Abstract
Nitric oxide has recently been found to be important messenger molecule mediating critical physiological functions such as neurotransmission and muscle relaxation. The nitroprusside ion, which is clinically used as a vasodilator, functions by releasing NO in vivo. The reactivities of these molecules are surveyed with a view toward the development of metallonitrosyls as pharmaceutical agents.
Preview
Unable to display preview. Download preview PDF.
References
Ignarro LJ (1992) J NIH Resch 4: 59
Sundquist WI, Lippard SJ (1990) Coord Chem Rev 100: 293
Swinehart JH (1967) Coord Chem Rev 2: 385–402
Playfair L (1849) Proc Roy Soc (London) 5: 846
Johnson CC (1929) Arch Int Pharmacodyn Ther 35: 489
Moraca PP, Bilte EM, Hale DE, Wasmuth CE, Pontasse EF (1962) Anesthesiology 23: 193
Butler AR, Glidewell C (1987) Chem Soc Rev 16: 361–380
Greenwood NN, Earnshaw A (1984) In: Chemistry of the elements. Pergamon, New York
Ye RW, Toro-Suarez I, Tiedji JM (1991) J Biol Chem 266: 12848
Bredt DS, Hwang PM, Glatt CE, Lowenstein C, Reed RR, Synder SH (1991) Nature 351: 714–718
Moncada S, Palmer RMJ, Higgs EA (1991) Pharmacological Reviews 43: 109–142
Snyder S (1992) Science 257: 494–496
Snyder SH, Bredt DS (1992) Scientific American 68–77
Payne MJ, Glidewell C (1990) J Gen Microbiol 136: 2077–87
Jones K (1973) In: Comprehensive inorganic chemistry. Pergamon, Oxford
Pedley JB, Marshal EM (1983) J Phys Chem Ref Data 12: 988
Beattie IR (1967) In: Mellor JW Comprehensive treatise on inorganic and theoretical chemistry. Wiley, New York
Neta P, Huie RE, Ross AB (1988) J Phys Chem Ref Data 17: 1112
Simon A (1992) Angew Chem 31: 301
Shibuki K (1990) Neuroscience Research 9: 69–76
Malinski T, Taha Z (1992) Nature 358: 676
Chen S-M, Su YO (1990) J Electroanalyt Chem Interfac Phenom 280: 189
Beckman JS, Beckman TW, Chen J, Marshall P, Freeman BA (1990) Proc Natl Acad Sci USA 87: 1620–1624
Korth H-G, Ingold KU, Sustman R (1992) Angew Chem 31: 891
Pryor WA, Chruch DF, Govindan CK, Crank G (1982) J Org Chem 47: 156
Williams DLH (1988) In: Nitrosation. Cambridge University Press, New York
Roche L (1974) Nipride Product Report, Nutley, NJ
Tuzel IH (1974) J Clinic Pharmacol 14: 494–503
Abbot Laboratories, North Chicago, IL (1990) Nitropressâ„¢ package insert
Hale M (1990) Am J Nurs 90: 61–2
Hayes C (1992) Dept Pediatric Cardiology, Columbia Presbyterian Hospital (Personal communication)
Grosmaire EK (1992) Heart & lung 21: 214
Ikram H, Low CJS, Crozier IG, Shirlaw T (1992) Am J Cardiol 69: 361–366
Stroud S, Dyer J (1991) Am J Nurs 91: 78
Watt GD, Christensen J, Izatt RM (1965) Inorg Chem 9: 239
Butler AR, Glidewell C, Waddon AE (1989) Polyhedron 8: 2627
Rindone JA, Sloane EP (1992) Annals of Pharmacotherapy 26: 515
Kruszyna H, Kruszyna R, Hu J, Smith RP (1980) J Toxicol Environ Health 6: 757–773
Furchgott RF, Zawadzki JV (1980) Nature 288: 373–376
Ignarro LJ, Ross G, Tillisch J (1991) West J Med 154: 51
Garthwaite J (1991) TINS 14: 60–67
