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https://hdl.handle.net/2440/18017
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dc.contributor.author | Kaminskas, L. | - |
dc.contributor.author | Pyke, S. | - |
dc.contributor.author | Burcham, P. | - |
dc.date.issued | 2004 | - |
dc.identifier.citation | Organic and Biomolecular Chemistry, 2004; 2(18):2578-2584 | - |
dc.identifier.issn | 1477-0520 | - |
dc.identifier.issn | 1477-0539 | - |
dc.identifier.uri | http://hdl.handle.net/2440/18017 | - |
dc.description | © Royal Society of Chemistry 2004 | - |
dc.description.abstract | The nucleophilic drug hydralazine strongly inhibits cell toxicity mediated by acrolein, a short chain 2-alkenal formed during lipid peroxidation. We here report the chemistry of acrolein-trapping by hydralazine, and show that together with its structural analogue dihydralazine, it also readily traps crotonaldehyde. Isolable reaction products included (1E)-acrylaldehyde phthalazin-1-ylhydrazone (E-APH), (1Z)-acrylaldehyde phthalazin-1-ylhydrazone (Z-APH), (1E,2E)-but-2-enal phthalazin-1-ylhydrazone (E-BPH) and (1Z,2E)-but-2-enal phthalazin-1-ylhydrazone (Z-BPH). Concentration-dependent formation of (1E)-acrylaldehyde phthalazin-1-ylhydrazone was observed in the culture media of cells co-exposed to hydralazine and the acrolein precursor allyl alcohol. These aldehyde-sequestering properties of hydrazinophthalazine drugs may contribute to the protection they provide against 2-alkenal-mediated toxicity. | - |
dc.description.statementofresponsibility | Lisa M. Kaminskas, Simon M. Pyke and Philip C. Burcham | - |
dc.language.iso | en | - |
dc.publisher | Royal Soc Chemistry | - |
dc.source.uri | http://dx.doi.org/10.1039/b408796h | - |
dc.subject | Cells, Cultured | - |
dc.subject | Hepatocytes | - |
dc.subject | Animals | - |
dc.subject | Mice | - |
dc.subject | Aldehydes | - |
dc.subject | Acrolein | - |
dc.subject | Hydralazine | - |
dc.subject | Culture Media | - |
dc.subject | Chromatography, High Pressure Liquid | - |
dc.subject | Molecular Structure | - |
dc.subject | Lipid Peroxidation | - |
dc.subject | Kinetics | - |
dc.title | Reactivity of hydrazinophthalazine drugs with the lipid peroxidation products acrolein and crotonaldehyde | - |
dc.type | Journal article | - |
dc.identifier.doi | 10.1039/B408796H | - |
pubs.publication-status | Published | - |
dc.identifier.orcid | Pyke, S. [0000-0002-0061-5115] | - |
Appears in Collections: | Aurora harvest 2 Chemistry publications |
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