메뉴 건너뛰기




Volumn 118, Issue 7, 1996, Pages 1659-1668

Pharmacological characterization of guanidinoethyldisulphide (GED), a novel inhibitor of nitric oxide synthase with selectivity towards the inducible isoform

Author keywords

Blood pressure; Endotoxin; Isothioureas; L arginine; Mercaptoalkylguanidines; Nitric oxide; Shock; Tetrahydrobiopterin; Vasoconstriction; Vasodilatation

Indexed keywords

ARGININE; BACTERIUM LIPOPOLYSACCHARIDE; CYTOKINE; GUANIDINE DERIVATIVE; GUANYLATE CYCLASE; METHYLENE BLUE; NITRIC OXIDE SYNTHASE; NITRITE; NORADRENALIN; TETRAHYDROBIOPTERIN;

EID: 0029899544     PISSN: 00071188     EISSN: None     Source Type: Journal    
DOI: 10.1111/j.1476-5381.1996.tb15589.x     Document Type: Article
Times cited : (55)

References (41)
  • 1
    • 33751391460 scopus 로고
    • 1H-pyrazole-1-carboxamide hydrochloride: An attractive reagent for guanylation of amines and its application to peptide synthesis
    • BERNATOWITZ, M.S., WU, Y. & MATSUEAD, G.R. (1992). 1H-pyrazole-1-carboxamide hydrochloride: an attractive reagent for guanylation of amines and its application to peptide synthesis. J. Org. Chem., 57, 2497-2502.
    • (1992) J. Org. Chem. , vol.57 , pp. 2497-2502
    • Bernatowitz, M.S.1    Wu, Y.2    Matsuead, G.R.3
  • 2
    • 0025191219 scopus 로고
    • Isolation of nitric oxide synthetase, a calmodulin-requiring enzyme
    • BREDT, D.S. & SNYDER, S.H. (1990). Isolation of nitric oxide synthetase, a calmodulin-requiring enzyme. Proc. Natl. Acad. Sci. U.S.A., 81, 682-685.
    • (1990) Proc. Natl. Acad. Sci. U.S.A. , vol.81 , pp. 682-685
    • Bredt, D.S.1    Snyder, S.H.2
  • 3
    • 84965085149 scopus 로고
    • Chemical protection against ionizing radiation. II. Mercaptoalkylamines and related compounds with protective activity
    • DOHERTY, D.G., BURNETT, W.T. & SHAPIRA, R. (1957). Chemical protection against ionizing radiation. II. Mercaptoalkylamines and related compounds with protective activity. Radiation Res., 7, 13-21.
    • (1957) Radiation Res. , vol.7 , pp. 13-21
    • Doherty, D.G.1    Burnett, W.T.2    Shapira, R.3
  • 4
    • 0013656102 scopus 로고
    • Circulatory properties of isothioureas, guanidines, iso-ureas and amidines
    • FASTIER, F.N. & SMIRK, F. (1947). Circulatory properties of isothioureas, guanidines, iso-ureas and amidines. J. Pharmacol., 89, 256-270.
    • (1947) J. Pharmacol. , vol.89 , pp. 256-270
    • Fastier, F.N.1    Smirk, F.2
  • 9
    • 0028140141 scopus 로고
    • Inhibitors of brain nitric oxide synthase, Binding kinetics, metabolism, and enzyme inactivation
    • KLATT, P., SCHMIDT, K., BRUNNER, F & MAYER, B. (1994). Inhibitors of brain nitric oxide synthase, Binding kinetics, metabolism, and enzyme inactivation. J. Biol. Chem., 269, 1674-1680.
    • (1994) J. Biol. Chem. , vol.269 , pp. 1674-1680
    • Klatt, P.1    Schmidt, K.2    Brunner, F.3    Mayer, B.4
  • 10
    • 9044236290 scopus 로고
    • The mechanism of action of AET. V. The distribution and the chemical forms of 2-mercaptoethylguanidine and bis(2-guanidoethyl) disulfide given orally in protective doses to mice
    • KOLLMANN, G., SHAPIRO, B. & SCHWARTZ, E.E. (1963). The mechanism of action of AET. V. The distribution and the chemical forms of 2-mercaptoethylguanidine and bis(2-guanidoethyl) disulfide given orally in protective doses to mice. Radiation Res., 20, 17-23.
