Document Detail


Semiquinones derived from anthraquinone-containing antitumor drugs can partition into phosphatidylcholine bilayers.
MedLine Citation:
PMID:  2166575     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
Semiquinones derived from anthraquinone-containing antitumor drugs (doxorubicin, daunorubicin and 4'-epidoxorubicin) were generated by the hypoxanthine/xanthine oxidase system in argon-saturated phosphate buffer (pH 7.4) in the presence of egg-yolk phosphatidylcholine multilamellar vesicles (MLVs) containing 1 mol% of a doxylstearic acid (DSA) isomer. The destruction of the electron spin resonance signal corresponding to 5-, 12- and 15-DSA included in the MLVs follows pseudo-first-order kinetics. Higher rates of destruction are obtained for the 12-DSA isomer which indicates that these semiquinones can localize preferentially about the depth of the 12th position of stearic acid in membranes. It is demonstrated that DSA destruction is due to a reversible reduction of DSA to the hydroxylamine species. This work shows that anthracycline semiquinones can partition into phosphatidylcholine bilayers under anoxic conditions which may imply another pathway in their cytotoxic action.
Authors:
A E Alegría; M S Rodríguez; J Hernández
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Publication Detail:
Type:  Journal Article; Research Support, U.S. Gov't, P.H.S.    
Journal Detail:
Title:  Biochimica et biophysica acta     Volume:  1035     ISSN:  0006-3002     ISO Abbreviation:  Biochim. Biophys. Acta     Publication Date:  1990 Jul 
Date Detail:
Created Date:  1990-09-20     Completed Date:  1990-09-20     Revised Date:  2007-11-14    
Medline Journal Info:
Nlm Unique ID:  0217513     Medline TA:  Biochim Biophys Acta     Country:  NETHERLANDS    
Other Details:
Languages:  eng     Pagination:  51-5     Citation Subset:  IM    
Affiliation:
Department of Chemistry, University of Puerto Rico, Humacao 00661.
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MeSH Terms
Descriptor/Qualifier:
Anthraquinones / metabolism*
Antineoplastic Agents / metabolism*
Benzoquinones*
Cell Membrane / analysis
Electron Spin Resonance Spectroscopy
Kinetics
Lipid Bilayers / metabolism*
Phosphatidylcholines*
Quinones / analysis*
Stearic Acids / metabolism
Grant Support
ID/Acronym/Agency:
RR08216/RR/NCRR NIH HHS
Chemical
Reg. No./Substance:
0/Anthraquinones; 0/Antineoplastic Agents; 0/Benzoquinones; 0/Lipid Bilayers; 0/Phosphatidylcholines; 0/Quinones; 0/Stearic Acids; 3225-29-4/semiquinone radicals; 57-11-4/stearic acid

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


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