메뉴 건너뛰기




Volumn 42, Issue 10, 1999, Pages 1823-1827

A new method for rapidly generating inhibitors of glyoxalase I inside tumor cells using S-(N-aryl-N-hydroxycarbamoyl)ethylsulfoxides

Author keywords

[No Author keywords available]

Indexed keywords

(N 4 CHLOROPHENYL N HYDROXYCARBAMOYL)ETHYLSULFOXIDE; (N 4 CHLOROPHENYL N HYDROXYCARBAMOYL)GLUTATHIONE; ENZYME INHIBITOR; GLUTATHIONE; GLUTATHIONE TRANSFERASE; LACTOYLGLUTATHIONE LYASE; PRODRUG; SULFOXIDE; UNCLASSIFIED DRUG;

EID: 0033587108     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm980712o     Document Type: Article
Times cited : (14)

References (17)
  • 1
    • 0029005896 scopus 로고
    • Advances in glyoxalase research. Glyoxalase expression in malignancy, anti-proliferative effects of methylglyoxal, glyoxalase I inhibitor diesters and S-D-lactoylglutathione, and methylglyoxal-modified protein binding and endocytosis by the advanced glycation end product receptor
    • Thornalley, P. J. Advances in glyoxalase research. Glyoxalase expression in malignancy, anti-proliferative effects of methylglyoxal, glyoxalase I inhibitor diesters and S-D-lactoylglutathione, and methylglyoxal-modified protein binding and endocytosis by the advanced glycation end product receptor. Crit. Rev. Oncol. Hematol. 1994, 20, 99-128.
    • (1994) Crit. Rev. Oncol. Hematol. , vol.20 , pp. 99-128
    • Thornalley, P.J.1
  • 2
    • 0002100821 scopus 로고
    • The glyoxalase system
    • Dolphin, D., Poulson, R., Avramovic, O., Eds.; John Wiley and Sons
    • Vander Jagt, D. L. The Glyoxalase system. In Coenzymes and Cofactors: Glutathione; Dolphin, D., Poulson, R., Avramovic, O., Eds.; John Wiley and Sons: 1989; Vol. 3 (part A), pp 597-641.
    • (1989) Coenzymes and Cofactors: Glutathione , vol.3 , Issue.PART A , pp. 597-641
    • Vander Jagt, D.L.1
  • 3
    • 0000304487 scopus 로고
    • Glutathione-dependent aldehyde oxidation reactions
    • Liebman, J. F., Greenberg, A., Eds.; VCH Publishers: New York
    • Creighton, D. J.; Pourmotabbed, T. Glutathione-dependent aldehyde oxidation reactions. In Molecular Structure and Energetics: Principles of Enzyme Activity; Liebman, J. F., Greenberg, A., Eds.; VCH Publishers: New York, 1988, Vol. 9, pp 353-386.
    • (1988) Molecular Structure and Energetics: Principles of Enzyme Activity , vol.9 , pp. 353-386
    • Creighton, D.J.1    Pourmotabbed, T.2
  • 4
    • 77956929977 scopus 로고
    • Stereochemistry of enzyme-catalyzed reactions at carbon
    • Sigman, D. S., Boyer, P. D., Eds.; Academic Press: New York
    • Creighton, D. J.; Murthy, N. S. R. K. Stereochemistry of enzyme-catalyzed reactions at carbon. In The Enzymes, 3rd ed.; Sigman, D. S., Boyer, P. D., Eds.; Academic Press: New York, 1990; Vol. 19, pp 323-421.
    • (1990) The Enzymes, 3rd Ed. , vol.19 , pp. 323-421
    • Creighton, D.J.1    Murthy, N.S.R.K.2
  • 5
    • 0014974643 scopus 로고
    • A possible approach to anticancer agents
    • Vince, R.; Daluge, S. A possible approach to anticancer agents. J. Med. Chem. 1971, 14, 35-37.
    • (1971) J. Med. Chem. , vol.14 , pp. 35-37
    • Vince, R.1    Daluge, S.2
  • 6
    • 0026620761 scopus 로고
    • Inhibition of proliferation of human leukaemia 60 cells by diethyl esters of glyoxalase inhibitors in vitro
    • Lo, T. W. C.; Thornalley, P. J. Inhibition of proliferation of human leukaemia 60 cells by diethyl esters of glyoxalase inhibitors in vitro. Biochem. Pharmacol. 1992, 44, 2357-2363.
    • (1992) Biochem. Pharmacol. , vol.44 , pp. 2357-2363
    • Lo, T.W.C.1    Thornalley, P.J.2
  • 7
    • 0029767940 scopus 로고    scopus 로고
    • Antitumor activity of S-(p-bromobenzyl)glutathione diesters in vitro: A structure activity study
    • Thornalley, P. J.; Ladan, M. J.; Ridgeway, S. J. S.; Kang, Y. Antitumor activity of S-(p-bromobenzyl)glutathione diesters in vitro: a structure activity study. J. Med. Chem. 1996, 39, 3409-3411.
    • (1996) J. Med. Chem. , vol.39 , pp. 3409-3411
    • Thornalley, P.J.1    Ladan, M.J.2    Ridgeway, S.J.S.3    Kang, Y.4
  • 8
    • 0032907791 scopus 로고    scopus 로고
    • Mechanism-based competitive inhibitors of glyoxalase I: Intracellular delivery, in vitro antitumor activities, and stabilities in human serum and mouse serum
