Vascular peroxynitrite formation during organic nitrate tolerance

Journal of Pharmacology and Experimental Therapeutics

Volumn 291, Issue 1, 1999, Pages 194-198

  Mihm, Michael John ^a   Coyle, Christen Marie ^a   Jing, Liang ^a   Bauer, John Anthony ^a,b  

^a OHIO STATE UNIVERSITY   (United States)

^b 412 Riffe Bldg ^*  (United States)

Author keywords

[No Author keywords available]

Indexed keywords

GLYCERYL TRINITRATE; TYROSINE;

ANGINA PECTORIS; ANIMAL CELL; ANIMAL TISSUE; ARTICLE; CHEMICAL REACTION KINETICS; CONTROLLED STUDY; DRUG TOLERANCE; IMMUNOHISTOCHEMISTRY; IMMUNOLOGICAL TOLERANCE; MALE; NONHUMAN; OXIDATION REDUCTION REACTION; PREVALENCE; PRIORITY JOURNAL; RAT; THORACIC AORTA; VASCULAR SMOOTH MUSCLE;

ANIMALS; AORTA, THORACIC; BLOOD PROTEINS; DRUG TOLERANCE; IMMUNOHISTOCHEMISTRY; MALE; NITRATES; NITROGLYCERIN; RATS; RATS, SPRAGUE-DAWLEY; TYROSINE; VASODILATOR AGENTS;

EID: 0032842403     PISSN: 00223565     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (35)