    • (1963) Radiation Res. , vol.20 , pp. 17-23
    • Kollmann, G.1    Shapiro, B.2    Schwartz, E.E.3
  • 11
    • 0015794722 scopus 로고
    • Metabolism and radioprotective effect of AET and MEG in organism
    • KOZAK, I. & ARIENT, M. (1973). Metabolism and radioprotective effect of AET and MEG in organism. Strahlentherapie, 146, 367-373.
    • (1973) Strahlentherapie , vol.146 , pp. 367-373
    • Kozak, I.1    Arient, M.2
  • 12
    • 0025958430 scopus 로고
    • Nitric oxide synthesis in the CNS, endothelium and macrophages differs in its sensitivity to inhibition by arginine analogues
    • LAMBERT, L.E., WHITTEN, J.P., BARON, B.M., CHENG, H.C., DOHERTY, N.S. & McDONALD, I.A. (1991). Nitric oxide synthesis in the CNS, endothelium and macrophages differs in its sensitivity to inhibition by arginine analogues. Life Sci., 48, 69-75.
    • (1991) Life Sci. , vol.48 , pp. 69-75
    • Lambert, L.E.1    Whitten, J.P.2    Baron, B.M.3    Cheng, H.C.4    Doherty, N.S.5    McDonald, I.A.6
  • 14
    • 0026629902 scopus 로고
    • Nitric oxide as a secretory product of mammalian cells
    • NATHAN, C. (1992). Nitric oxide as a secretory product of mammalian cells. FASEB J., 6, 3051-3064.
    • (1992) FASEB J. , vol.6 , pp. 3051-3064
    • Nathan, C.1
  • 15
    • 0001637417 scopus 로고
    • Spectrophotometric determination of nitric oxide using hemoglobin
    • NOACK, E., KUBITZEK, D. & KOJDA, I. (1992). Spectrophotometric determination of nitric oxide using hemoglobin. Neuroprotcols, 1, 133-139.
    • (1992) Neuroprotcols , vol.1 , pp. 133-139
    • Noack, E.1    Kubitzek, D.2    Kojda, I.3
  • 16
    • 0027339884 scopus 로고
    • G-methyl-L-arginine functions as an alternative substrate and mechanism-based inhibitor of nitric oxide synthase
    • G-methyl-L-arginine functions as an alternative substrate and mechanism-based inhibitor of nitric oxide synthase. Biochemistry, 32, 9677-9685.
    • (1993) Biochemistry , vol.32 , pp. 9677-9685
    • Olken, N.M.1    Marletta, M.A.2
  • 17
    • 0028978149 scopus 로고
    • N-nitro-L-arginine and N-monomethyl-L-arginine exhibit a different pattern of inactivation toward the three nitric oxide synthases
    • REIF, D.W. & McGREEDY, S.A. (1995). N-nitro-L-arginine and N-monomethyl-L-arginine exhibit a different pattern of inactivation toward the three nitric oxide synthases. Arch. Biochem. Biophys., 320, 170-176.
    • (1995) Arch. Biochem. Biophys. , vol.320 , pp. 170-176
    • Reif, D.W.1    McGreedy, S.A.2
  • 18
    • 8944240046 scopus 로고    scopus 로고
    • Characterization of the induction and activity of the human nitric oxide synthase in a transformed intestinal epithelial cell line
    • SALZMAN, A.L., DENENBERG, A.G., UETA, I., O'CONNOR, M., LINN, S. & SZABÓ, C. (1996). Characterization of the induction and activity of the human nitric oxide synthase in a transformed intestinal epithelial cell line. Am. J. Physiol., 270, 6565-6573.
