메뉴 건너뛰기




Volumn 46, Issue 15, 2003, Pages 3308-3313

Characteristics of selenazolidine prodrugs of selenocysteine: Toxicity and glutathione peroxidase induction in V79 cells

Author keywords

[No Author keywords available]

Indexed keywords

ANTINEOPLASTIC AGENT; DEXTRO SELENOCYSTINE 2 METHYLSELENAZOLIDINEN 4 CARBOXYLIC ACID; DEXTRO SELENOCYSTINE 2 OXOSELENAZOLIDINE 4 CARBOXYLIC ACID; GLUTATHIONE PEROXIDASE; ORGANOSELENIUM DERIVATIVE; SELENAZOLIDINE 4 CARBOXYLIC ACID; SELENOCYSTEINE; SODIUM SELENITE; UNCLASSIFIED DRUG;

EID: 0038155206     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm020496q     Document Type: Article
Times cited : (40)

References (43)
  • 1
    • 0023624305 scopus 로고
    • The two faces of selenium
    • Oldfield, J. E. The Two Faces of Selenium. J. Nutr. 1987, 117, 2002-2008.
    • (1987) J. Nutr. , vol.117 , pp. 2002-2008
    • Oldfield, J.E.1
  • 2
    • 0031111440 scopus 로고    scopus 로고
    • Selenium in health and disease: A review
    • Foster, L. H.; Sumar, S. Selenium in Health and Disease: A Review. Crit. Rev. Food Sci. Nutr. 1997, 37, 211-228.
    • (1997) Crit. Rev. Food Sci. Nutr. , vol.37 , pp. 211-228
    • Foster, L.H.1    Sumar, S.2
  • 7
    • 0034521033 scopus 로고    scopus 로고
    • Successful and not so successful chemoprevention of tobacco smoke-induced lung tumors
    • Witschi, H. Successful and Not So Successful Chemoprevention of Tobacco Smoke-Induced Lung Tumors. Exp. Lung Res. 2000, 26, 743-755.
    • (2000) Exp. Lung Res. , vol.26 , pp. 743-755
    • Witschi, H.1
  • 8
    • 0036317615 scopus 로고    scopus 로고
    • Baseline characteristics and the effect of selenium supplementation on cancer incidence in a randomized clinical trial: A summary report of the nutritional prevention of cancer trial
    • Duffield-Lillico, A. J.; Reid, M. E.; Turnbull, B. W.; Combs, G. F., Jr.; Slate, E. H.; Fischbach, L. A.; Marshall, J. R.; Clark, L. C. (Nutritional Prevention of Cancer Study Group). Baseline Characteristics and the Effect of Selenium Supplementation on Cancer Incidence in a Randomized Clinical Trial: A Summary Report of the Nutritional Prevention of Cancer Trial. Cancer Epidemiol., Biomarkers Prev. 2002, 11, 630-639.
    • (2002) Cancer Epidemiol., Biomarkers Prev. , vol.11 , pp. 630-639
    • Duffield-Lillico, A.J.1    Reid, M.E.2    Turnbull, B.W.3    Combs G.F., Jr.4    Slate, E.H.5    Fischbach, L.A.6    Marshall, J.R.7    Clark, L.C.8
  • 9
    • 0021435861 scopus 로고
    • Effect of inorganic selenium supplementation on selenosis in postweanling swine
    • Mahan, D. C.; Moxon, A. L. Effect of Inorganic Selenium Supplementation on Selenosis in Postweanling Swine. J. Anim. Sci. 1984, 58, 1216-1221.
    • (1984) J. Anim. Sci. , vol.58 , pp. 1216-1221
    • Mahan, D.C.1    Moxon, A.L.2
  • 10
    • 0029339506 scopus 로고
    • Pathology of experimentally induced chronic selenosis (alkali disease) in yearling cattle
    • O'Toole, D.; Raisbeck, M. F. Pathology of Experimentally Induced Chronic Selenosis (Alkali Disease) in Yearling Cattle. J. Vet. Diagn. Invest. 1995, 7, 364-373.
    • (1995) J. Vet. Diagn. Invest. , vol.7 , pp. 364-373
    • O'Toole, D.1    Raisbeck, M.F.2
  • 11
    • 0033054261 scopus 로고    scopus 로고
    • Modifications to rat lens major intrinsic protein in selenite-induced cataract
    • Schey, K. L.; Fowler, J. G.; Shearer, T. R.; David, L. Modifications to Rat Lens Major Intrinsic Protein in Selenite-Induced Cataract. Invest. Ophthalmol. Visual Sci. 1999, 40, 657-667.