Clapp LH, Gurney AM (1991) Pflung Arch 418: 462–470
Rao RDN, Elguindi S, O'Brien PJ (1990) Arch Biochem Biophys 286: 30–37
Kruszyna HK Robert; Smith, Roger P; Wilcox, Dean E. (1987) Toxi App Pharma 91: 429–438
Kruszyna H, Kruszyna R, Smith RP, Wilcox DE (1988) Toxicol Appl Pharmacol 94: 458–465
Smith RP, Louis CA, Kruszyna RT, Kruszyna H (1991) Fund Appl Toxic 17: 120–127
Myers PR, Minor RL, Guerra R, Banes JN, Harrison DG (1990) Nature 345: 161–163
Ignarro LJ (1981) Biochem Phys Acta 673: 394
Ignarro LJ, Lippton H, Edwards JC, Baricos WH, Hyman AL, Kadowitz PJ, Gruetter CA (1981) Jour Pharm Exp Ther 218: 739–749
Ignarro LJ, Degnan JN, Baricos WH, Kadowitz PJ, Wolin MS (1982) Biochem Biophys Acta 718: 49–59
Ignarro LJ, Adams JB, Horwitz PM, Wood KS (1986) J Biol Chem 261: 4997–5002
Rubanyi GM, Johns A, Wilcox D, Bates FN, Harrison D (1991) J Cardiovasc Pharmacol 17 (Suppl. 3): S41–S45
Johnson MD, Wilkins RG (1984) Inorg Chem 23: 231–235
Oae S, Kim YH, Fukushima D, Shinhama K (1978) J Chem Soc, Perkin Trans 1: 913
Burnett AL, Lowenstein CJ, Bredt DS, Chang TSK, Snyder SH (1992) Science 257: 401–403
Kots AY, Skurat AV, Sergienko EA (1992) FEBS Lett 300:9
Southam E, Garthwaite J (1991) Neuroscience Letters 130: 107–111
Ross A, Bredt D, Snyder SH (1990) Trends in Neurosciences 13: 216–222
Bredt DS, Snyder SH (1992) Neuron 8:3
Nowak R (1992) J of NIH Research 4: 49–55
Silva AJ, Stevens CF, Tonegaws S, Wang Y (1992) Science 257: 201–206
Hirsch JC, Crepel F (1992) Synapse 10: 173
Bredt DS, Hwang PM, Snyder SH (1990) Nature 347: 768
Traylor TG; S Vijay S. (1992) Biochem 31: 2847–2849
Ignarro LJ (1989) Seminars in hematology 26: 63
Marletta MA, Yoon PS, Iyengar R, Leaf CD, Wishnok JS (1988) Biochemistry 27: 8706–8711
Lancaster JR, Langrehr JM, Bergonia HA (1992) J Biol Chem 267: 10994
Kosaka H, Watanabe M, Yoshihara H, Narada N (1992) Biochem Biophys Res Comm 184: 1119
Mordvintcev P, Mulsch A, Busse R (1991) Analyt Biochem 199: 142
Hibbs JB, Taintor RR, Varvin Z (1988) Biochem Biophys Res Commun 157: 87–94
Moncada S, Hibbs EA (1990) Nitric oxide from l-arginine: A bioregulatory system. Elsevier, Amsterdam
Leone AM, Palmer RMJ, Knowles RG, Francis PL, Ashton DS, Monacada S (1991) J Biol Chem 266: 23790–23795
McCall TB, Feelisch M, Palmer RMJ, Moncada S (1991) Br J Pharmacol 102: 234–238
Selkoe DJ (1992) Neuron 6: 487–498
Glidewell C, Johnson IL (1987) Inorg Chim Acta 132: 145–147
Schmidt J, Kühr H, Dorn WI, Köpf J (1974) Inorg Nucl Chem Lett 10: 55–61
Symons MCR, West DX, Wilkinson JG (1976) Inorg Chem 15: 1022
McCleverty JA (1979) Chem Rev 79: 53–76
Armor JN, Hoffman MZ (1975) Inorg Chem 14: 444
Callahan RW, Brown GM, Meyer TJ (1975) J Am Chem Soc 97: 894–895
Castellano EE; R B.E.; Piro, E.O.; Amalvy, J.I. (1989) Acta Cryst C45: 1207–1210
Bottomley F, White PS (1979) Acta Cryst B35: 2193–95
Navaza A, Chevrier G, Alzari PM, Aymonino L (1989) Acta Cryst C45: 839–841
Olabe JA, Gentil LA, Rigotti G, Navaza A (1984) Inorg Chem 23: 4297–4302
