1,4-Dihydropyridines: Reactivity of Nitrosoaryl and Nitroaryl Derivatives with Alkylperoxyl Radicals and ABTS Radical Cation

References

• Godfrain, T. (1987) "Classification of calcium antagonist", Am. J. Cardiol. 59, 11B–23B.
   Google Scholar
• Wenzel, R.R., Bruck, H., Noll, G., Daul, A.E. and Philip, T. (2000) "Antihypertensive drugs and sympathetic nervous system", J. Cardiovasc. Pharmacol. 35, 543–552.
   PubMedGoogle Scholar
• Berkels, R., Roesen, R., Dhein, S., Fricke, U. and Klaus, W. (1999) "Dihydropyridine calcium antagonist-induced modu-lation of endothelial function: a review", Cardiovasc. Drug Rev. 17(2), 179–186.
   Google Scholar
• Salameh, A., Schomecker, G., Breitkopf, K., Dhein, S. and Klaus, W. (1996) "The effect of calcium-antagonist nitrendipine on intracellular calcium in endothelial cells", Br. J. Pharmacol. 118, 1899–1904.
   PubMed Web of Science ®Google Scholar
• Zhu, X.-Q., Liu, Y.-Ch. and Cheng, J.-P. (1999) "Which hydrogen atom is first transferred in the NAD(P)H model Hantzsch ester mediated reactions via one-step and multistep hydride transfer", J. Org. Chem. 64, 8980–8981.
   Google Scholar
• Cheng, J.P., Lu, Y, Zhu, X.Q., Sun, Y, Bi, F. and He, J. (2000) "Heterolytic and homolytic N—H bond dissociation energies of 4-substituted Hantzsch 2,6-dimethy1-1,4-dihydropyridines and the effect of one-electron transfer on the N—H bond activation", J. Org. Chem. 65, 3853–3857.
   PubMed Web of Science ®Google Scholar
• Tong Mak, I., Boehme, P. and Weglicki, W.B. (1995) "Protective effects of calcium channel blockers against free radical-impaired endothelial cell proliferation", Biochem. Pharmacol. 50, 1531–1534.
   PubMedGoogle Scholar
• Velena, A., Zilbers, J. and Duburs, G. (1999) "Derivatives of 1,4-dihydropyridines as modulators of ascorbate-induced lipid peroxidation and high-amplitude swelling of mitochondria, caused by ascorbate, sodium linoleate and sodium pyrophosphate", Cell Biochem. Funct. 17, 237–252.
   PubMedGoogle Scholar
• Mason, RE, Tong Mak, I., Trumbore, MN. and Mason, P.E. (1999) "Antioxidant properties of calcium antagonists related to membrane biophysical interactions", Am. J. Cardiol. 84, 16L–22L.
   Google Scholar
• Cominacine, L., Pasini, A.F., Garbin, U., Pastorino, AM., Davoli, A., Nava, C., Campagnola, M., Rossato, P. and Lo Cascio, V. (2003) "Antioxidant activity of different dihydropyridines", Biochem. Biophys. Res. Commun. 302, 679–684.
   PubMedGoogle Scholar
• LOpez-Alarcón, C., Navarrete, P, Camargo, C., Squella, J.A. and Niatiez-Vergara, L.J. (2003) "Reactivity of 1,4-dihydro-pyridines toward alkyl, alkylperoxyl radicals and ABTS radical cation", Chem. Res. Toxicol. 16, 208–215.
   PubMedGoogle Scholar
• Squella, J.A. and Nthiez-Vergara, L.J. (1990) "Polarography as a technique for determining photodegradation in calcium antagonists", Bioelectrochem. Bioenerg. 23, 161–166.
   Google Scholar
• Squella, J.A., Barnafi, E., Perna, S. and Notiez-Vergara, L.J. (1989) "Nifedipine: differential pulse polarography and photodecomposition", Talanta 36, 363–366.
   PubMed Web of Science ®Google Scholar
• Misik, V, Stasko, A., Gergel, D. and Ondrias, K. (1994) "Spin-trapping and antioxidant properties of illuminated and non-illuminated nifedipine and nimodipine in heart homogenate and model system", Mol. Pharmacol. 40, 435–439.
   Google Scholar
• Ondrias, K., Misik, V, Vergel, D. and Stasko, A. (1989) "Lipid peroxidation of phosphatidylcholine liposomes depressed by the calcium channel blockers nifedipine and verapamil and by the antiarrythmic-antihypmdc drug stobadine", Biochim. Biophys. Acta 1003, 238–245.
   PubMed Web of Science ®Google Scholar
• Diaz-Araya, G., Godoy, L., Naranjo, L., Squella, J.A., Letelier, M.E. and Nthiez-Vergara, L.J. (1998) "Antioxidants effects of 1,4-dihyropyridine and Nitroso aryl derivatives on the Fe+3/Ascorbate-stimulated lipid peroxidation in rat brain slices", Gen. Pharm. 31, 385–391.
   PubMedGoogle Scholar
• Berson, J. and Brown, E. (1955) "Studies on dihydropyridines. I. The preparation of unsymetrical 4-aryl-1,4-dihydropyridines by the Hantzsch-Beyer synthesis", J. Am. Chem. Soc. 77,444–447.
   Web of Science ®Google Scholar
• Stout, D.M. and Meyers, A.I. (1982) "Recent advances in the chemistry of dihydropyridines", Chem. Rev. 82, 223–243.
   Web of Science ®Google Scholar
• Halliwell, B. and Gutteridge, J.M.C. (2000) Free Radicals in Biology and Medicine (Oxford University Press, Oxford), pp 69–70.
   Google Scholar
• Niki, E. (1990) "Free radical initiators as source of water-or lipid-soluble peroxyl radicals", In: Glazer, A., ed., Methods in Enzymology (Academic Press, San Diego), pp 100–108.
   Google Scholar
• Ross, L. and Barclay, C. (1988) "The cooperative antioxidant role of glutathione with to lipid-soluble and water-soluble antioxidant during peroxidation of liposome's initiated in the aqueous phase and in the lipid phase", J. Biol. Chem. 263, 16138–16142.
   PubMedGoogle Scholar
• Re, R., Pellegrini, N., Proteggente, A., Pannala, A., Yang, M. and Rice-Evans, C. (1999) "Antioxidant activity applying an improved ABTS radical cation decolorization assay", Free Radic. Biol. Med. 26, 1231–1237.
   PubMed Web of Science ®Google Scholar
• Labudzinska, A. and Gorczynska, K. (1995) "The UV difference spectra as a characteristic feature of phenols and aromatic amines", J. Mol. Struct. 349, 469–472.
   Google Scholar
• Zuman, P. and Shah, B. (1994) "Addition, reduction and oxidation reactions of nitrosobenzene", Chem. Rev. 94, 1621–1641.
   Web of Science ®Google Scholar
• Johnson, NA. and Gould, E.S. (1973) "Metal ion catalysis of oxygen transfer reactions. III. Transition metal chelates as catalysts in the oxidation of nitrosobenzene. Oxygen transfer from alkyl peroxy radicals", J. Am. Chem. Soc. 95, 5198–5204.
   Google Scholar