    • (1999) Invest. Ophthalmol. Visual Sci. , vol.40 , pp. 657-667
    • Schey, K.L.1    Fowler, J.G.2    Shearer, T.R.3    David, L.4
  • 12
    • 0031794470 scopus 로고    scopus 로고
    • Lessons from basic research in selenium and cancer prevention
    • Ip, C. Lessons from Basic Research in Selenium and Cancer Prevention. J. Nutr. 1998, 128, 1845-1854,
    • (1998) J. Nutr. , vol.128 , pp. 1845-1854
    • Ip, C.1
  • 13
    • 0033569496 scopus 로고    scopus 로고
    • Chemopreventive mechanisms of selenium
    • Combs, G. F., Jr. Chemopreventive Mechanisms of Selenium. Med. Klin. (Muenchen) 1999, 94 (Suppl. III), 18-34.
    • (1999) Med. Klin. (Muenchen) , vol.94 , Issue.SUPPL. III , pp. 18-34
    • Combs G.F., Jr.1
  • 14
    • 0034854089 scopus 로고    scopus 로고
    • Plasma selenium in specific and non-specific forms
    • Burk, R. F.; Hill, K. E.; Motley, A. K. Plasma Selenium in Specific and Non-specific Forms. Biofactors 2001, 14, 107-114.
    • (2001) Biofactors , vol.14 , pp. 107-114
    • Burk, R.F.1    Hill, K.E.2    Motley, A.K.3
  • 15
    • 0020490539 scopus 로고
    • Selenocysteine lyase, a novel enzyme that specifically acts on selenocysteine
    • Esaki, N.; Nakamura, T.; Tanaka, H.; Soda, K. Selenocysteine Lyase, a Novel Enzyme That Specifically Acts on Selenocysteine. J. Biol. Chem. 1982, 257, 4386-4391.
    • (1982) J. Biol. Chem. , vol.257 , pp. 4386-4391
    • Esaki, N.1    Nakamura, T.2    Tanaka, H.3    Soda, K.4
  • 16
    • 0020000915 scopus 로고
    • Prodrugs of L-cysteine as liver-protective agents. 2(RS)-methylthiazolidine-4(R)-carboxylic acid, a latent cysteine
    • Nagasawa, H. T.; Goon, D. J. W.; Zera, R. T.; Yuzon, D. L. Prodrugs of L-Cysteine as Liver-Protective Agents. 2(RS)-Methylthiazolidine-4(R)-carboxylic Acid, a Latent Cysteine. J. Med. Chem. 1982, 25, 489-491.
    • (1982) J. Med. Chem. , vol.25 , pp. 489-491
    • Nagasawa, H.T.1    Goon, D.J.W.2    Zera, R.T.3    Yuzon, D.L.4
  • 17
    • 0000616228 scopus 로고
    • Prodrugs of L-cysteine as protective agents against acetaminophem-induced hepatotoxicity. 2-(polyhydroxyalkyl)- and 2-(polyacetoxyalkyl)thiazolidine-4(R)-carboxylic acids
    • Roberts, J. C.; Nagasawa, H. T.; Zera, R. T.; Goon, D. J. W. Prodrugs of L-Cysteine as Protective Agents against Acetaminophem-Induced Hepatotoxicity. 2-(Polyhydroxyalkyl)- and 2-(Polyacetoxyalkyl)thiazolidine-4(R)-carboxylic Acids. J. Med. Chem. 1987, 30, 1891-1896.
    • (1987) J. Med. Chem. , vol.30 , pp. 1891-1896
    • Roberts, J.C.1    Nagasawa, H.T.2    Zera, R.T.3    Goon, D.J.W.4
  • 19
    • 0020491266 scopus 로고
    • New substrates of 5-oxo-l-prolinase
    • Williamson, J. M.; Meister, A. New Substrates of 5-Oxo-L-prolinase. J. Biol. Chem. 1982, 257, 12039-12042.
    • (1982) J. Biol. Chem. , vol.257 , pp. 12039-12042
    • Williamson, J.M.1    Meister, A.2
  • 20
    • 0024336402 scopus 로고
    • Metabolism of L-thiazolidine-4-carboxylic acid
    • Bohler, S.; Wagner, K.; Bassler, K. H. Metabolism of L-Thiazolidine-4-carboxylic Acid. Infusionstherapie 1989, 16, 82-86.