Kolthoff IM, Toren PE (1953) J Amer Chem Soc 75: 1197–1201
Masek J, Maslova E (1974) Coll Czech Chem Commun 39: 2141–2161
Bowden WL, Bonnar P, Brown DB, Geiger WE (1977) Inorg Chem 16: 41
Gaul JB, Clarke MJ (1992)
Cheney RP, Simic MG, Hoffman MZ, Taub IA, Asmus KD (1977) Inorg Chem 16: 2187–2192
Cheney RP, Pell SD, Hoffman MZ (1979) J Inorg Nucl Chem 41: 489
Morando PJ, Borghi EB, de Schteingart LM, Blesa MA (1981) J Chem Soc, Dalton Trans 435
Butler AR, Glidewell C, Johnson IL, McIntosh AS (1987) Inorg Chim Acta 138: 159
McCleverty JA (1977) Chem Rev 77: 53–76
Eisenberg R, Meyer CD (1975) Acc Chem Res 8: 26–34
Lever ABP (1990) Inorg Chem 29: 1271–1285
Lu J, Clarke MJ (1992) J Chem Soc Dalton Trans 1243–1248
Lever ABP (1992) In: Molecular electrochemistry of inorganic, bioinorganic and organometallic compounds, Proceedings NATO Advanced Research Workshop, Sintra, Portugal
Pipes DW, Meyer TJ (1984) Inorg Chem 23: 2466–72
Armor JN (1970) PhD Thesis, Stanford University
Cheney R (1976) PhD Thesis, Boston University
Seddon EA, Seddon KR (1984) The chemistry of ruthenium, Elsevier, New York
Arnold WP, Longnecker DE, Epstein RM (1984) Anesthesiology 61: 254–260
Shafer PR, Wilcox DE, Kruszyna H, Kruszyna R, Smith RP (1989) Toxic Appl Pharmac 99:1–10
Wilcox DE, Kruszyna H, Kruszyna R, Smith RP (1990) Chem Res Toxicol 3: 71–76
Ungermann CB, Caulton KG (1976) J Am Chem Soc 98: 3862–3868
Richter-Addo GB, Legzdins P (1988) Chem Rev 88: 991
Doyle MP, Pickering RA, Dykstra RL, Cook BR (1982) J Am Chem Soc 104: 3392–3397
Mu XH, Kadish KM (1990) Inorg Chem 29: 1031
Stochel G, van Eldik R, Stasicka Z (1986) Inorg Chem 25: 3663–66
Stochel G (1992) Coord Chem Rev 114: 269–295
Bisset WIK, Burdon MG, Butler AR, Glidewell C, Reglinski J (1981) Br J Anaseth 53: 1015–1018
Wolfe SK, Swinehart JH (1975) Inorg Chem 14: 1049
Güdel HU (1990) Chem Phys Lett 175: 262–265
Fieldler J, Masek J (1981) Inorg Chim Acta 81: 117
Butler AR, Glidewell C, Glidewell SM (1990) Polyhedron 9: 2399
Swinehart JH, Rock PA (1966) Inorg Chem 5: 573
Turney TA, Wright GA (1959) Chem Revs 59: 497–513
Chevalier AA (1991) J Chem Soc Dalt Trans 1959
Butler AR, Glidewell C, Reglinski J, Waddon A (1984) J Chem Res 279 (S), 2768–2783 (M)
Maltz H, Grant MA, Navoroli MC (1971) J Org Chem 36: 363
McGarvey GJ, Kimura M (1986) J Org Chem 51: 3913
Dozsa L, Kormow V, Beck MT (1984) Inorg Chim Acta 82: 69
Rock PA, Swinehart JH (1966) Inorg Chem 5: 1078
Jaksevac-Miksa M, Hankony V, Karas-Gasparec V (1980) Z Phys Chem (Leipzig) 261: 1041
Glidewell C, Musgrave VAJ (1989) Inorg Chim Acta 167: 253–256
Swinehart JH, Schmidt WG (1967) Inorg Chem 6: 232
Wolfe SK, Swinehart JH (1968) Inorg Chem 7: 1855
Iha NYM, Toma HE (1984) Inorg Chim Acta 81: 181
Butler AR, Glidewell C, Chaipanich V, McGinnis J (1986) J Chem Soc, Perkin Trans 2:7
Wiegrebe W, Violbig M (1982) Z Naturforsch 37b: 490
Butler AR, Glidewell C, McIntosh AS (1986) Inorg Chem 25: 970–3
Butler AR, Calsy AM, Johnson IL (1989) Polyhedron 9: 913–919
Waldman SA, Murad F (1987) Pharm Rev 39: 163–196
