| Reduction of antitumour mitosenes in non-aqueous and aqueous environment. An electron spin resonance and cyclic voltammetry study. | |
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MedLine Citation:
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PMID: 7704182 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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Chemical reduction of mitosenes under aerobic conditions in DMSO showed characteristic ESR signals of the mitosene derived semiquinone free radicals. However, these signals diminished strongly upon addition of water to the reaction mixture, indicating a short lifetime of the mitosene semiquinone free radicals under aqueous conditions. In addition, enzymatic one-electron reduction of these mitosenes with either xanthine oxidase or purified NADPH cytochrome P450 reductase under anaerobic conditions showed no signals of the mitosene semiquinone free radicals. Subsequent cyclic voltammetry measurements demonstrated facilitation of the further one-electron reduction of the mitosene semiquinone free radicals in the presence of water in comparison with non-aqueous conditions. The present results strongly suggest that in the presence of water relatively stable hydroquinones are formed upon reduction of mitosenes. Consequently, the steady state concentrations of mitosene semiquinone free radicals will be lowered substantially in aqueous environment. Thus under physiological conditions, two-electron reduction and formation of the mitosene hydroquinone might be important in processes leading to DNA alkylation by these mitosenes. |
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Authors:
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M Maliepaard; N J De Mol; L H Janssen; A R Goeptar; J M Te Koppele; N P Vermeulen; W Verboom; D N Reinhoudt |
Publication Detail:
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Type: Journal Article; Research Support, Non-U.S. Gov't |
Journal Detail:
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Title: Free radical research Volume: 22 ISSN: 1071-5762 ISO Abbreviation: Free Radic. Res. Publication Date: 1995 Feb |
Date Detail:
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Created Date: 1995-05-05 Completed Date: 1995-05-05 Revised Date: 2007-11-15 |
Medline Journal Info:
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Nlm Unique ID: 9423872 Medline TA: Free Radic Res Country: SWITZERLAND |
Other Details:
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Languages: eng Pagination: 109-21 Citation Subset: IM |
Affiliation:
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Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Utrecht University, The Netherlands. |
Export Citation:
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| MeSH Terms | |
Descriptor/Qualifier:
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Alkylation Animals Antineoplastic Agents / chemistry*, metabolism Borohydrides / chemistry DNA / chemistry Dimethyl Sulfoxide Electron Spin Resonance Spectroscopy* Free Radicals Mitomycins / chemistry*, metabolism NADPH-Ferrihemoprotein Reductase / metabolism Oxidation-Reduction Quinones / chemistry Rats Solutions Water* Xanthine Oxidase / metabolism |
| Chemical | |
Reg. No./Substance:
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0/Antineoplastic Agents; 0/Borohydrides; 0/Free Radicals; 0/Mitomycins; 0/Quinones; 0/Solutions; 16940-66-2/sodium borohydride; 3567-35-9/mitosene; 67-68-5/Dimethyl Sulfoxide; 7732-18-5/Water; 9007-49-2/DNA; EC 1.17.3.2/Xanthine Oxidase; EC 1.6.2.4/NADPH-Ferrihemoprotein Reductase |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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