    • (1996) Am. J. Physiol. , vol.270 , pp. 6565-6573
    • Salzman, A.L.1    Denenberg, A.G.2    Ueta, I.3    O'Connor, M.4    Linn, S.5    Szabó, C.6
  • 19
    • 8944241000 scopus 로고
    • The protection of mice against radiation by 2-mercaptoethylguanidine and its disulfide
    • SCHWARTZ, E.E. & SHAPIRO, B. (1960). The protection of mice against radiation by 2-mercaptoethylguanidine and its disulfide, Radiation Res., 13, 768-775.
    • (1960) Radiation Res. , vol.13 , pp. 768-775
    • Schwartz, E.E.1    Shapiro, B.2
  • 20
    • 9044236290 scopus 로고
    • The mechanism of action of AET. The distribution and the chemical forms of 2-mercaptoethylguanidine and bis(2-guanidoethyl) disulfide in protected mice
    • SHAPIRO, B., SCHWARTZ, E.E. & KOLLMANN, G. (1963). The mechanism of action of AET. The distribution and the chemical forms of 2-mercaptoethylguanidine and bis(2-guanidoethyl) disulfide in protected mice. Radiation Res., 18, 17-30.
    • (1963) Radiation Res. , vol.18 , pp. 17-30
    • Shapiro, B.1    Schwartz, E.E.2    Kollmann, G.3
  • 21
    • 0030040255 scopus 로고    scopus 로고
    • Commentary: Selective pharmacological inhibition of distinct nitric oxide synthase isoforms
    • SOUTHAN, G.J. & SZABÓ, C. (1996). Commentary: selective pharmacological inhibition of distinct nitric oxide synthase isoforms. Biochem. Pharmacol., 51, 383-394.
    • (1996) Biochem. Pharmacol. , vol.51 , pp. 383-394
    • Southan, G.J.1    Szabó, C.2
  • 22
    • 0028847367 scopus 로고
    • Amidines are potent inhibitors of constitutive and inducible nitric oxide synthases: Preferential inhibition of the inducible isoform
    • SOUTHAN, G.J., SZABÓ, C., O'CONNOR, M.P., SALZMAN, A.I., & THIEMERMANN, C. (1995a). Amidines are potent inhibitors of constitutive and inducible nitric oxide synthases: preferential inhibition of the inducible isoform. Eur. J. Pharmacol., 291, 311-318.
    • (1995) Eur. J. Pharmacol. , vol.291 , pp. 311-318
    • Southan, G.J.1    Szabó, C.2    O'Connor, M.P.3    Salzman, A.I.4    Thiemermann, C.5
  • 23
    • 0028848015 scopus 로고
    • Isothioureas: Potent inhibitors of nitric oxide synthases with variable isoform selectivity
    • SOUTHAN, G.J., SZABÓ, C. & THIEMERMANN, C. (1995b). Isothioureas: potent inhibitors of nitric oxide synthases with variable isoform selectivity. Br. J. Pharmacol., 114, 510-516.
    • (1995) Br. J. Pharmacol. , vol.114 , pp. 510-516
    • Southan, G.J.1    Szabó, C.2    Thiemermann, C.3
  • 24
    • 0030032721 scopus 로고    scopus 로고
    • Spontaneous rearrangement of aminoalkylguanidines into mercaptoalkylguanidines - A novel class of nitric oxide synthase inhibitors with selectivity towards the inducible isoform
    • SOUTHAN, G.J., ZINGARELLI, B., O'CONNOR, M., SALZMAN, A.L. & SZABÓ, C. (1996). Spontaneous rearrangement of aminoalkylguanidines into mercaptoalkylguanidines - a novel class of nitric oxide synthase inhibitors with selectivity towards the inducible isoform. Br. J. Pharmacol., 117, 619-632.
    • (1996) Br. J. Pharmacol. , vol.117 , pp. 619-632
    • Southan, G.J.1    Zingarelli, B.2    O'Connor, M.3    Salzman, A.L.4    Szabó, C.5
  • 25
    • 0028945506 scopus 로고
    • Alterations in nitric oxide production in various forms of circulatory shock
    • SZABÓ, C. (1995). Alterations in nitric oxide production in various forms of circulatory shock. New Horizons, 3, 2-32.