Nakane M, Arai K, Saheki S, Kuno T, Buechler W, Murad F, (1990) J Biol Chem 265: 16841–16845
Craven PA, DeRubertis FR (1978) J Biol Chem 253: 8433–8443
Scheidt WR, Piciulo PL (1976) J Am Chem Soc 98: 1913–1919
Scheidt WR, Frisse ME (1975) J Am Chem Soc 97: 17–21
Hori H, Ikeda-Saito M, Yonetani T (1981) J Biol Chem 256: 7849–7855
Waleh A, Ho N, Chantranupong L, Loew GH (1989) J Am Chem Soc 111: 2767
Lyons CR, Orloff GJ, Cunningham JM (1992) J Biol Chem 267: 6370
Janssens SP, Shimouchi A, Quertermous T (1992) J Biol Chem 267: 14519
White KA, Marletta MA (1992) Biochem 3: 6627–6631
Bredt DS, Ferris CD, Snyder SH (1992) J Biol Chem 267: 10976
Mayer B, John M, Bohme E (1990) FEBS Lett 277: 215
Hayaishi O, Takikawa O, Yoshida R (1990) Prog Inorg Chem 38: 75–95
Cady SG, Sono M (1991) Arch Biochem Biophys 291: 326
Narayanasami R, Otvos JD, Kasper CB (1992) Biochem 31: 4210
Ortiz de Montellano P In: (eds) (1986) Plenum Press, New York
Wieraszko A, Seyfried TN (1991) Trans Am Soc Neurochem 22: 72
Seyfried TN, Glaser GH, Yu RK, Palayoor ST (1986) Adv Neurol 44: 115–133
Ozawa S, Jujji H, Morishima I (1992) J Am Chem Soc 114: 1548
Bonnet R, Chandra S, Charalambides AA, Sales K, Scourides PA (1980) J Chem Soc, Perkins Trans 1: 1706
van Roon PS (1980) Antonie van Leeuwenhoek 46: 515–16
Perigo JA, Roberts TA (1968) J Food Technol 3: 91–94
Butler AR, Glidewell C, Glidewell SM (1990) Polyhedron 11: 591–6
Crayston JA, Glidewell C, Lambert RJ (1990) Polyhedron 9: 1741
Bratsch SG (1989) J Phys Chem Ref Data 18: 13
Benderskii VA, Krivenko AG, Ponomarev EA (1990) Sov Electrochem 26: 285–291
Masek J, Wendt H (1969) Inorg Chim Acta 3: 455
Andrade C, Swinehart JH (1972) Inorg Chem 11: 648–650
Wolfe SK, Andrade C, Swinehart JH (1974) Inorg Chem 13: 2567–72
Stamler JS, Jaraki O, Osborne JA, Simon DI, Keaney J, Vita J, Singel DJ, Valeri CR, Loscalzo J (1992) Proc Natl Acad Sci (USA) 89: 7674–7677
Stamler JS, Simon DI, Osborne JA, Mullins ME, Jaraki O, Michel T, Singel DJ, Loscalzo J (1992) Proc Natl Acad Sci (USA) 89: 444–448
Zembowicz A, Vane JR (1992) Proc Natl Acad Sci (USA) 89: 2051
Kirchner JJ, Sigurdson ST, Hopkins PB (1992) J Am Chem Soc 114: 4021–4027
Wink DA, Kasprzak KS, Maragos CM (1991) Science Science: 1001
Moschel RC, Keefer LK (1989) Tetr Lett 30: 1467
Taha Z, Kiechle F, Malinski T (1992) Biochem Biophys Res Comm 188: 734–739
Author information
Authors and Affiliations
Rights and permissions
Copyright information
© 1993 Springer-Verlag
About this chapter
Cite this chapter
Clarke, M.J., Gaul, J.B. (1993). Chemistry relevant to the biological effects of nitric oxide and metallonitrosyls. In: Structures and Biological Effects. Structure and Bonding, vol 81. Springer, Berlin, Heidelberg. https://doi.org/10.1007/BFb0036819
Download citation
DOI: https://doi.org/10.1007/BFb0036819
Published:
Publisher Name: Springer, Berlin, Heidelberg
Print ISBN: 978-3-540-56481-2
Online ISBN: 978-3-540-47567-5
eBook Packages: Springer Book Archive