Antioxidant properties of propargylamine derivatives: Assessment of their ability to scavenge peroxynitrite

Journal of Pharmacy and Pharmacology

Volumn 58, Issue 4, 2006, Pages 561-565

  Dragoni, Stefania ^a   Porcari, Valentina ^a   Travagli, Massimo ^a   Castagnolo, Daniele ^a   Valoti, Massimo ^a  

^a UNIVERSITY OF SIENA   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

1 PHENYLPROPARGYLAMINE; DICHLOROFLUORESCEIN; LINOLEIC ACID; MONOAMINE OXIDASE INHIBITOR; PEROXYNITRITE; PHENYLPROPARGYL ALCOHOL; SCAVENGER; UNCLASSIFIED DRUG;

ANTIOXIDANT ACTIVITY; ARTICLE; CONCENTRATION RESPONSE; DRUG STRUCTURE; DRUG SYNTHESIS; FATTY ACID OXIDATION; GAS CHROMATOGRAPHY; IC 50; MASS SPECTROMETRY; OXYGEN CONSUMPTION; STRUCTURE ACTIVITY RELATION;

ANTIOXIDANTS; DOSE-RESPONSE RELATIONSHIP, DRUG; FREE RADICAL SCAVENGERS; PARGYLINE; PEROXYNITROUS ACID; PROPYLAMINES;

EID: 33645578729     PISSN: 00223573     EISSN: None     Source Type: Journal    
DOI: 10.1211/jpp.58.4.0016     Document Type: Article

References (26)

