The physiological activity and in vivo distribution of dinitrosyl dithiolato iron complex

Japanese Journal of Pharmacology

Volumn 82, Issue 2, 2000, Pages 95-101

  Ueno, Takaharu ^a   Yoshimura, Tetsuhiko ^a  

^a Yamagata Technopolis Foundation   (Japan)

Author keywords

Dinitrosyl dithiolato iron complex; Dinitrosyl iron complex; Nitric oxide (NO); NO carrier; NO donor; S nitrosothiol

Indexed keywords

ALBUMIN; AMINO ACID; COENZYME A; CYSTEINE; CYTOKINE; DRUG CARRIER; ENDOTOXIN; GLUTATHIONE; GLUTATHIONE REDUCTASE; IRON COMPLEX; LIGAND; METALLOPROTEIN; NITRIC OXIDE; NITRIC OXIDE SYNTHASE; PEPTIDE; THIOL GROUP;

CELL METABOLISM; ELECTRON SPIN RESONANCE; HUMAN; IN VIVO STUDY; NONHUMAN; REGULATORY MECHANISM; REVIEW; TISSUE DISTRIBUTION;

EID: 0034098690     PISSN: 00215198     EISSN: None     Source Type: Journal    
DOI: 10.1254/jjp.82.95     Document Type: Review

References (47)

