Photoinduced reactivity of Doxorubicin: catalysis and degradation.
Summary of "Photoinduced reactivity of Doxorubicin: catalysis and degradation."
Doxorubicin exhibits unusual photoreactivity in aqueous solutions. Our data show that there are two distinct photoreactive pathways for doxorubicin. One is a two-step process that leads to the formation of 3-methoxysalicylic acid, a stable degradation product. The other pathway is a photoreduction of doxorubicin to form the corresponding dihydroquinone, which undergoes spontaneous oxidation mediated by dissolved oxygen to recover doxorubicin with the formation of hydrogen peroxide. Our data account for the known nonlinear dependence of doxorubicin fluorescence intensity on concentration.
Affiliation
Department of Chemistry, University of Warsaw , Pasteura 1, Warsaw 02-093 Poland.
Journal Details
This article was published in the following journal.
Name: The journal of physical chemistry. A
ISSN: 1520-5215
Pages: 4330-7
Links
- PubMed Source: http://www.ncbi.nlm.nih.gov/pubmed/22493944
- DOI: http://dx.doi.org/10.1021/jp303218r
Medical and Biotech [MESH] Definitions
Doxorubicin
Antineoplastic antibiotic obtained from Streptomyces peucetius. It is a hydroxy derivative of DAUNORUBICIN.
Epirubicin
An anthracycline which is the 4'-epi-isomer of doxorubicin. The compound exerts its antitumor effects by interference with the synthesis and function of DNA.
Catalysis
The facilitation of a chemical reaction by material (catalyst) that is not consumed by the reaction.
Serine Proteases
Peptide hydrolases that contain at the active site a SERINE residue involved in catalysis.
Serine Endopeptidases
Any member of the group of ENDOPEPTIDASES containing at the active site a serine residue involved in catalysis.
PubMed Articles
Adsorption and Degradation of Doxorubicin from Aqueous Solution in Polypropylene Containers.
The purpose of this study was to examine doxorubicin adsorption in polypropylene containers as a function of pH and drug concentration based on anecdotal evidence of such adsorption. Doxorubicin loss...
Enhanced photoinduced surface reactivity of mesoporous titania modified with benzene siloxane.
Mesoporous TiO(2) modified with benzene siloxane displays a capability to generate more hydroxyl radicals upon photo-illumination, which substantially enhances its surface reactivity for the degradati...
Poly(methyl malate) Nanoparticles: Formation, Degradation, and Encapsulation of Anticancer Drugs.
PMLA nanoparticles with diameters of 150-250 nm are prepared, and their hydrolytic degradation is studied under physiological conditions. Degradation occurs by hydrolysis of the side chain methyl es...
Hepatocellular carcinoma (HCC) is one of the most common malignant tumors worldwide. The mechanisms by which hepatoma cells resist apoptosis induced by doxorubicin are largely unknown. MAPKAPK5 (MK5),...
Super Brønsted acid catalysis.
Brønsted acid catalysis has emerged as a new class of catalysis in modern organic synthesis. However, in order to make the utility of the Brønsted acid catalysis as broad as the well-developed Lewis...
Clinical Trials
Sunscreen RV 2457C in Photoinduced CLE
Lupus erythematosus (LE) is characterized by a large clinical spectrum, and sunligt is a well established factor in the induction and exacerbation of this disease. In all subsets of LE, sk...
PCI-24781 in Combination With Doxorubicin to Treat Sarcoma
The purpose of this research study is to determine the safety and maximum tolerated dose of PCI-24781 that can be given safely with doxorubicin (phase I) and the safety and efficacy of PCI...
RATIONALE: Drugs used in chemotherapy work in different ways to stop tumor cells from dividing so they stop growing or die. It is not yet known whether Onconase plus doxorubicin is more ef...
The Role of the Glutamatergic System in the Extinction of Conditioned Reinforcement Processes
The aim of this project is to explore whether the extinction of cue-reactivity following a cue-exposure based intervention in volunteers with an alcohol dependence is facilitated by drugs...
Study of CoQ10 During One Cycle of Doxorubicin Treatment for Breast Cancer
This research study hopes to examine the effects of Coenzyme Q10 on doxorubicin (Adriamycin) metabolism during breast cancer treatment. Doxorubicin is a lifesaving breast cancer treatment....
