메뉴 건너뛰기




Volumn 20, Issue 10, 2007, Pages 1482-1487

3,3́-Diselenodipropionic acid, an efficient peroxyl radical scavenger and a GPx mimic, protects erythrocytes (RBCs) from AAPH-induced hemolysis

Author keywords

[No Author keywords available]

Indexed keywords

2,2' AZOBIS(2 AMIDINOPROPANE); 3,3' DISELENODIPROPIONIC ACID; EBSELEN; GLUTATHIONE; GLUTATHIONE PEROXIDASE; POTASSIUM; SCAVENGER; SELENIUM; SELENOCYSTINE; SODIUM SELENITE; THIOBARBITURIC ACID REACTIVE SUBSTANCE; TRICHLORMETHIAZIDE; UNCLASSIFIED DRUG; 2,2'-AZOBIS(2-AMIDINOPROPANE); 3,3'-DISELENODIPROPIONIC ACID; AMIDINE; ANTIOXIDANT; FREE RADICAL; HEMOGLOBIN; ORGANOSELENIUM DERIVATIVE; PERHYDROXYL RADICAL; PEROXIDE; POTASSIUM CHANNEL; PROPIONIC ACID DERIVATIVE; PYRROLE DERIVATIVE; SELENIUM DERIVATIVE;

EID: 35848929047     PISSN: 0893228X     EISSN: None     Source Type: Journal    
DOI: 10.1021/tx700137a     Document Type: Article
Times cited : (92)

References (40)
  • 1
    • 24044514005 scopus 로고    scopus 로고
    • Selenium, oxidative stress, and health aspects
    • Brenneisen, P., Steinbrenner, H., and Sies, H. (2005) Selenium, oxidative stress, and health aspects. Mol. Aspects Med. 26, 256-267.
    • (2005) Mol. Aspects Med , vol.26 , pp. 256-267
    • Brenneisen, P.1    Steinbrenner, H.2    Sies, H.3
  • 2
    • 0034852588 scopus 로고    scopus 로고
    • The biochemistry of selenium and the glutathione system
    • Arteel, G. E., and Sies, H. (2001) The biochemistry of selenium and the glutathione system. Environ. Toxicol. Pharmacol. 10, 153-158.
    • (2001) Environ. Toxicol. Pharmacol , vol.10 , pp. 153-158
    • Arteel, G.E.1    Sies, H.2
  • 3
    • 0038719775 scopus 로고    scopus 로고
    • The antioxidant role of selenium and selenol-compounds
    • Tapiero, H., Townsend, D. M., and Tew, K. D. (2003) The antioxidant role of selenium and selenol-compounds. Biomed. Pharmacother. 57, 134-144.
    • (2003) Biomed. Pharmacother , vol.57 , pp. 134-144
    • Tapiero, H.1    Townsend, D.M.2    Tew, K.D.3
  • 4
    • 33746277784 scopus 로고    scopus 로고
    • 3′-(2,4-Dinitrobenzenesulfonyl)-2′,7′-dimethylfluorescein as a fluorescent probe for selenols
    • Madea, H., Katayama, K., Matsuno, H., and Uno, T. (2006) 3′-(2,4-Dinitrobenzenesulfonyl)-2′,7′-dimethylfluorescein as a fluorescent probe for selenols. Angew. Chem., Int. Ed. 45, 1810-1813.
    • (2006) Angew. Chem., Int. Ed , vol.45 , pp. 1810-1813
    • Madea, H.1    Katayama, K.2    Matsuno, H.3    Uno, T.4
  • 5
    • 0034662094 scopus 로고    scopus 로고
    • The importance of selenium to human health
    • Rayman, M. P. (2000) The importance of selenium to human health. Lancet 356, 233-241.
    • (2000) Lancet , vol.356 , pp. 233-241
    • Rayman, M.P.1
  • 6
    • 23744488285 scopus 로고    scopus 로고
    • Optimization of selenium status by a single intraperitoneal injection of selenium in Se- deficient rat: Possible application to burned patient treatment
    • Agay, D., Sandre, G, Ducros, V., Faure, H., Cruz, C., Alonso, A., Roussel, A-M., and Chancerelle, Y. (2005) Optimization of selenium status by a single intraperitoneal injection of selenium in Se- deficient rat: Possible application to burned patient treatment. Free Radical Biol. Med. 39, 762-768.