1. Arteel, G. E., Briviba, K., Sies, H. (1999) Protection against peroxynitrite. FEBS Lett. 445: 226-230
2. Beckmann, J. S., Chen, J., Ischiropoulos, H., Crow, J. P. (1994) Oxidative chemistry of peroxynitrite. Methods Enzymol. 233: 229-240
3. Cesura, A. M., Borroni, E., Gottowik, J., Kuhn, C., Malherbe, P., Martin, J., Richards, J. G. (1999) Lazabemide for the treatment of Alzheimer's disease: rationale and therapeutic perspectives. Adv. Neurol. 80: 521-528
4. Ebadi, M., Sharma, S., Shavali, S., Sangchot, P., Brekke, L. (2002) The multiple actions of selegiline. Proc. West Pharmacol. Soc. 45: 39-41
5. Gerlach, J. C. (1996) Development of a hybrid liver support system. Int. J. Artif. Organs 19: 645-654
6. Inoue, S., Kawanishi, S. (1995) Oxidative DNA damage induced by simultaneous generation of nitric oxide and superoxide. FEBS Lett. 371: 86-88
7. Ischiropoulos, H., Beckman, J. S. (2003) Oxidative stress and nitration in neurodegeneration: cause, effect or association? J. Clin. Invest. 111: 163-170
8. Kooy, N. W., Royall, J. A., Ischiropoulos, H. (1997) Oxidation of 2′,7′-dichlorofluorescin by peroxynitrite. Free Radic. Res. 27: 245-254
9. Kragten, E., Lalande, I., Zimmermann, K., Roggo, S., Schindler, P., Müller, D., Oostrum, J. V., Waldmeier, P., Fürst P. (1998) Glyceraldehyde-3-phosphate dehydrogenase, the putative target of the antiapoptotic compounds CGP 3466 and R-(-)-deprenyl. J. Biol. Chem. 273: 5821-5828
10. Lee, C. S., Ko, H. H., Song, J. H., Han, E. S. (2002) Effect of R-(-)-deprenyl and harmaline on dopamine- and peroxynitrite-induced membrane permeability transition in brain mitochondria. Neurochem. Res. 27: 215-224
11. Maruyama, W., Takahashi, T., Naoi, M. (1998) (-)-Deprenyl protects human dopaminergic neuroblastoma SH-SY5Y cells from apoptosis induced by peroxynitrite and nitric oxide. J. Neurochem. 70: 2510-2515
12. Maruyama, W., Akao, Y., Youdim, M., Naoi, M. (2000) Neurotoxin induced apoptosis in dopamine neurons: protection by N-propargylamine-1-(R)- and (S)-aminoindan, rasagiline and TV 1022. J. Neural Transm. 60: 147-162
13. Maruyama, W., Boulton, A. A., Davis, B. A., Dostert, P., Naoi, M. (2001) Enantio-specific induction of apoptosis by an endogenous neurotoxin N-methyl(R)salsolinol, in dopaminergic SH-SY5Y cells: suppression of apoptosis by N-(2-heptyl)-N-methylpropargylamine. J. Neural Transm. 108: 11-24
14. Masuda, M., Mower, H. F., Pignatelli, B., Celan, I., Friesen, M. D., Nishino, H., Ohshima, H. (2000) Formation of N-nitrosamines and N-nitramines by the reaction of secondary amines with peroxynitrite and other reactive nitrogen species: comparison with nitrotyrosine formation. Chem. Res. Toxicol. 13: 301-308
15. Messina, F., Botta, M., Corelli, F., Schneider, M. P., Fazio, F. (1999) Resolution of (±)-1-aryl-2-propynylamines via acyl transfer catalyzed by Candida antarctica. Lipase. J. Org. Chem. 64: 3767-3769
16. Muijsers, R. B., Folkerts, G., Henricks, P. A., Sadeghi-Hashjin, G., Nijkamp, F. P. (1997) Peroxynitrite: a two-faced metabolite of nitric oxide. Life Sci. 60: 1833-1845
17. Mytilineou, C., Leonardi, E. K., Radcliffe, P., Heinonen, E. H., Han, S. K., Werner, P., Cohen, G., Olanow, C. W. (1998) Deprenyl and desmethylselegiline protect mesencephalic neurons from toxicity induced by glutathione depletion. J. Pharmacol. Exp. Ther. 284: 700-706
18. Naoi, M., Maruyama, W., Takahashi, T., Akao, Y., Nakagawa, Y. (2000) Involvement of endogenous N-methyl(R)salsolinol in Parkinson's disease: induction of apoptosis and protection by (-)deprenyl. J. Neural Transm. 58: 111-121
19. O'Donnell, V. B., Eiserich, J. P., Chumley, P. H., Jablonsky, M. J., Krishna, N. R., Kirk, M., Barnes, S., Darley-Usmar, V. M., Freeman, B. A. (1999) Nitration of unsaturated fatty acids by nitric oxide-derived reactive nitrogen species peroxynitrite, nitrous acid, nitrogen dioxide, and nitronium ion. Chem. Res. Toxicol. 12: 83-92
20. Patel, R. P., Darley-Usmar, V. M. (1996) Using peroxynitrite as oxidant with low-density lipoprotein. Methods Enzymol. 269: 375-384
21. Perez, V., Marco, J. L., Fernandez-Alvarez, E., Unzeta, M. (1999) Relevance of benzyloxy group in 2-indolyl methylamines in the selective MAO-B inhibition. Br. J. Pharmacol. 127: 869-876
22. Sowa, B. N., Todd, K. G., Tanay, V. A. M. I., Holt, A., Baker, G. B. (2004) Amino oxidase inhibitors and development of neuroprotective drugs. Curr. Neuropharmacol. 2: 153-168
23. Suuronen, T., Kolehmainen, P., Salminen, A. (2000) Protective effect of L-deprenyl against apoptosis induced by okadaic acid in cultured neuronal cells. Biochem. Pharmacol. 59: 1589-1595
24. Szende, B., Magyar, K., Szegedi, Z. (2000) Apoptotic and anti-apoptotic effect of (-)deprenyl and (-)-desmethyl-deprenyl on human cell lines. Neurobiology 8: 249-255
25. Tatton, W. G., Chalmers-Redman, R. M., Ju, W. J., Mammen, M., Carlile, G. W., Pong, A. W., Tatton, N. A. (2002) Propargylamines induce antiapoptotic new protein synthesis in serum- and nerve growth factor (NGF)-withdrawn, NGF-differentiated PC-12 cells. J. Pharmacol. Exp. Ther. 301: 753-764
26. Thomasa, C. E., Hubera, E. W., Ohlweile, D. F. (1996) Hydroxyl and peroxyl radical trapping by the monoamine oxidase-B inhibitors deprenyl and MDL 72,974A: implications for protection of biological substrates. Free Radic. Biol. Med. 22: 733-737