| Photoreactivity of 5-Fluorouracil under UVB light: Photolysis and Cytotoxicity Studies. | |
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MedLine Citation:
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PMID: 21728355 Owner: NLM Status: Publisher |
Abstract/OtherAbstract:
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The photodegradation of the chemotherapeutic agent 5-fluorouracil (5-FU) under UVB light was studied both in aqueous and methanol solutions and in systemic and topical formulations. As monitored by HPLC, photodegradation in solution takes place in a concentration dependent manner, thus the solution for parenteral administration (10-1 M) showed negligible loss of the active principle. On the contrary, the commercial cream containing 5% of 5-FU showed low stability under UVB exposure. When dissolved either in water or methanol, 5-FU yields two photoproducts which have been characterized as two isomers coming from the addition of the solvent to the 5,6 double bond of the drug. As a consequence, photomodified 5-FU loses its antiproliferative activity on HCT-15 and HeLa cells. MS analysis showed that photoaddition occurred with nucleophilic amino acids, such as cysteine and serine, while susceptible amino acids (cysteine and methionine) were oxidized. In fact, high production of superoxide anion under UVB light as well as photooxidation of BSA suggest protein photodamage as a mechanism of photosensitisation. Indeed, some phototoxicity was shown in experiments on NCTC keratinocytes and MCF-7 resistant cells irradiated with UVB light. The interactions with these biological targets may contribute to skin phototoxicity and photoallergy induced by 5-FU in vivo. |
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Authors:
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Giorgia Miolo; Cristina Marzano; Valentina Gandin; Angelo Claudio Palozzo; Daniele Dalzoppo; Alessia Salvador; Sergio Caffieri |
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Publication Detail:
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Type: JOURNAL ARTICLE Date: 2011-7-5 |
Journal Detail:
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Title: Chemical research in toxicology Volume: - ISSN: 1520-5010 ISO Abbreviation: - Publication Date: 2011 Jul |
Date Detail:
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Created Date: 2011-7-6 Completed Date: - Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 8807448 Medline TA: Chem Res Toxicol Country: - |
Other Details:
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Languages: ENG Pagination: - Citation Subset: - |
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From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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