    • (1995) New Horizons , vol.3 , pp. 2-32
    • Szabó, C.1
  • 27
    • 0028967728 scopus 로고
    • Endotoxin triggers the expression of an inducible isoform of NO synthase and the formation of peroxynitrite in the rat aorta in vivo
    • SZABÓ, C., SALZMAN, A.L. & ISCHIROPOULOS, H. (1995). Endotoxin triggers the expression of an inducible isoform of NO synthase and the formation of peroxynitrite in the rat aorta in vivo. FEBS Lett., 363, 235-238.
    • (1995) FEBS Lett. , vol.363 , pp. 235-238
    • Szabó, C.1    Salzman, A.L.2    Ischiropoulos, H.3
  • 28
    • 0028577721 scopus 로고
    • Beneficial effects and improved survival in rodent models of septic shock with S-methyl-isothiourea sulfate, a novel, potent and selective inhibitor of inducible nitric oxide synthase
    • SZABÓ, C., SOUTHAN, G.J. & THIEMERMANN, C. (1994). Beneficial effects and improved survival in rodent models of septic shock with S-methyl-isothiourea sulfate, a novel, potent and selective inhibitor of inducible nitric oxide synthase. Proc. Natl. Acad. Sci. U.S.A., 91, 12472-12476.
    • (1994) Proc. Natl. Acad. Sci. U.S.A. , vol.91 , pp. 12472-12476
    • Szabó, C.1    Southan, G.J.2    Thiemermann, C.3
  • 29
    • 0030000690 scopus 로고    scopus 로고
    • DNA strand breakage, activation of poly-ADP ribosyl synthetase, and cellular energy depletion are involved in the cytotoxicity in macrophages and smooth muscle cells exposed to peroxynitrite
    • SZABÓ, C., ZINGARELLI, B., O'CONNOR, M. & SALZMAN, A.L. (1996). DNA strand breakage, activation of poly-ADP ribosyl synthetase, and cellular energy depletion are involved in the cytotoxicity in macrophages and smooth muscle cells exposed to peroxynitrite. Proc. Natl. Acad. Sci. U.S.A., 93, 1753-1758.
    • (1996) Proc. Natl. Acad. Sci. U.S.A. , vol.93 , pp. 1753-1758
    • Szabó, C.1    Zingarelli, B.2    O'Connor, M.3    Salzman, A.L.4
  • 30
    • 0028670471 scopus 로고
    • Peroxynitrite induces both vasodilatation and impaired vascular relaxation in the isolated perfused rat heart
    • VILLA, L.M., SALAS, E., DARLEY-USMAR, M., RADOMSKI, M.W. & MONCADA, S. (1994). Peroxynitrite induces both vasodilatation and impaired vascular relaxation in the isolated perfused rat heart. Proc. Natl. Acad. Sci. U.S.A., 91, 12383-12387.
    • (1994) Proc. Natl. Acad. Sci. U.S.A. , vol.91 , pp. 12383-12387
    • Villa, L.M.1    Salas, E.2    Darley-Usmar, M.3    Radomski, M.W.4    Moncada, S.5
  • 31
    • 0027989672 scopus 로고
    • Differential regulation of constitutive and inducible nitric oxide production by inflammatory stimuli in murine endothelial cells
    • WALTER, R., SCHAFFNER, A. & SCHOEDON, G. (1994). Differential regulation of constitutive and inducible nitric oxide production by inflammatory stimuli in murine endothelial cells. Biochem. Biophys. Res. Commun., 202, 450-455.