    • (2005) Free Radical Biol. Med , vol.39 , pp. 762-768
    • Agay, D.1    Sandre, G.2    Ducros, V.3    Faure, H.4    Cruz, C.5    Alonso, A.6    Roussel, A.-M.7    Chancerelle, Y.8
  • 7
    • 0035312554 scopus 로고    scopus 로고
    • Structure-activity correlation between natural glutathione peroxidase (GPx) and mimics: A biomimetic concept for the design and synthesis of more efficient GPx mimics
    • Mugesh, G., and du Mont, W.-W. (2001) Structure-activity correlation between natural glutathione peroxidase (GPx) and mimics: A biomimetic concept for the design and synthesis of more efficient GPx mimics. Chem. - Eur. J. 7, 1365-1370.
    • (2001) Chem. - Eur. J , vol.7 , pp. 1365-1370
    • Mugesh, G.1    du Mont, W.-W.2
  • 10
    • 0000539655 scopus 로고
    • Selenium Proteins Containing Selenocysteine
    • King, R. B, Ed, Wiley, New York
    • Bock, A. (1994) Selenium Proteins Containing Selenocysteine. In Encyclopedia of Inorganic Chemistry (King, R. B., Ed.), Vol. 7, pp 3700-3709, Wiley, New York.
    • (1994) Encyclopedia of Inorganic Chemistry , vol.7 , pp. 3700-3709
    • Bock, A.1
  • 11
    • 33845940127 scopus 로고    scopus 로고
    • Synthetic seleno-glutaredoxin 3 analogues are highly reducing oxidoreductases with enhanced catalytic efficiency
    • Metanis, N., Keinan, E., and Dawson, P. E. (2006) Synthetic seleno-glutaredoxin 3 analogues are highly reducing oxidoreductases with enhanced catalytic efficiency. J. Am. Chem. Soc. 128, 16684-16691.
    • (2006) J. Am. Chem. Soc , vol.128 , pp. 16684-16691
    • Metanis, N.1    Keinan, E.2    Dawson, P.E.3
  • 12
    • 33846019656 scopus 로고    scopus 로고
    • Selenocompounds can serve as oxido-reductants with the methionine sulfoxide reductase enzymes
    • Sagher, D., Brunell, D., Brot, N., Vallee, B. L., and Weissbach, H. (2006) Selenocompounds can serve as oxido-reductants with the methionine sulfoxide reductase enzymes. J. Biol. Chem. 281, 31184-31187.
    • (2006) J. Biol. Chem , vol.281 , pp. 31184-31187
    • Sagher, D.1    Brunell, D.2    Brot, N.3    Vallee, B.L.4    Weissbach, H.5
  • 13
    • 84984583119 scopus 로고    scopus 로고
    • Organoselenium and Organotellurium compounds: Toxicology and Pharmacology
    • Nogueira, C. W., Zeni, G., and Rocha, J. B. T. (2004) Organoselenium and Organotellurium compounds: Toxicology and Pharmacology. Chem. Rev. 104, 6255-6285.
    • (2004) Chem. Rev , vol.104 , pp. 6255-6285
    • Nogueira, C.W.1    Zeni, G.2    Rocha, J.B.T.3
  • 14
    • 0035385139 scopus 로고    scopus 로고
    • Chemistry of biologically important synthetic organoselenium compounds
    • Mugesh, G., du Mont, W.-W., and Sies, H. (2001) Chemistry of biologically important synthetic organoselenium compounds. Chem. Rev. 101, 2125-2179.
    • (2001) Chem. Rev , vol.101 , pp. 2125-2179
    • Mugesh, G.1    du Mont, W.-W.2    Sies, H.3
  • 15
    • 33748320810 scopus 로고    scopus 로고
    • Horseradish peroxidase inhibition and antioxidant activity of ebselen and related organoselenium compounds
    • Mishra, B., Priyadarsini, K. I., Mohan, H., and Mugesh, G. (2006) Horseradish peroxidase inhibition and antioxidant activity of ebselen and related organoselenium compounds. Bioorg. Med. Chem. Lett. 16, 5335-5338.
