Synthesis, decomposition, and vasodilator action of some new S- nitrosated dipeptides

Nitric Oxide - Biology and Chemistry

Volumn 2, Issue 3, 1998, Pages 193-202

  Butler, Anthony R ^a   Al Sa'Doni, Haitham H ^a   Megson, Ian L ^a   Flitney, Frederick W ^a  

^a UNIVERSITY OF ST ANDREWS   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

AMINO ACID METHYL ESTER; COPPER ION; DIPEPTIDE; HEMOGLOBIN; N ACETYLPENICILLAMINE; UNCLASSIFIED DRUG; VASODILATOR AGENT;

ANIMAL CELL; ANIMAL TISSUE; ARTICLE; CHEMICAL REACTION KINETICS; CONTROLLED STUDY; DECOMPOSITION; HEMOGLOBIN ANALYSIS; MALE; NONHUMAN; PEPTIDE ANALYSIS; PEPTIDE SYNTHESIS; PRIORITY JOURNAL; RAT; STRUCTURE ANALYSIS; VASODILATATION;

ANIMALIA;

EID: 0031716193     PISSN: 10898603     EISSN: None     Source Type: Journal    
DOI: 10.1006/niox.1998.0172     Document Type: Article

References (25)

1. Rheinbolt H., Mott F. Über die thermische Dissoziation der Alkylthionitrite. J. Prakt. Chem. 133:1932;328-330.
2. McAninly J., Williams D. L. H., Askew S. C., Butler A. R., Russell C. Metal ion catalysis in nitrosothiol (RSNO) decomposition. J. Chem. Soc. Chem. Commun. 1993;1758-1759.
3. +S. J. Chem. Soc., Perkin Trans. 2. 1996;481-487.
4. Davis F. J., Gilbert B. C., Norman R. O. C., Symons M. C. R. Electron spin resonance studies. Part 66. Characterization of copper(II) complexes in the oxidation ofDL. J. Chem. Soc., Perkin Trans. 2:1983;1763-1771.
5. Al-Kaabi S. S., Williams D. L. H., Bonnett R., Ooi S. L. A kinetic investigation of the thionitrite from (±)-2-acetylamino-2-carboxy-1,1-dimethylethane thiol. J. Chem. Soc., Perkin Trans. 2:1982;227-230.
6. 2+S. J. Chem. Soc, Perkin Trans. 2. 1995;741-745.
7. Ignarro L. J., Lippton H., Edwards J. C., Baricos W. H., Hyman A. L., Kadowitz J., Gruetter C. A. Mechanism of vascular smooth muscle relaxation by organic nitrates, nitrites, nitroprusside and nitric oxide. Evidence for the involvement ofS. J. Pharmacol. Exp. Ther. 218:1981;739-749.
8. Radomski M. W., Palmer R. M. J., Moncada S. Endogenous nitric oxide inhibits human platelet adhesion to vascular endothelium. Lancet. 2:1987;1057-1058.
9. Langford E. J., Brown A. S., Wainwright R. J., de Belder A. J., Thomas M. R., Smith R. E. A., Radomski M. W., Martin J. F., Moncada S. Inhibition of platelet activity byS. Lancet. 344:1994;1458-1460.
10. Mathews W. R., Kerr S. W. Biological activity ofS. J. Pharmacol. Exp. Ther. 267:1993;1529-1537.
11. Kowaluk E. A., Fung H.-L. Spontaneous liberation of nitric oxide cannot account forin vitroS. J. Pharmacol. Exp. Ther. 255:1990.
12. Gaston B., Drazen J. M., Jansen A., Sugarbaker D. A., Loscalzo J., Richards W., Stamler J. S. Relaxation of human bronchial smooth muscle bySin vitro. J. Pharmacol. Exp. Ther., 268:1994;978-984.
13. Bannenberg G., Xue J., Engman L., Cotgreave I., Moldéus P., Ryrfeldt Å. Characterisation of bronchodilator effects and fate ofS. J. Pharmacol. Exp. Ther. 272:1995;1238-1245.
14. Martin W., Villani G. N., Jothiananvan D., Furchgott R. F. Selective blockade of endothelium-dependent and glyceryl trinitrate induced relaxation by hemoglobin and by methylene blue in rabbit aorta. J. Pharmacol. Exp. Ther. 232:1985;708-716.
15. Doyle M. P., Terpstra J. W., Pickering R. A., Le Poire D. M. Hydrolysis, nitrosyl exchange and synthesis of alkyl nitrites. J. Org. Chem. 48:1983;3379-3382.
16. Moynihan H. A., Roberts S. M. Preparation of some novelSin vivo. J. Chem. Soc., Perkin Trans. 1:1994;797-805.
17. Fields L., Dilts R. V., Ravichandran R., Lenhert P. G., Carnahan G. E. An unusually stable thionitrite fromNDL. J. Chem. Soc. Chem. Commun. 1978;249.
18. Flitney F. W., Megson I. L., Flitney D. E., Butler A. R. Iron-sulphur cluster nitrosyls, a novel class of nitric oxide generator: Mechanism of vasodilator action on rat isolated artery. Br. J. Pharmacol. 107:1992;842-848.
19. Megson I. L., Flitney F. W., Bates J., Webster R. Repriming of vascular smooth muscle photorelaxation is dependent upon endothelium-derived nitric oxide. Endothelium. 3:1995;39-46.
20. Smith G. F., McCurdy W. H. 2,9-Dimethyl-1,10-phenanthroline. New specific in spectrophotometric determination of copper. Anal. Chem. 24:1952;371-373.
21. Barnett D. J., McAninly J., Williams D. L. H. Transnitrosation between nitrosothiols and thiols. J. Chem. Soc. Perkin Trans. 2:1994;1131-1133.
22. Gorren A. C. F., Schrammel A., Schmidt K., Mayer B. Decomposition ofS. Arch. Biochem. Biophys. 330:1996;219-228.
23. Butler A. R., Field R. A., Greig I. R., Flitney F. W., Bisland S. K., Khan F., Belch J. J. F. An examination of some derivatives ofS. Nitric Oxide: Biol. Chem. 1:1997;211-217.
24. Al-Sa'doni H. H., Megson I. L., Bisland S., Butler A. R., Flitney F. W. Neocuproine, a selective Cu(I) chelator, and the relaxation of rat vascular smooth muscle byS. Br. J. Pharmacol. 121:1997;1047-1050.
25. Megson I. L., Greig I. R., Gray G. A., Webb D. J., Butler A. R. Prolonged effects of a novelS. Br. J. Pharmacol. 122:1997;1617-1624.