    • (1989) Infusionstherapie , vol.16 , pp. 82-86
    • Bohler, S.1    Wagner, K.2    Bassler, K.H.3
  • 21
    • 0026784651 scopus 로고
    • Oxidation of L-thiazolidine-4-carboxylate by L-proline dehydrogenase in esherichia coli
    • Deutch, C. E. Oxidation of L-Thiazolidine-4-carboxylate by L-Proline Dehydrogenase in Esherichia coli. J. Gen. Microbiol. 1992, 138, 1593-1598.
    • (1992) J. Gen. Microbiol. , vol.138 , pp. 1593-1598
    • Deutch, C.E.1
  • 22
    • 0038016067 scopus 로고    scopus 로고
    • Web Elements (http://www.webelements.com/webelements/elements/text/Se/key.html).
  • 24
    • 0029957065 scopus 로고    scopus 로고
    • Evaluation of organoselenium compounds for potential chemopreventive properties in colon cancer
    • Reddy, B. S.; Wynn, T. T.; El-Bayoumy, K.; Upadhyaya, P.; Fiala, E.; Rao, C. V, Evaluation of Organoselenium Compounds for Potential Chemopreventive Properties in Colon Cancer. Anticancer Res. 1996, 16, 1123-1128.
    • (1996) Anticancer Res. , vol.16 , pp. 1123-1128
    • Reddy, B.S.1    Wynn, T.T.2    El-Bayoumy, K.3    Upadhyaya, P.4    Fiala, E.5    Rao, C.V.6
  • 25
    • 0034152213 scopus 로고    scopus 로고
    • Novel approaches to the prevention of colon cancer by nutritional manipulation and chemoprevention
    • Reddy, B. S. Novel Approaches to the Prevention of Colon Cancer by Nutritional Manipulation and Chemoprevention. Cancer Epidemiol., Biomarkers Prev. 2000, 9, 239-247.
    • (2000) Cancer Epidemiol., Biomarkers Prev. , vol.9 , pp. 239-247
    • Reddy, B.S.1
  • 26
    • 0034624318 scopus 로고    scopus 로고
    • Chemoprevention of lung tumorigenesis induced by a mixture of benzo[a]pyrene and 1-(3-pyridyl)-1-butanone by the organoselenium compound 1,4-phenylene-bis(methylene)selenocyanate
    • Prokopczyk, B.; Rosa, J. G.; Desai, D.; Amin, S.; Sohn, O. S.; Fiala, E. S.; El-Bayoumy, K. Chemoprevention of Lung Tumorigenesis Induced by a Mixture of Benzo[a]pyrene and 1-(3-Pyridyl)-1-butanone by the Organoselenium Compound 1,4-Phenylene-bis(methylene)selenocyanate. Cancer Lett. 2000, 161, 35-46.
    • (2000) Cancer Lett. , vol.161 , pp. 35-46
    • Prokopczyk, B.1    Rosa, J.G.2    Desai, D.3    Amin, S.4    Sohn, O.S.5    Fiala, E.S.6    El-Bayoumy, K.7
  • 27
    • 0034053147 scopus 로고    scopus 로고
    • Chemoprevention of familial adenomatous polyposis development in the APC(min) mouse model by 1,4-phenylene-bis(methylene)selenocyanate
    • Rao, C. V.; Cooma, I.; Rodriguez, J. G.; Simi, B.; El-Bayoumy, K.; Reddy, B. S. Chemoprevention of Familial Adenomatous Polyposis Development in the APC(min) Mouse Model by 1,4-Phenylene-bis(methylene)selenocyanate. Carcinogenesis 2000, 21, 617-621.
    • (2000) Carcinogenesis , vol.21 , pp. 617-621
    • Rao, C.V.1    Cooma, I.2    Rodriguez, J.G.3    Simi, B.4    El-Bayoumy, K.5    Reddy, B.S.6
  • 28
    • 0032848137 scopus 로고    scopus 로고
    • Selenium metabolism, selenoproteins and mechanism of cancer prevention: Complexities with thioredoxin reductase
    • Ganther, H. E. Selenium Metabolism, Selenoproteins and Mechanism of Cancer Prevention: Complexities with Thioredoxin Reductase. Carcinogenesis 1999, 20, 1657-1666.
    • (1999) Carcinogenesis , vol.20 , pp. 1657-1666
    • Ganther, H.E.1
  • 29
    • 0035253830 scopus 로고    scopus 로고
    • Methylseleninic acid, a potent growth inhibitor of synchronized mouse mammary epithelial tumor cells in vitro
    • Sinha, R.; Unni, E.; Ganther, H, E.; Medina, D. Methylseleninic Acid, a Potent Growth Inhibitor of Synchronized Mouse Mammary Epithelial Tumor Cells in Vitro. Biochem. Pharmacol. 2001, 61, 311-317.