1. Abrams J (1992) Mechanism of action of nitrates, in Medical Therapy of Ischemic Heart Disease. Nitrates, Beta Blockers, and Calcium Antagonists (Abrams J, Pepine CJ and Thadani U eds) pp 79-95, Little, Brown and Company, Boston.
2. Ahlner J, Andersson RGG, Torfgard K and Axelsson KL (1991) Organic nitrate esters: Clinical uses and mechanisms of actions. Pharmacol Rev 43:351-423.
3. Bassenge E and Zanzinger J (1992) Nitrates in different vascular beds, nitrate tolerance and interactions with endothelial function. Am J Cardiol 70:23B-29B.
4. Baasenge E, Fink N, Skatchkov M and Fink B (1998) Dietary supplement with vitamin C prevents nitrate tolerance. J Clin Invest 102:67-71.
5. Bauer JA, Booth BP and Fung H-L (1995) Nitric oxide donors: Biochemical pharmacology and therapeutics, in Advances in Pharmacology Series: Nitric Oxide: Biochemistry, Molecular Biology, and Therapeutic Implications. (Ignarro L and Murad F eds) pp 361-381, Academic Press, San Diego.
6. Bauer JA and Fung H-L (1991) Concurrent hydralazine administration prevents nitroglycerin-induced hemodynamic tolerance in experimental heart failure. Circulation 84 (Suppl 1):35-39.
7. Bauer JA and Fung H-L (1994) Mechanisms of nitrate tolerance. Cardiovasc Drugs Ther 8:265-275.
8. Bauer JA and Fung H-L (1996) Arterial versus venous metabolism of nitroglycerin to nitric oxide: A possible explanation of organic nitrate venoselectivity. J Cardiovasc Pharmacol 28 (Suppl 3):371-374.
9. Bauer JA, Nolan T and Fung H-L (1997) Vascular and hemodynamic differences between organic nitrates and nitrites. J Pharmacol Exp Ther 280:326-331.
10. Beckman JS (1996) Oxidative damage and tyrosine nitration from peroxynitrite. Chem Res Toxicol 9:836-844.
11. Beckman JS and Koppenol WH (1996) Nitric oxide, superoxide, and peroxynitrite: The good, the bad, and the ugly. Am J Physiol 271 (Suppl 5, pt 1):C1424-C1437.
12. Chung S-J and Fung H-L (1990) Identification of the subcellular site for nitroglycerin metabolism to nitric oxide in bovine coronary smooth muscle endothelial cells. J Pharmacol Exp Ther 263 (Suppl 2):614-619.
13. Dikalov S, Fink B, Skatchkov M, Stalleicken D and Bassenge E (1998) Formation of reactive oxygen species by pentaerythritol tetranitrate and glyceryl trinitrate in vitro and development of nitrate tolerance. J Pharmacol Exp Ther 286:938-944.
14. Eiserich JP, Hristova M, Cross CE, Jones AD, Freeman BA, Halliwell B and van der Vliet A (1998) Formation of nitric oxide-derived inflammatory oxidants by myeloperoxidase in neutrophila. Nature 391:393-397.
15. Feelisch M and Kelm M (1991) Biotransformation of organic nitrate to nitric oxide by vascular smooth muscle and endothelial cells. Biochem Biophys Res Commun 180 (Suppl 1):286-293.
16. Freeman BA (1994) Free radical chemistry of nitric oxide. Chest 195 (Suppl 3):79S-83S.
17. Fung H-L, Booth BB and Bauer JA (1998) Pharmacodynamics of in vivo nitrate actions. Am J Cardiol 81:A15-A20.
18. Ignarro LJ, Lippton H, Edwards JC, Baricos WH, Hyman AL, Kadowitz PJ and Gruetter CA (1981) Mechanism of vascular smooth muscle relaxation by organic nitrates, nitrites, nitroprusside, and nitric oxide: Evidence for the involvement of S-nitrosothiols as active intermediates. J Pharmacol Exp Ther 218:739-749.
19. MacMillan-Crow LA, Crow JP, Kerby JD, Beckman JS and Thompson JA (1996) Nitration and inactivation of manganese superoxide dismutase in chronic rejection of human renal allografts. Proc Natl Acad Sci USA 93 (Suppl 21):11853-11858.
20. Mihm MJ and Bauer JA (1998) Peroxynitrite is a potent inhibitor of myofibrillar creatine kinase: Implications in cardiac failure (Abstract). 71st Scientific Sessions, American Heart Association, p 362, Dallas, TX.
21. Munzel T and Harrison DG (1997) Evidence for a role of oxygen-derived free radicals and protein kinase C in nitrate tolerance. J Mol Med 76:891-900.
22. Munzel T, Sayegh H, Freeman BA, Tarpey MM and Harrison DG (1995) Evidence for enhanced vascular superoxide anion production in nitrate tolerance. J Clin Invest 95:416-425.
23. Murrell W (1879) Nitroglycerin as a remedy for angina pectoris. Lancet 1:80.
24. Needleman P and Johnson E Jr., (1973) Mechanism of tolerance development to organic nitrates. J Pharmacol Exp Ther 184:709-715.
25. Parker JD, Farrell B, Fenton T, Cohanim M and Parker JO (1991) Counter-regulatory responses to continuous and intermittent therapy with nitroglycerin. Circulation 84:2336-2346.
26. Pryor WA and Squadrito GI (1995) Chemistry of peroxynitrite: A product from the reaction of nitric oxide with superoxide. Am J Physiol 268:L699-L722.
27. Russ JC (1998) Segmentation and thresholding, in The Image Processing Handbook, 3rd ed., pp 371-430, CRC Press, Boca Raton, FL.
28. Sampson JB, Ye Y, Rosen H and Beckman JS (1998) Myeloperoxidase and horse-radish peroxidase catalyze tyrosine nitration in proteins from nitrite and hydrogen peroxide. Arch Biochem Biophys 366 (Suppl 2):207-213.
29. Skatchkov M, Larina L, Larin A, Fink N and Bassenge E (1997) Urinary nitroty-rosine content as a marker of peroxynitrite-induced tolerance to organic nitrates. J Cardiovasc Pharmacol 2:85-96.
30. Sokolovsky M, Riordan JF and Vallee BL (1966) Tetranitromethane. A reagent for the nitration of tyrosyl residues in proteins. Biochemistry 5:3582-3589.
31. Thalhammer O, Lubec G, Konigshofer H, Scheibenreiter S and Coradello H (1982) Intracellular phenylalanine and tyrosine concentration in homozygotes and heterozygotes for phenylketonuria and hyperphenylalaninemia compared with normals. Hum Genet 60 (Suppl 4):320-321.
32. Watanabe H, Kakihana M, Ohtsuka S and Sugishita Y (1997) Randomized, double-blind, placebo-controlled study of supplemental vitamin E on attenuation of the development of nitrate tolerance. Circulation 96 (Suppl 8):2545-2550.
33. Yamakura F, Taka H, Fujimura T and Murayama K (1998) Inactivation of human managanese-superoxide dismutase by peroxynitrite is caused by exclusive nitration of tyrosine 34 to 3-nitrotyrosine. J Biol Chem 273 (Suppl 23):14085-14089.
34. Zimrin D, Reichek N, Bogin KT, Aurigemma G, Douglas P, Berko B and Fung H-L (1988) Antianginal effects of intravenous nitroglycerin over 24 hours. Circulation 77 (Suppl 6):1376-1384.
35. Zou M, Martin C and Ullrich V (1997) Tyrosine nitration as a mechanism of selective inactivation of prostacyclin synthase by peroxynitrite. Biol Chem 378 (Suppl 7):707-713.