    • (2006) Bioorg. Med. Chem. Lett , vol.16 , pp. 5335-5338
    • Mishra, B.1    Priyadarsini, K.I.2    Mohan, H.3    Mugesh, G.4
  • 16
    • 0033994250 scopus 로고    scopus 로고
    • Ebselen: Prospective therapy for cerebral ischemia
    • Pamham, M. J., and Sies, H. (2000) Ebselen: Prospective therapy for cerebral ischemia. Exp. Opin. Invest. Drugs 9, 607-619.
    • (2000) Exp. Opin. Invest. Drugs , vol.9 , pp. 607-619
    • Pamham, M.J.1    Sies, H.2
  • 17
    • 0242270866 scopus 로고    scopus 로고
    • Diselenides and allyl selenides as glutathione peroxidase mimetics. Remarkable activity of cyclic seleninates produced in situ by the oxidation of allyl ω-hydroxyalkyl selenides
    • Back, T. G., and Moussa, Z. (2003) Diselenides and allyl selenides as glutathione peroxidase mimetics. Remarkable activity of cyclic seleninates produced in situ by the oxidation of allyl ω-hydroxyalkyl selenides. J. Am. Chem. Soc. 125, 13455-13460.
    • (2003) J. Am. Chem. Soc , vol.125 , pp. 13455-13460
    • Back, T.G.1    Moussa, Z.2
  • 18
    • 33748697487 scopus 로고    scopus 로고
    • Structure-activity relationships of some hederagenin diglycosides: Haemolysis, cytotoxicity and apoptosis induction
    • Chwalek, M., Lalun, N., Bobichon, H., Plé, K., and Voutquenne-Nazabadioko, L. (2006) Structure-activity relationships of some hederagenin diglycosides: Haemolysis, cytotoxicity and apoptosis induction. Biochim. Biophys. Acta 1760, 1418-1427.
    • (2006) Biochim. Biophys. Acta , vol.1760 , pp. 1418-1427
    • Chwalek, M.1    Lalun, N.2    Bobichon, H.3    Plé, K.4    Voutquenne-Nazabadioko, L.5
  • 19
    • 0034308193 scopus 로고    scopus 로고
    • Photosensitization induced reactive oxygen species and oxidative damage in human erythrocytes
    • El-Missiry, M. A., and Abou-Seif, M. (2000) Photosensitization induced reactive oxygen species and oxidative damage in human erythrocytes. Cancer Lett. 158, 155-163.
    • (2000) Cancer Lett , vol.158 , pp. 155-163
    • El-Missiry, M.A.1    Abou-Seif, M.2
  • 20
    • 0024203361 scopus 로고
    • Oxidative hemolysis of erythrocytes and its inhibition by free radical scavengers
    • Niki, E., Komuro, E., Takahashi, M., Urano, S., Ito, E., and Terao, K. (1988) Oxidative hemolysis of erythrocytes and its inhibition by free radical scavengers. J. Biol. Chem. 263, 19809-19814.
    • (1988) J. Biol. Chem , vol.263 , pp. 19809-19814
    • Niki, E.1    Komuro, E.2    Takahashi, M.3    Urano, S.4    Ito, E.5    Terao, K.6
  • 21
    • 0034684273 scopus 로고    scopus 로고
    • Hemolysis of human red blood cells by riboflavin-Cu(II) system
    • Ali, I., Gatasheh, M. K. M., and Naseem, I. (2000) Hemolysis of human red blood cells by riboflavin-Cu(II) system. Biochim. Biophys. Acta 1523, 225-229.
    • (2000) Biochim. Biophys. Acta , vol.1523 , pp. 225-229
    • Ali, I.1    Gatasheh, M.K.M.2    Naseem, I.3
  • 22
    • 0037166140 scopus 로고    scopus 로고
    • Inhibitory effects of thiol-containing drugs on erythrocyte oxidative damages investigated with an improved assay system
    • Vosters, O., and Nève, J. (2002) Inhibitory effects of thiol-containing drugs on erythrocyte oxidative damages investigated with an improved assay system. Talanta 57, 595-600.
    • (2002) Talanta , vol.57 , pp. 595-600
    • Vosters, O.1    Nève, J.2
  • 23
    • 33644931615 scopus 로고    scopus 로고
    • Protective effect of curcumin and its analogues against free radical-induced oxidative haemolysis of human red blood cells
    • Deng, S.-L., Cheng, W.-F., Zhou, B., Yang, L., and Liu, Z.-L. (2006) Protective effect of curcumin and its analogues against free radical-induced oxidative haemolysis of human red blood cells. Food Chem. 98, 112-119.
