Investigations on the Decomposition of Carboplatin in Infusion Solutions II. Effect of 1,1-Cyclobutanedicarboxylic Acid Admixture

Schnurr, Beate; Heinrich, Heike; Gust, Ronald

doi:10.1007/s00604-002-0898-4

Cited by 12 publications

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“…The activity of clinical formulations of the drugs cisplatin (3.3 mM in 0.9% saline with 10 mg/mL mannitol), carboplatin (27 mM in 5% glucose solution (31)) and oxaliplatin (12.6 mM in 5% glucose solution (32)) were compared with analogous solvent preparations to the clinical formulation (i.e., saline for cisplatin, water for carboplatin and oxaliplatin), and solutions of each drug in DMSO (at 20 mM stock solution). Satraplatin is only available as capsules for oral use, and aqueous solubility is poor.…”

Section: Resultsmentioning

confidence: 99%

Say No to DMSO: Dimethylsulfoxide Inactivates Cisplatin, Carboplatin, and Other Platinum Complexes

et al. 2014

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The platinum drugs cisplatin, carboplatin and oxaliplatin are highly utilized in the clinic and as a consequence are extensively studied in the laboratory setting. In this study, we examined the literature and found a significant number of studies (11 - 34%) in prominent cancer journals utilizing cisplatin dissolved in dimethylsulfoxide (DMSO). However, dissolving cisplatin in DMSO for laboratory-based studies results in ligand displacement and changes the structure of the complex. We examined the effect of DMSO on platinum complexes, including cisplatin, carboplatin and oxaliplatin, finding that DMSO reacted with the complexes, inhibited their cytotoxicity and their ability to initiate cell death. These results render a substantial portion of the literature on cisplatin uninterpretable. Raising awareness of this significant issue in the cancer biology community is critical, and we make recommendations on appropriate solvation of platinum drugs for research.

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Section: Resultsmentioning

confidence: 99%

Say No to DMSO: Dimethylsulfoxide Inactivates Cisplatin, Carboplatin, and Other Platinum Complexes

et al. 2014

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“…Ready-to-use carboplatin infusion solutions have a typical shelf life of ∼14 months during which time, depending on the storage temperature, a few percent is hydrolyzed to the ringopened complex (39). Since blood contains ∼24 mM carbonate, 2.1 mM of which is aquated CO 2 at pH 7.4 (24), infusion of the drug solution into blood could result in the rapid formation of small amounts of monocarbonato species by reaction of a carboplatin aquo/hydroxo compound with dissolved CO 2 .…”

Section: Introductionmentioning

confidence: 99%

Role of Carbonate in the Cytotoxicity of Carboplatin

Pasqua

Goodisman

Kerwood

et al. 2007

Chem. Res. Toxicol.

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Carboplatin, [Pt(NH3)2(CBDCA-O,O')], 1, where CBDCA is cyclobutane-1,1-dicarboxylate, is used against ovarian, lung, and other types of cancer. We recently showed (Di Pasqua et al. (2006) Chem. Res. Toxicol. 19, 139-149) that carboplatin reacts with carbonate under conditions that simulate therapy to produce carbonato carboplatin, cis-[Pt(NH3)2(O-CBDCA)(CO3)]2-, 2. We use 13C and 1H NMR and UV-visible absorption spectroscopy to show that solutions containing carboplatin that have been aged in carbonate buffer under various conditions contain 1, 2, and other compounds. We then show that aging carboplatin in carbonate produces compounds that are more toxic to human neuroblastoma (SK-N-SH), proximal renal tubule (HK-2) and Namalwa-luc Burkitt's lymphoma (BL) cells than carboplatin alone. Moreover, increasing the aging time increases the cytotoxicity of the platinum solutions as measured by the increase in cell death. Although HK-2 cells experience a large loss in survival upon exposure to carbonato forms of the drug, they have the highest values of IC50 of the three cell lines studied, so that HK-2 cells remain the most resistant to the toxic effects of the carbonato forms in the culture medium. This is consistent with the well-known low renal toxicity observed for carboplatin in therapy. The uptake rates for normal Jurkat cells (NJ) and cisplatin-resistant Jurkat cells (RJ), measured by inductively coupled plasma mass spectrometry (ICP-MS), are 16.6 +/- 4.2 and 12.3 +/- 4.8 amol of Pt h-1 cell-1, respectively, when exposed to carboplatin alone. However, when these cells are exposed to carboplatin that has been aged in carbonate media, normal Jurkat cells strongly bind/take up Pt at a rate of 14.5 +/- 4.1 amol of Pt h-1 cell-1, while resistant cells strongly bind/take up 5.1 +/- 3.3 amol of Pt h-1 cell-1. Collectively, these studies show that carboplatin carbonato species may play a major role in the cytotoxicity and uptake of carboplatin by cells.

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“…Total content of platinum in physiological fluids and tissues can also be determined by ET AAS [44, [125][126][127][128][129][130][131][132][133][134][135], AV [99,[136][137][138], and NAA [139][140][141]. AAS was found applicable for determination of Pt in various peptide fractions (<5000, <50,000, and <100,000 Da) isolated by ultrafiltration from samples with high protein content [142], in DNA complexes after separation by CE [143], and for examination of the decomposition products of carboplatin (by high-performance liquid chromatography, HPLC) during long-term storage (5-78 months) [133]. Because of the extremely low DLs achieved, AV was found applicable for examination of long-term levels (over 10 years) of Pt in patients treated with Pt-based drugs [136,137].…”

Section: Determination Of Platinum In Clinical Samplesmentioning

confidence: 99%

Quantification of Noble Metals in Biological and Environmental Samples

Balcerzak

2016

Handbook of Trace Analysis

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Investigations on the Decomposition of Carboplatin in Infusion Solutions II. Effect of 1,1-Cyclobutanedicarboxylic Acid Admixture

Cited by 12 publications

References 0 publications

Say No to DMSO: Dimethylsulfoxide Inactivates Cisplatin, Carboplatin, and Other Platinum Complexes

Say No to DMSO: Dimethylsulfoxide Inactivates Cisplatin, Carboplatin, and Other Platinum Complexes

Role of Carbonate in the Cytotoxicity of Carboplatin

Quantification of Noble Metals in Biological and Environmental Samples

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