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Reactions of cisplatin and oxaliplatin with penicillin G : implications for drug inactivation and biological activity
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Wang, Fang-Xin, Prokes, Ivan, Song, Lijiang, Shi, Huayun and Sadler, Peter J. (2022) Reactions of cisplatin and oxaliplatin with penicillin G : implications for drug inactivation and biological activity. JBIC Journal of Biological Inorganic Chemistry, 27 . pp. 695-704. doi:10.1007/s00775-022-01958-z ISSN 0949-8257.
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WRAP-Reactions-of-cisplatin-and-oxaliplatin-with-penicillin-G-implications-for-drug-inactivation-and-biological-activity-Wang-2022.pdf - Published Version - Requires a PDF viewer. Available under License Creative Commons Attribution 4.0. Download (2162Kb) | Preview |
Official URL: http://dx.doi.org/10.1007/s00775-022-01958-z
Abstract
Determination of the toxicity of compounds toward cancer cells is a frequent procedure in drug discovery. For metal complexes, which are often reactive prodrugs, care has to be taken to consider reactions with components of the cell culture medium that might change the speciation of the metal complex before it is taken up by the cells. Here, we consider possible reactions between the clinical platinum drugs cisplatin and oxaliplatin with penicillin G, an antibiotic added routinely to cell culture media to prevent bacterial contamination. Platinum has a high affinity for ligands with sulfur donors. Penicillin G is an unstable thioether that degrades in a range of pathways. Nuclear magnetic resonance (NMR) and UV–Vis absorption spectroscopic studies show that reactions with cisplatin can occur within minutes to hours at 310 K, but more slowly with oxaliplatin. The identities of the Pt- adducts were investigated by mass spectrometry. The marked effect on cytotoxicity of co-incubation of cisplatin with penicillin G was demonstrated for the HeLa human cervical cancer cell line. These studies highlight the possibility that reactions with penicillin G might influence the cytotoxic activity of metal complexes determined in culture media.
Item Type: | Journal Article | |||||||||||||||
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Subjects: | Q Science > QD Chemistry R Medicine > RC Internal medicine R Medicine > RM Therapeutics. Pharmacology |
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Divisions: | Faculty of Science, Engineering and Medicine > Science > Chemistry | |||||||||||||||
Library of Congress Subject Headings (LCSH): | Cisplatin , Oxaliplatin, Penicillin , Anti-infective agents, Antibody-dependent cell cytotoxicity, Chemistry, Inorganic | |||||||||||||||
Journal or Publication Title: | JBIC Journal of Biological Inorganic Chemistry | |||||||||||||||
Publisher: | Springer | |||||||||||||||
ISSN: | 0949-8257 | |||||||||||||||
Official Date: | December 2022 | |||||||||||||||
Dates: |
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Volume: | 27 | |||||||||||||||
Page Range: | pp. 695-704 | |||||||||||||||
DOI: | 10.1007/s00775-022-01958-z | |||||||||||||||
Status: | Peer Reviewed | |||||||||||||||
Publication Status: | Published | |||||||||||||||
Access rights to Published version: | Open Access (Creative Commons) | |||||||||||||||
Date of first compliant deposit: | 4 October 2022 | |||||||||||||||
Date of first compliant Open Access: | 5 October 2022 | |||||||||||||||
RIOXX Funder/Project Grant: |
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