Literature DB >> 6614911

One-electron reduction of adriamycin: properties of the semiquinone.

E J Land, T Mukherjee, A J Swallow, J M Bruce.   

Abstract

Pulse radiolysis of aqueous solutions containing adriamycin and redox indicators of known one-electron reduction potential (E1) shows that its E1 at pH 7 is -328 mV (vs NHE). The variation E1 with pH in the range 6-12 shows that the net charge on the semiquinone at pH 7 is zero. As well as the pKa values of 2.9 and greater than or equal to 14 established independently, the semiquinone has a pKa close to 9.2. The new data enable the structure and likely reactivity of the semiquinone to be specified.

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Year:  1983        PMID： 6614911     DOI： 10.1016/0003-9861(83)90013-9

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


  11 in total

1.  Stability of adriamycin-induced DNA adducts and interstrand crosslinks.

Authors:  A van Rosmalen; C Cullinane; S M Cutts; D R Phillips
Journal:  Nucleic Acids Res       Date:  1995-01-11       Impact factor: 16.971

2.  Syncatalytic inactivation of prolyl 4-hydroxylase by anthracyclines.

Authors:  V Günzler; H M Hanauske-Abel; R Myllylä; D D Kaska; A Hanauske; K I Kivirikko
Journal:  Biochem J       Date:  1988-04-15       Impact factor: 3.857

Review 3.  Thermodynamic and kinetic considerations for the reaction of semiquinone radicals to form superoxide and hydrogen peroxide.

Authors:  Yang Song; Garry R Buettner
Journal:  Free Radic Biol Med       Date:  2010-05-21       Impact factor: 7.376

4.  Formation of adriamycin--DNA adducts in vitro.

Authors:  C Cullinane; S M Cutts; A van Rosmalen; D R Phillips
Journal:  Nucleic Acids Res       Date:  1994-06-25       Impact factor: 16.971

Review 5.  Are reduced quinones necessarily involved in the antitumour activity of quinone drugs?

Authors:  J Butler; B M Hoey
Journal:  Br J Cancer Suppl       Date:  1987-06

6.  Vitamin E deficiency accentuates adriamycin-induced cardiomyopathy and cell surface changes.

Authors:  P K Singal; J G Tong
Journal:  Mol Cell Biochem       Date:  1988-12       Impact factor: 3.396

7.  The iron(III)-adriamycin complex inhibits cytochrome c oxidase before its inactivation.

Authors:  B B Hasinoff; J P Davey
Journal:  Biochem J       Date:  1988-03-15       Impact factor: 3.857

8.  Mechanisms of Doxorubicin Toxicity in Pancreatic β-Cells.

Authors:  Emma A Heart; Shpetim Karandrea; Xiaomei Liang; Maren E Balke; Patrick A Beringer; Elyse M Bobczynski; Delaine Zayas-Bazán Burgos; Tiffany Richardson; Joshua P Gray
Journal:  Toxicol Sci       Date:  2016-06-02       Impact factor: 4.849

9.  Doxorubicin in vivo rapidly alters expression and translation of myocardial electron transport chain genes, leads to ATP loss and caspase 3 activation.

Authors:  Amy V Pointon; Tracy M Walker; Kate M Phillips; Jinli Luo; Joan Riley; Shu-Dong Zhang; Joel D Parry; Jonathan J Lyon; Emma L Marczylo; Timothy W Gant
Journal:  PLoS One       Date:  2010-09-15       Impact factor: 3.240

Review 10.  A chemical perspective on the anthracycline antitumor antibiotics.

Authors:  B R Abdella; J Fisher
Journal:  Environ Health Perspect       Date:  1985-12       Impact factor: 9.031
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