    • (2001) Biochem. Pharmacol. , vol.61 , pp. 311-317
    • Sinha, R.1    Unni, E.2    Ganther, H.E.3    Medina, D.4
  • 30
    • 0034214376 scopus 로고    scopus 로고
    • In vitro and in vivo studies of methylseleninic acid: Evidence that a monomethylated selenium metabolite is critical for cancer chemoprevention
    • Ip, C.; Thompson, J. H.; Zhu, A.; Ganther, H. E. In Vitro and in Vivo Studies of Methylseleninic Acid: Evidence That a Monomethylated Selenium Metabolite Is Critical for Cancer Chemoprevention. Cancer Res. 2000, 60, 2882-2886.
    • (2000) Cancer Res. , vol.60 , pp. 2882-2886
    • Ip, C.1    Thompson, J.H.2    Zhu, A.3    Ganther, H.E.4
  • 31
    • 0035670487 scopus 로고    scopus 로고
    • Se-methylselenocysteine: A new compound for chemoprevention of breast cancer
    • Medina, D.; Thompson, H.; Ganther, H.; Ip, C. Se-Methylselenocysteine: A New Compound for Chemoprevention of Breast Cancer. Nutr. Cancer 2001, 40, 12-17.
    • (2001) Nutr. Cancer , vol.40 , pp. 12-17
    • Medina, D.1    Thompson, H.2    Ganther, H.3    Ip, C.4
  • 32
    • 0036468277 scopus 로고    scopus 로고
    • Identification of molecular targets associated with selenium-induced growth inhibition in human breast cells using cDNA microarrays
    • Dong, Y.; Ganther, H. E.; Stewart, C.; Ip, C. Identification of Molecular Targets Associated with Selenium-Induced Growth Inhibition in Human Breast Cells Using cDNA Microarrays. Cancer Res. 2002, 62, 708-714.
    • (2002) Cancer Res. , vol.62 , pp. 708-714
    • Dong, Y.1    Ganther, H.E.2    Stewart, C.3    Ip, C.4
  • 33
    • 0037155922 scopus 로고    scopus 로고
    • Methylseleninate is a substrate rather than an inhibitor for the antitumor effects of selenium
    • Gromer, S.; Gross, J. H. Methylseleninate is a Substrate Rather than an Inhibitor for the Antitumor Effects of Selenium. J. Biol. Chem. 2002, 277, 9701-9706.
    • (2002) J. Biol. Chem. , vol.277 , pp. 9701-9706
    • Gromer, S.1    Gross, J.H.2
  • 34
    • 0036144677 scopus 로고    scopus 로고
    • Mechanisms of cell cycle arrest by methylseleninic acid
    • Zhu, Z.; Jiang, W.; Ganther, H. E.; Thompson, H. J. Mechanisms of Cell Cycle Arrest by Methylseleninic Acid. Cancer Res. 2002, 62, 156-164.
    • (2002) Cancer Res. , vol.62 , pp. 156-164
    • Zhu, Z.1    Jiang, W.2    Ganther, H.E.3    Thompson, H.J.4
  • 35
    • 0029833949 scopus 로고    scopus 로고
    • The selenium requirement for glutathione peroxidase mRNA level is half of the selenium requirement for glutathione peroxidase activity in female rats
    • Weiss, S. L.; Evenson, J. K.; Thompson, K, M.; Sunder, R. A. The Selenium Requirement for Glutathione Peroxidase mRNA Level Is Half of the Selenium Requirement for Glutathione Peroxidase Activity in Female Rats. J. Nutr. 1996, 126, 2260-2267.
    • (1996) J. Nutr. , vol.126 , pp. 2260-2267
    • Weiss, S.L.1    Evenson, J.K.2    Thompson, K.M.3    Sunder, R.A.4
  • 36
    • 0029741901 scopus 로고    scopus 로고
    • Conventional cell culture media do not adequately supply cells with antioxidants and thus facilitate peroxide-induced genotoxicity
    • Leist, M.; Raab, B.; Maurer, S.; Rösick, Y.; Brigelius-Flohé, R. Conventional Cell Culture Media Do Not Adequately Supply Cells with Antioxidants and Thus Facilitate Peroxide-Induced Genotoxicity. Free Radical Biol. Med. 1996, 21, 297-306.
