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Degradation of the chemotherapy drug 5-fluorouracil on medical-grade silver surfaces

Risinggård, Helene Kjær; Cooil, Simon; Mazzola, Federico; Hu, Di; Kjærvik, Marit; Østli, Elise Ramleth; Patil, Nilesh; Preobrajenski, Alexei LU ; Andrew Evans, D. and Breiby, Dag W., et al. (2018) In Applied Surface Science 435. p.1213-1219
Abstract

The degradation of the chemotherapy drug 5-fluorouracil by a non-pristine metal surfaces is studied. Using density functional theory, X-ray photoelectron spectroscopy and X-ray absorption spectroscopy we show that the drug is entirely degraded by medical-grade silver surfaces, already at body temperature, and that all of the fluorine has left the molecule, presumably as HF. Remarkably, this degradation is even more severe than that reported previously for 5-fluorouracil on a pristine monocrystalline silver surface (in which case 80% of the drug reacted at body temperature) [1]. We conclude that the observed reaction is due to a reaction pathway, driven by H to F attraction between molecules on the surface, which results in the direct... (More)

The degradation of the chemotherapy drug 5-fluorouracil by a non-pristine metal surfaces is studied. Using density functional theory, X-ray photoelectron spectroscopy and X-ray absorption spectroscopy we show that the drug is entirely degraded by medical-grade silver surfaces, already at body temperature, and that all of the fluorine has left the molecule, presumably as HF. Remarkably, this degradation is even more severe than that reported previously for 5-fluorouracil on a pristine monocrystalline silver surface (in which case 80% of the drug reacted at body temperature) [1]. We conclude that the observed reaction is due to a reaction pathway, driven by H to F attraction between molecules on the surface, which results in the direct formation of HF; a pathway which is favoured when competing pathways involving reactive Ag surface sites are made unavailable by environmental contamination. Our measurements indicate that realistically cleaned, non-pristine silver alloys, which are typically used in medical applications, can result in severe degradation of 5-fluorouracil, with the release of HF – a finding which may have important implications for the handling of chemotherapy drugs.

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publication status
published
subject
keywords
Chemotherapy, DFT, Fluorouracil, Photoemission, Silver, Surface science
in
Applied Surface Science
volume
435
pages
7 pages
publisher
Elsevier
external identifiers
  • scopus:85036453446
ISSN
0169-4332
DOI
10.1016/j.apsusc.2017.11.221
language
English
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yes
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f527a6ee-49e7-4cf2-8270-db8fee209021
date added to LUP
2017-12-14 07:18:13
date last changed
2018-02-02 16:32:08
@article{f527a6ee-49e7-4cf2-8270-db8fee209021,
  abstract     = {<p>The degradation of the chemotherapy drug 5-fluorouracil by a non-pristine metal surfaces is studied. Using density functional theory, X-ray photoelectron spectroscopy and X-ray absorption spectroscopy we show that the drug is entirely degraded by medical-grade silver surfaces, already at body temperature, and that all of the fluorine has left the molecule, presumably as HF. Remarkably, this degradation is even more severe than that reported previously for 5-fluorouracil on a pristine monocrystalline silver surface (in which case 80% of the drug reacted at body temperature) [1]. We conclude that the observed reaction is due to a reaction pathway, driven by H to F attraction between molecules on the surface, which results in the direct formation of HF; a pathway which is favoured when competing pathways involving reactive Ag surface sites are made unavailable by environmental contamination. Our measurements indicate that realistically cleaned, non-pristine silver alloys, which are typically used in medical applications, can result in severe degradation of 5-fluorouracil, with the release of HF – a finding which may have important implications for the handling of chemotherapy drugs.</p>},
  author       = {Risinggård, Helene Kjær and Cooil, Simon and Mazzola, Federico and Hu, Di and Kjærvik, Marit and Østli, Elise Ramleth and Patil, Nilesh and Preobrajenski, Alexei and Andrew Evans, D. and Breiby, Dag W. and Trinh, Thuat T. and Wells, Justin W.},
  issn         = {0169-4332},
  keyword      = {Chemotherapy,DFT,Fluorouracil,Photoemission,Silver,Surface science},
  language     = {eng},
  month        = {03},
  pages        = {1213--1219},
  publisher    = {Elsevier},
  series       = {Applied Surface Science},
  title        = {Degradation of the chemotherapy drug 5-fluorouracil on medical-grade silver surfaces},
  url          = {http://dx.doi.org/10.1016/j.apsusc.2017.11.221},
  volume       = {435},
  year         = {2018},
}