
Journal:  Chem Res Toxicol       Date:  2002-09       Impact factor: 3.739

6.  Acetaminophen stimulates the peroxidative metabolism of anthracyclines.

Authors:  Krzysztof J Reszka; Laura H Britigan; George T Rasmussen; Brett A Wagner; C Patrick Burns; Bradley E Britigan
Journal:  Arch Biochem Biophys       Date:  2004-07-01       Impact factor: 4.013

7.  Oxidative degradation of cardiotoxic anticancer anthracyclines to phthalic acids. Novel function or ferrylmyoglobin.

Authors:  Antonella Cartoni; Pierantonio Menna; Emanuela Salvatorelli; Daniela Braghiroli; Rossella Giampietro; Fabio Animati; Andrea Urbani; Piero Del Boccio; Giorgio Minotti
Journal:  J Biol Chem       Date:  2003-11-21       Impact factor: 5.157

8.  Oxidation of anthracycline anticancer agents by the peroxidase mimic microperoxidase 11 and hydrogen peroxide.

Authors:  Krzysztof J Reszka; Michael L McCormick; Bradley E Britigan
Journal:  Free Radic Biol Med       Date:  2003-07-01       Impact factor: 7.376

9.  Self-association of daunomycin.

Authors:  J B Chaires; N Dattagupta; D M Crothers
Journal:  Biochemistry       Date:  1982-08-17       Impact factor: 3.162

10.  Anthracycline antibiotic-stimulated superoxide, hydrogen peroxide, and hydroxyl radical production by NADH dehydrogenase.

Authors:  J H Doroshow
Journal:  Cancer Res       Date:  1983-10       Impact factor: 12.701

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  2 in total

1.  Catalytic performance and thermostability of chloroperoxidase in reverse micelle: achievement of a catalytically favorable enzyme conformation.

Authors:  Yali Wang; Jinyue Wu; Xuejiao Ru; Yucheng Jiang; Mancheng Hu; Shuni Li; Quanguo Zhai
Journal:  J Ind Microbiol Biotechnol       Date:  2010-08-31       Impact factor: 3.346

Review 2.  ABTS/PP Decolorization Assay of Antioxidant Capacity Reaction Pathways.

Authors:  Igor R Ilyasov; Vladimir L Beloborodov; Irina A Selivanova; Roman P Terekhov
Journal:  Int J Mol Sci       Date:  2020-02-08       Impact factor: 5.923

  2 in total

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