1. Henry Y, Ducrocq C, Drapier JC, Sarvent D, Pellat C and Guissani A: Nitric oxide, a biological effector. Eur Biophys J 20, 1-15 (1991)
2. Feldman PL, Griffith OW and Stuehr DJ: The surprising life of nitric oxide. Chem Eng News 71, 26-38 (1993)
3. Kerwin JF Jr, Lancaster JR Jr and Feldman PL: Nitric oxide: a new paradigm for second messengers. J Med Chem 38, 4343-4362 (1995)
4. Moncada S, Palmer RMJ and Higgs EA: Nitric oxide: physiology, pathophysiology, and pharmacology. Pharmacol Rev 43, 109-142 (1991)
5. Tamir S and Tannenbaum SR: The role of nitric oxide (NO-) in the carcinogenic process. Biochim Biophys Acta 1288, 31-36 (1996)
6. Mey C: Opportunities for the treatment of erectile dysfunction by modulation of the NO axis-alternatives to Sildenafil Citrate. Curr Med Res Opin 14, 187-202 (1998)
7. Rubanyi GM: Pathophysiology and clinical applications of nitric oxide, part B. In Endothelial Cell Research Series, Edited by Rubanyi GM, Vol 5, Berlex Biosciences, Richmond (1999)
8. McDonald CC, Phillips WD and Mower HF: An electron spin resonance study of some complexes of iron, nitric oxide, and anionic ligands. J Am Chem Soc 87, 3319-3326 (1965)
9. Woolum JC, Tiezzi E and Commoner B: Electron spin resonance of iron-nitric oxide complexes with amino acids, peptides and proteins. Biochim Biophys Acta 160, 311-320 (1968)
10. Vedernikov YP, Mordvintcev PI, Malenkova IV and Vanin AF: Similarity between the vasorelaxing activity of dinitrosyl iron cysteine complexes and endothelium-derived relaxing factor. Eur J Pharmacol 211, 313-317 (1992)
11. Vanin AF: On the stability of the dinitrosyl-iron-cysteine complex, a candidate for the endothelium-derived relaxation factor. Biochemistry (Moscow) 60, 225-230 (1995)
12. Vanin AF, Stukan RA and Manukhina EB: Physical properties of dinitrosyl iron complexes with thiol-containing ligands in relation with their vasodilator activity. Biochim Biophys Acta 1295, 5-12 (1996)
13. Vanin AF and Kleschyov AL: EPR detection and biological implications of nitrosyl iron complexes. In Nitric Oxide in Transplant Rejection and Anti-tumor Defense, Edited by Lukiewicz S and Zweier JL, pp 49-82, Kluwer Academic Publishers, Boston (1999)
14. Ueno T, Suzuki S, Fujii S, Vanin AF and Yoshimura T: In vivo distribution and behavior of paramagnetic dinitrosyl dithiolato iron complex in the abdomen of mouse. Free Radic Res 31, 525-534 (1999)
15. Butler AR, Glidewell C and Li MH: Nitrosyl complexes of iron-sulfur clusters. Adv Inorg Chem 32, 335-393 (1988)
16. 2O. Acta Cryst 11, 594-598 (1958)
17. Thomas JT, Robertson JH and Cox EG: The crystal structure of Roussin's red ethyl ester. Acta Cryst 11, 599-604 (1958)
18. Vanin AF and Nalbandyan RM: Free radicals of a new type in yeast cells. Biophysics (Engl Transl) 11, 184-186 (1965)
19. Vithaythil AJ, Ternberg JL and Commoner B: Changes in electron spin resonance signals of rat liver during chemical carcinogenesis. Nature 207, 1246-1249 (1965)
20. Woolum JC and Commoner B: Isolation and identification of a paramagnetic complex from the livers of carcinogen-treated rats. Biochim Biophys Acta 201, 131-135 (1970)
21. Chiang RW, Woolum JC and Commoner B: Further study on the properties of the rat liver protein involved in a paramagnetic complex in the livers of carcinogen-treated rats. Biochim Biophys Acta 257, 452-460 (1972)
22. Vanin AF, Blumenfeld LA and Chetverikov AG: The investigation of nonheme iron complexes in cells and tissue by EPR method. Biofizika 12, 829-841 (1967)
23. Emanuel NM, Saprin AN, Shabalkin VA, Kozlova LE and Krugljakova KE: Detection and investigation of a new type of ESR signal characteristic of some tumour tissues. Nature 222, 165-167 (1969)
24. Reddy D, Lancaster JR and Cornforth DP: Nitrite inhibition of Clostridium botulinum: electron spin resonance detection of iron-nitric oxide complexes. Science 221, 769-770 (1983)
25. Lancaster JR Jr and Hibbs JB Jr: EPR demonstration of iron-nitrosyl complex formation by cytotoxic activated macrophages. Proc Natl Sci Acad USA 87, 1223-1227 (1990)
26. Pellat C, Henry Y and Drapier JC: IFN-γ-activated macrophages: detection by electron paramagnetic resonance of complexes between L-arginine-derived nitric oxide and non-hem iron proteins. Biochem Biophys Res Commun 166, 119-125 (1990)
27. Drapier JC, Pellat C and Henry Y: Generation of EPR detectable nitrosyl-iron complexes in tumor target cells cocultured with activated macrophages. J Biol Chem 266, 10162-10167 (1991)
28. Lancaster JR Jr, Langrehr JM, Bergonia HA, Murase N, Simmonds RL and Hoffinan RA: EPR detection of heme and nonheme iron-containing protein nitrosylation by nitric oxide during rejection of rat heart allograft. J Biol Chem 267, 10994-10998 (1992)
29. Stadler J, Bergonia HA, Silvio MD, Sweetland MA, Billiar TR, Simmonds RL and Lancaster JR Jr: Nonheme iron-nitrosyl complex formation in rat hepatocytes: detection by electron paramagnetic resonance spectroscopy. Arch Biochem Biophys 302, 4-11 (1993)
30. Vanin AF, Mordvintcev PI, Hauschildt S and Mülsch A: The relationship between L-arginine-dependent nitric oxide synthesis, nitrite release and dinitrosyl-iron complex formation by activated macrophages. Biochim Biophys Acta 1177, 37-42 (1993)
31. Bastian NR, Yim CY, Hibbs JB Jr and Samlowski WE: Induction of iron-derived EPR signals in murine cancers by nitric oxide. J Biol Chem 269, 5127-5131 (1994)
32. Lancaster JR Jr, Felmayer GW and Wachter H: Coinduction of nitric oxide synthesis and intracellular nonheme iron-nitrosyl complexes in murine cytokine-treated fibroblasts. Free Rad Biol Med 16, 869-870 (1994)
33. Henry Y, Lepoivre M, Drapier JC, Ducrocq C, Boucher JL and Guissani A: EPR characterization of molecular targets for NO in mammalian cells and organelles. FASEB J 7, 1124-1134 (1993)
34. Stamler JS, Singel DJ and Loscalzo J: Biochemistry of nitric oxide and its redox-activated forms. Science 258, 1898-1902 (1992)
35. Yoshimura T: Endogenous nitric oxide, its chemical characterization and the high affinity for metal irons and metalloproteins. CVD Grand Round Series 3, 1-26 (1996)
36. Vanin AF: Endothelium-derived relaxing factor is a nitrosyl iron complex with thiol ligands (hypothesis). FEBS Lett 289, 1-3 (1991)
37. Mülsch A, Mordvintcev P, Vanin AF and Büsse R: The potent vasodilating and guanylyl cyclase activating dinitrosyl-iron(II) complex is stored in a protein-bound form in vascular tissue and is released by thiols. FEBS Lett 294, 252-256 (1991)
38. Vanin AF, Malenkova IV and Serezhenkov VA: Iron catalyzes both decomposition and synthesis of S-nitrosothiols: optical and electron paramagnetic resonance studies. Nitric Oxide: Biol Chem 1, 191-203 (1997)
39. Mordvintcev PI, Rudneva VG, Vanin AF, Shimkevich LL and Khodorov BI: Inhibiting effect of dinitrosyl iron complexes with low molecular weight ligands on platelet aggregation. Biokhimiia 52, 1851-1857 (1986)
40. Vanin AF, Kiladze SV and Kubrina LN: On including of low molecular SH-containing compounds in nitrosyl non-haem iron complexes in non cellular and cellular preparates. Biofizika 20, 1068-1072 (1975)
41. Mülsch A, Mordvintcev PI, Vanin AF and Büsse R: Formation and release of dinitrosyl iron complexes by endothelial cells. Biochem Biophys Res Commun 196, 1303-1308 (1993)
42. Boese M, Keese MA, Becker K, Büsse R and Mülsch A: Inhibition of glutathione reductase by dinitrosyl-iron-dithiolate complex. J Biol Chem 272, 21767-21773 (1997)
43. Keese MA, Boese M, Mülsch A and Schirmer RH: Dinitrosyldithiol-iron complex, nitric oxide (NO) carriers in vivo, as potent inhibitors of human glutathione reductase and glutathione-S-transferase. Biochem Pharmacol 54, 1307-1313 (1997)
44. Becker K, Savvides SN, Keese M, Schirmer RH and Karplus A: Enzyme inactivation through sulfhydryl oxidation by physiologic NO-carriers. Nature Struct Biol 5, 267-271 (1998)
45. Stamler JS and Hausladen A: Oxidative modifications in nitrosative stress. Nature Struct Biol 5, 247-249 (1998)
46. Boese M, Mordvintcev PI, Vanin AF, Büsse R and Mülsch A: S-Nitrosation of serum albumin by dinitrosyl-iron complex. J Biol Chem 270, 29244-29249 (1995)
47. Yoshimura T, Yokoyama H and Fujii S: Electron paramagnetic resonance detection and imaging of endogenously synthesized and exogenously supplied nitric oxide. J Magn Reson Anal 3, 125-140 (1997)