    • (2006) Food Chem , vol.98 , pp. 112-119
    • Deng, S.-L.1    Cheng, W.-F.2    Zhou, B.3    Yang, L.4    Liu, Z.-L.5
  • 24
    • 0025082043 scopus 로고
    • Free radical initiators as source of water or lipid soluble peroxyl radicals
    • Niki, E. (1990) Free radical initiators as source of water or lipid soluble peroxyl radicals. Methods Enzymol. 186, 100-108.
    • (1990) Methods Enzymol , vol.186 , pp. 100-108
    • Niki, E.1
  • 25
    • 0000210110 scopus 로고
    • Nuclear magnetic resonance studies of the solution chemistry of metal complexes. 23. Complexation of mefhylmercury by selenohydryl-containing amino acids and related molecules
    • Arnold, A. P., Tan, K. S., and Rabenstein, D. L. (1986) Nuclear magnetic resonance studies of the solution chemistry of metal complexes. 23. Complexation of mefhylmercury by selenohydryl-containing amino acids and related molecules. Inorg. Chem. 25, 2433-2437.
    • (1986) Inorg. Chem , vol.25 , pp. 2433-2437
    • Arnold, A.P.1    Tan, K.S.2    Rabenstein, D.L.3
  • 26
    • 0036842558 scopus 로고    scopus 로고
    • Production of oxygen free radicals and of hemolysis by cyclosporine
    • Kwak, C. S., Mun, K. C., and Suh, S. I. (2002) Production of oxygen free radicals and of hemolysis by cyclosporine. Transplant. Proc. 34, 2654-2655.
    • (2002) Transplant. Proc , vol.34 , pp. 2654-2655
    • Kwak, C.S.1    Mun, K.C.2    Suh, S.I.3
  • 27
    • 1942510594 scopus 로고    scopus 로고
    • Effect of chlorophyllin against oxidative stree in splenic lymphocytes in vitro and in vivo
    • Santosh Kumar, S., Shankar, B., and Sainis, K. B. (2004) Effect of chlorophyllin against oxidative stree in splenic lymphocytes in vitro and in vivo. Biochim. Biophys. Acta 1672, 100-111.
    • (2004) Biochim. Biophys. Acta , vol.1672 , pp. 100-111
    • Santosh Kumar, S.1    Shankar, B.2    Sainis, K.B.3
  • 29
    • 0001882690 scopus 로고
    • Chemical dosimetry of pulsed electron and X-ray sources in the 1-20 MeV range
    • Baxendale, J. H, and Busi, F, Eds, pp, D. Reidel, Dordrecht, The Netherlands
    • Fielden, E. M. (1984) Chemical dosimetry of pulsed electron and X-ray sources in the 1-20 MeV range. In The Study of Fast Processes and Transient Species by Electron Pulse Radiolysis (Baxendale, J. H., and Busi, F., Eds.), pp 49-62, D. Reidel, Dordrecht, The Netherlands,
    • (1984) The Study of Fast Processes and Transient Species by Electron Pulse Radiolysis , pp. 49-62
    • Fielden, E.M.1
  • 30
    • 33845281195 scopus 로고
    • Halogenated alkyl peroxyl radicals as oxidants: Effects of solvent and of substituents on rates of electron transfer
    • Alfassi, Z. B., Mosseri, S., and Neta, P. (1987) Halogenated alkyl peroxyl radicals as oxidants: Effects of solvent and of substituents on rates of electron transfer. J. Phys. Chem. 91, 3383-3385.
    • (1987) J. Phys. Chem , vol.91 , pp. 3383-3385
    • Alfassi, Z.B.1    Mosseri, S.2    Neta, P.3
  • 32
    • 0021061819 scopus 로고
    • Rapid colorimetric assay for cellular growth and survival: Application to proliferation and cytotoxicity assays
    • Mosmann, T. (1983) Rapid colorimetric assay for cellular growth and survival: application to proliferation and cytotoxicity assays. J. Immunol. Methods 65, 55-63.