    • Kavarana, M. K.; Kovaleva, E. G.; Creighton, D. J.; Wollman, M. B.; Eiseman, J. L. Mechanism-based competitive inhibitors of glyoxalase I: intracellular delivery, in vitro antitumor activities, and stabilities in human serum and mouse serum. J. Med. Chem. 1999, 42, 221-228.
    • (1999) J. Med. Chem. , vol.42 , pp. 221-228
    • Kavarana, M.K.1    Kovaleva, E.G.2    Creighton, D.J.3    Wollman, M.B.4    Eiseman, J.L.5
  • 9
    • 0026465674 scopus 로고
    • Inhibition of glyoxalase I by the enediol mimic S-(N-hydroxy-N-methylcarbamoyl)glutathione: The possible basis of a tumor-selective anticancer strategy
    • Hamilton, D. S.; Creighton, D. J. Inhibition of glyoxalase I by the enediol mimic S-(N-hydroxy-N-methylcarbamoyl)glutathione: the possible basis of a tumor-selective anticancer strategy. J. Biol. Chem. 1992, 267, 24933-24936.
    • (1992) J. Biol. Chem. , vol.267 , pp. 24933-24936
    • Hamilton, D.S.1    Creighton, D.J.2
  • 10
    • 0028237443 scopus 로고
    • S-(N-aryl-N-hydroxycarbamoyl)-glutathione derivatives are tight-binding inhibitors of glyoxalase I and slow substrates for glyoxalase II
    • Murthy, N. S. R. K.; Bakeris, T.; Kavarana, M. J.; Hamilton, D. S.; Lan, Y.; Creighton, D. J. S-(N-Aryl-N-hydroxycarbamoyl)-glutathione derivatives are tight-binding inhibitors of glyoxalase I and slow substrates for glyoxalase II. J. Med. Chem. 1994, 37, 2161-2166.
    • (1994) J. Med. Chem. , vol.37 , pp. 2161-2166
    • Murthy, N.S.R.K.1    Bakeris, T.2    Kavarana, M.J.3    Hamilton, D.S.4    Lan, Y.5    Creighton, D.J.6
  • 11
    • 0016367324 scopus 로고
    • Thiocarbamate sulfoxides: Potent, selective, and biodegradable herbicides
    • Casida, J. E.; Gray, R. A.; Tilles, H. Thiocarbamate sulfoxides: potent, selective, and biodegradable herbicides. Science 1974, 184, 573-574.
    • (1974) Science , vol.184 , pp. 573-574
    • Casida, J.E.1    Gray, R.A.2    Tilles, H.3
  • 12
    • 0001135322 scopus 로고
    • Chemoselective oxidation of sulfides to sulfones with potassium hydrogen persulfate
    • Trost, B. M.; Curran, D. P. Chemoselective oxidation of sulfides to sulfones with potassium hydrogen persulfate. Tetrahedron Lett. 1981, 22, 1287-1290.
    • (1981) Tetrahedron Lett. , vol.22 , pp. 1287-1290
    • Trost, B.M.1    Curran, D.P.2
  • 13
    • 0000289571 scopus 로고
    • Rapid catalytic transfer reduction of aromatic nitro compounds to hydroxylamines
    • Entwistle, I. D.; Gilkerson, T.; Johnstone, R. A. W.; Telford, R. P. Rapid catalytic transfer reduction of aromatic nitro compounds to hydroxylamines. Tetrahedron 1978, 34, 213-215.
    • (1978) Tetrahedron , vol.34 , pp. 213-215
    • Entwistle, I.D.1    Gilkerson, T.2    Johnstone, R.A.W.3    Telford, R.P.4
  • 14
    • 0013658095 scopus 로고
    • Cellular heterogeneity in the status and functions of cysteine and glutathione
    • Larsson, A., Orrenius, S., Holmgren, A., Mannervik, B., Eds.; Raven Press: New York
    • Reed, D. J.; Brodie, A. E.; Meredith, M. J. Cellular heterogeneity in the status and functions of cysteine and glutathione. In Functions of Glutathione: Biochemical, Physiological, Toxicological, and Clinical Aspects; Larsson, A., Orrenius, S., Holmgren, A., Mannervik, B., Eds.; Raven Press: New York, 1983; pp 39-49.
    • (1983) Functions of Glutathione: Biochemical, Physiological, Toxicological, and Clinical Aspects , pp. 39-49
    • Reed, D.J.1    Brodie, A.E.2    Meredith, M.J.3
  • 15
    • 0027305406 scopus 로고
    • Glutathione-associated cis-diamminedichloroplatinum(II) metabolism and ATP-dependent efflux from leukemia cells
    • Ishikawa, T.; Ali-Osman, F. Glutathione-associated cis-diamminedichloroplatinum(II) metabolism and ATP-dependent efflux from leukemia cells. J. Biol. Chem. 1993, 268, 20116-20125.
    • (1993) J. Biol. Chem. , vol.268 , pp. 20116-20125
    • Ishikawa, T.1    Ali-Osman, F.2
  • 17
    • 1542526970 scopus 로고
    • Nigrosin for differentiating live and dead ascites cells
    • Kaltenbach, J. P.; Kaltenbach, M. H.; Lyons W. B. Nigrosin for differentiating live and dead ascites cells. Exp. Cell Res. 1958, 15, 112-117.
    • (1958) Exp. Cell Res. , vol.15 , pp. 112-117
    • Kaltenbach, J.P.1    Kaltenbach, M.H.2    Lyons, W.B.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.