    • (1996) Free Radical Biol. Med. , vol.21 , pp. 297-306
    • Leist, M.1    Raab, B.2    Maurer, S.3    Rösick, Y.4    Brigelius-Flohé, R.5
  • 37
    • 0034600003 scopus 로고    scopus 로고
    • Effect of selenium supplementation on the activities of glutathione metabolizing enzymes in human hepatoma HepG2 cell line
    • Helmy, M. H.; Ismail, S. S.; Fayed, H.; El-Bassiouni, E. A. Effect of Selenium Supplementation on the Activities of Glutathione Metabolizing Enzymes in Human Hepatoma HepG2 Cell Line. Toxicology 2000, 144, 57-61.
    • (2000) Toxicology , vol.144 , pp. 57-61
    • Helmy, M.H.1    Ismail, S.S.2    Fayed, H.3    El-Bassiouni, E.A.4
  • 38
    • 0028088680 scopus 로고
    • Selenium enhances glutathione peroxidase activity and prostacyclin release in cultured human endothelial cells
    • Ricetti, M. M.; Guidi, G. C.; Bellisola, G.; Marrocchella, R.; Rigo, A.; Perona, G. Selenium Enhances Glutathione Peroxidase Activity and Prostacyclin Release in Cultured Human Endothelial Cells. Biol. Trace Elem. Res. 1994, 46, 113-123.
    • (1994) Biol. Trace Elem. Res. , vol.46 , pp. 113-123
    • Ricetti, M.M.1    Guidi, G.C.2    Bellisola, G.3    Marrocchella, R.4    Rigo, A.5    Perona, G.6
  • 39
    • 0030055822 scopus 로고    scopus 로고
    • Selenium-mediated inhibition of transcription factor NF-κB and HIV-1 LTR promoted activity
    • Makropoulos, V.; Brüning, T.; Schulze-Osthoff, K. Selenium-Mediated Inhibition of Transcription Factor NF-κB and HIV-1 LTR Promoted Activity. Arch. Toxicol. 1996, 70, 277-283.
    • (1996) Arch. Toxicol. , vol.70 , pp. 277-283
    • Makropoulos, V.1    Brüning, T.2    Schulze-Osthoff, K.3
  • 40
    • 0344142391 scopus 로고    scopus 로고
    • Selenium compounds have disparate abilities to impose oxidative stress and induce apoptosis
    • Stewart, M. S.; Spallholz, J. E.; Neldner, K. H.; Pence, B. C. Selenium Compounds Have Disparate Abilities To Impose Oxidative Stress and Induce Apoptosis. Free Radical Biol. Med. 1999, 26, 42-48.
    • (1999) Free Radical Biol. Med. , vol.26 , pp. 42-48
    • Stewart, M.S.1    Spallholz, J.E.2    Neldner, K.H.3    Pence, B.C.4
  • 41
    • 0034653369 scopus 로고    scopus 로고
    • Reactive oxygen species and proinflammatory cytokine signaling in endothelial cells: Effect of selenium supplementation
    • Tolando, R.; Jovanović, A.; Brigelius-Flohé, R.; Ursini, F.; Maiorino, M. Reactive Oxygen Species and Proinflammatory Cytokine Signaling in Endothelial Cells: Effect of Selenium Supplementation. Free Radical Biol. Med. 2000, 28, 979-986.
    • (2000) Free Radical Biol. Med. , vol.28 , pp. 979-986
    • Tolando, R.1    Jovanović, A.2    Brigelius-Flohé, R.3    Ursini, F.4    Maiorino, M.5
  • 42
    • 0037124120 scopus 로고    scopus 로고
    • Protection of mice from allergen-induced asthma by selenite
    • Jeong, D.-W.; Yoo, M.-H.; Kim, T. S.; Kim, J.-H.; Kim, I. Y. Protection of Mice from Allergen-Induced Asthma by Selenite. J. Biol. Chem. 2002, 277, 17871-17876,
    • (2002) J. Biol. Chem. , vol.277 , pp. 17871-17876
    • Jeong, D.-W.1    Yoo, M.-H.2    Kim, T.S.3    Kim, J.-H.4    Kim, I.Y.5
  • 43
    • 0017705357 scopus 로고
    • Synthesis and chromatographic properties of selenazolidine-4-carboxylic acid (selenaproline)
    • De Marco, C.; Coccia, R.; Rinaldi, A.; Cavallini, D. Synthesis and Chromatographic Properties of Selenazolidine-4-carboxylic Acid (Selenaproline). Ital. J. Biochem. 1977, 26, 51-58.
    • (1977) Ital. J. Biochem. , vol.26 , pp. 51-58
    • De Marco, C.1    Coccia, R.2    Rinaldi, A.3    Cavallini, D.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.