دورية أكاديمية
The L-type calcium channel blockers, Hantzsch 1,4-dihydropyridines, are not peroxyl radical-trapping, chain-breaking antioxidants
| العنوان: | The L-type calcium channel blockers, Hantzsch 1,4-dihydropyridines, are not peroxyl radical-trapping, chain-breaking antioxidants |
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| المؤلفون: | Mulder, Peter, Litwinienko, Grzegorz, Lin, Shuqiong, MacLean, Patricia D., Barclay, L. R. C., Ingold, K. U. |
| بيانات النشر: | American Chemical Society |
| سنة النشر: | 2005 |
| المجموعة: | National Research Council Canada: NRC Publications Archive |
| مصطلحات موضوعية: | 1,1 diphenyl 2 picrylhydrazyl, 1,4 dihydropyridine, 5,6 dihydroazacitidine, 6 hydroxy 2,2,5,7,8 pentamethylchroman, acridan, acridine derivative, antioxidant, calcium channel blocking agent, calcium channel L type, calcium channel L type blocking agent, chain breaking antioxidant, cumene, dibenzo 1,4 dihydropyridine derivative, dihydropyridine derivative, lacidipine, n deuterio 5,6 dihydroazacitidine, n methyl 5,6 dihydroazacitidine, n methyl 9,10 dihydroacridine, nicardipine, peroxy radical, probucol, styrene, trolox C, unclassified drug, antioxidant activity, calcium binding, carbon hydrogen bond dissociation enthalpy, dissociation, enthalpy, hydrogen bond |
| الوصف: | The antioxidant properties of Hantzsch 1,4-dihydropyridine esters and two dibenzo-1,4-dihydropyridines, 9,10-dihydroacridine (DHAC) and N-methyl-9,10-dihydroacridine (N-Me-DHAC), have been explored by determining whether they retard the autoxidation of styrene or cumene at 30 °C. Despite a claim to the contrary [(2003) Chem. Res. Toxicol, 16, 208-215], the Hantsch esters were found to be virtually inactive as chain-breaking antioxidants (CBAs), their reactivity toward peroxyl radicals being some 5 orders of magnitude lower than that of the excellent CBA, 2,2,5,7,8-pentamethyl-6-hydroxy- chroman (PMHC). DHAC was found to be about a factor of 10 less reactive than PMHC. From kinetic measurements using DHAC, N-deuterio-DHAC, and N-Me-DHAC, it is concluded that it is the N-H hydrogen in DHAC that is abstracted by peroxyl radicals, despite the fact that in DHAC the calculated C-H bond dissociation enthalpy (BDE) is about 11 kcal/mol lower than the N-H BDE. The rates of hydrogen atom abstraction by the 2,2-diphenyl-1-picrylhydrazyl radical (dpph.) have also been determined for the same series of compounds. The trends in the peroxyl and dpph. rate constants are similar. © 2006 American Chemical Society. ; Peer reviewed: Yes ; NRC publication: Yes |
| نوع الوثيقة: | article in journal/newspaper |
| وصف الملف: | text |
| اللغة: | English |
| تدمد: | 0893-228X |
| العلاقة: | Chemical Research in Toxicology, Volume: 19, Issue: 1, Publication date: 2005-12-01, Pages: 79–85 |
| DOI: | 10.1021/tx0502591 |
| الإتاحة: | https://doi.org/10.1021/tx0502591Test https://nrc-publications.canada.ca/eng/view/ft/?id=9843f5c4-91a3-4f76-960a-7a610e0148dbTest https://nrc-publications.canada.ca/eng/view/object/?id=9843f5c4-91a3-4f76-960a-7a610e0148dbTest https://nrc-publications.canada.ca/fra/voir/objet/?id=9843f5c4-91a3-4f76-960a-7a610e0148dbTest |
| رقم الانضمام: | edsbas.73F8ECF3 |
| قاعدة البيانات: | BASE |
| تدمد: | 0893228X |
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| DOI: | 10.1021/tx0502591 |