    • (1994) Biochem. Biophys. Res. Commun. , vol.202 , pp. 450-455
    • Walter, R.1    Schaffner, A.2    Schoedon, G.3
  • 33
    • 0027524601 scopus 로고
    • Production of immortalized distal repiratory epithelial cell lines from surfactant protein C/simian virus 40 large tumor antigen transgenic mice
    • WIKENHEISHR, K.A., VORBROKER, D.K., RICE, W.R., CLARK, J.C., BACHURSKI, C.J., OIE, H.K. & WHITSETT, J.A. (1993). Production of immortalized distal repiratory epithelial cell lines from surfactant protein C/simian virus 40 large tumor antigen transgenic mice. Proc. Natl. Acad. Sci. U.S.A., 90, 11029-11033.
    • (1993) Proc. Natl. Acad. Sci. U.S.A. , vol.90 , pp. 11029-11033
    • Wikenheishr, K.A.1    Vorbroker, D.K.2    Rice, W.R.3    Clark, J.C.4    Bachurski, C.J.5    Oie, H.K.6    Whitsett, J.A.7
  • 34
    • 0026689249 scopus 로고
    • Identification and churacterization of a calmodulin-dependent nitric oxide synthase from GH3 pituitary cells
    • WOLFF, D.J. & DATTO, G.A. (1992). Identification and churacterization of a calmodulin-dependent nitric oxide synthase from GH3 pituitary cells. Biochem. J., 285, 201-206.
    • (1992) Biochem. J. , vol.285 , pp. 201-206
    • Wolff, D.J.1    Datto, G.A.2
  • 35
    • 0028301505 scopus 로고
    • The inhibition of the constitutive and inducible nitric oxide synthase isoforms by indazole agents
    • WOLFF, D.J. & GRIHIN, B.J. (1994). The inhibition of the constitutive and inducible nitric oxide synthase isoforms by indazole agents. Arch. Biochem. Biophys., 311, 300-306.
    • (1994) Arch. Biochem. Biophys. , vol.311 , pp. 300-306
    • Wolff, D.J.1    Grihin, B.J.2
  • 36
    • 0028893884 scopus 로고
    • Aminoguanidine is an isoform-selective, mechanism-based inactivator of nitric oxide synthase
    • WOLFF, D.J. & LUBESKIE, A. (1995). Aminoguanidine is an isoform-selective, mechanism-based inactivator of nitric oxide synthase. Arch. Biochem. Biophys., 316, 290-301.
    • (1995) Arch. Biochem. Biophys. , vol.316 , pp. 290-301
    • Wolff, D.J.1    Lubeskie, A.2
  • 38
    • 0028077685 scopus 로고
    • The inhibition of the constitutive bovine endothelial nitric oxide synthase by imidazole and indazole agents
    • WOLFF, D.J., LUBESKIE, A. & UMANSKY, S. (1994). The inhibition of the constitutive bovine endothelial nitric oxide synthase by imidazole and indazole agents. Arch. Biochem. Biophys., 314, 360-366.
    • (1994) Arch. Biochem. Biophys. , vol.314 , pp. 360-366
    • Wolff, D.J.1    Lubeskie, A.2    Umansky, S.3
  • 40
    • 0028911559 scopus 로고
    • Aminoguanidine inhibits the delayed circulatory failure in endotoxic shock in the anaesthetized rat
    • WU, C.C., CHEN, S.J., SZABÓ. C.. THIEMERMANN, C. & VANE, J.R. (1995). Aminoguanidine inhibits the delayed circulatory failure in endotoxic shock in the anaesthetized rat. Br. J. Pharmacol., 114, 1666-1672.
    • (1995) Br. J. Pharmacol. , vol.114 , pp. 1666-1672
    • Wu, C.C.1    Chen, S.J.2    Szabó, C.3    Thiemermann, C.4    Vane, J.R.5
  • 41
    • 0028507256 scopus 로고
    • Dexamethasone prevents vascular failure mediated by nitric oxide in hemorrhagic shock
    • ZINGARELLI, B., CAPUTI, A.P. & DI ROSA, M. (1994). Dexamethasone prevents vascular failure mediated by nitric oxide in hemorrhagic shock. Shock. 2, 210-215.
    • (1994) Shock , vol.2 , pp. 210-215
    • Zingarelli, B.1    Caputi, A.P.2    Di Rosa, M.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.