    • (1983) J. Immunol. Methods , vol.65 , pp. 55-63
    • Mosmann, T.1
  • 33
    • 35848938936 scopus 로고    scopus 로고
    • Here, although we consider this as measurement of GSH, it may correspond to total reduced thiols present in the RBCs; however, no attempt has been made to separately estimate GSH from other thiols
    • Here, although we consider this as measurement of GSH, it may correspond to total reduced thiols present in the RBCs; however, no attempt has been made to separately estimate GSH from other thiols.
  • 34
    • 33845377281 scopus 로고
    • Reaction of azide radicals widi aromatic compounds. Azide as a selective oxidant
    • Alfassi, Z. B., and Schuler, R. H. (1985) Reaction of azide radicals widi aromatic compounds. Azide as a selective oxidant. J. Phys. Chem. 89, 3359-3363.
    • (1985) J. Phys. Chem , vol.89 , pp. 3359-3363
    • Alfassi, Z.B.1    Schuler, R.H.2
  • 35
    • 33644784014 scopus 로고    scopus 로고
    • Effect of pH on one electron oxidation of organoselenium compounds in aqueous solutions
    • Mishra, B., Priyadarsini, K. I., and Mohan, H. (2006) Effect of pH on one electron oxidation of organoselenium compounds in aqueous solutions. J. Phys. Chem. A 110, 1894-1900.
    • (2006) J. Phys. Chem. A , vol.110 , pp. 1894-1900
    • Mishra, B.1    Priyadarsini, K.I.2    Mohan, H.3
  • 36
    • 0742305487 scopus 로고    scopus 로고
    • Effect of increasing selenite concentrations, vitamin E supplementation and different fetal calf serum content on GPx1 activity in primary cultured rabbit hepatocytes
    • Müller, A. S., and Pallauf, J. (2003) Effect of increasing selenite concentrations, vitamin E supplementation and different fetal calf serum content on GPx1 activity in primary cultured rabbit hepatocytes. J. Trace Elem. Med. Biol. 17, 183-192.
    • (2003) J. Trace Elem. Med. Biol , vol.17 , pp. 183-192
    • Müller, A.S.1    Pallauf, J.2
  • 37
    • 0035476847 scopus 로고    scopus 로고
    • Redox-mediated effects of selenium on apoptosis and cell cycle in the LNCaP human prostate cancer cell line
    • Zhong, W., and Oberley, T. D. (2001) Redox-mediated effects of selenium on apoptosis and cell cycle in the LNCaP human prostate cancer cell line. Cancer Res. 61, 7071-7078.
    • (2001) Cancer Res , vol.61 , pp. 7071-7078
    • Zhong, W.1    Oberley, T.D.2
  • 38
    • 0024989383 scopus 로고
    • Reactivity of ebselen and related selenoorganic compounds with 1,2-dichloroethane radical cations and halogenated peroxyl radicals
    • Schöneich, C., Narayanaswami, V., Asmus, K. D., and Sies, H. (1990) Reactivity of ebselen and related selenoorganic compounds with 1,2-dichloroethane radical cations and halogenated peroxyl radicals. Arch. Biochem. Biophys. 282, 18-25.
    • (1990) Arch. Biochem. Biophys , vol.282 , pp. 18-25
    • Schöneich, C.1    Narayanaswami, V.2    Asmus, K.D.3    Sies, H.4
  • 39
    • 19544371395 scopus 로고    scopus 로고
    • β-Sitosterol modulates antioxidant enzyme response in RAW 264.7 macrophages
    • Vivancos, M., and Moreno, J. J. (2005) β-Sitosterol modulates antioxidant enzyme response in RAW 264.7 macrophages. Free Radic. Biol. Med. 39, 91-97.
    • (2005) Free Radic. Biol. Med , vol.39 , pp. 91-97
    • Vivancos, M.1    Moreno, J.J.2
  • 40
    • 0002365894 scopus 로고    scopus 로고
    • Sulfur Centered Reactive Intermediates as Studied by Radiation Chemical and Complementary Techniques
    • Alfassi, Z. B, Eds, pp, John Wiley & Sons, New York
    • Asmus, K.-D., and Bonifacio, M. (1999) Sulfur Centered Reactive Intermediates as Studied by Radiation Chemical and Complementary Techniques. In S-centered Radicals (Alfassi, Z. B., Eds.), pp 142-145, John Wiley & Sons, New York.
    • (1999) S-centered Radicals , pp. 142-145
    • Asmus, K.-D.1    Bonifacio, M.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.