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Volumn 49, Issue 8, 2006, Pages 2543-2548

Free radical scavenging and antioxidant activities of substituted hexahydropyridoindoles. Quantitative structure - Activity relationships

Author keywords

[No Author keywords available]

Indexed keywords

1,1 DIPHENYL 2 PICRYLHYDRAZYL; ALCOHOL; ANTIOXIDANT; AROMATIC COMPOUND; DIOLEOYLPHOSPHATIDYLCHOLINE; HEXAHYDROPYRIDOINDOLE DERIVATIVE; INDOLE DERIVATIVE; LIPOSOME; SCAVENGER; UNCLASSIFIED DRUG;

EID: 33646095778     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm060041r     Document Type: Article
Times cited : (31)

References (38)
  • 1
    • 0033213511 scopus 로고    scopus 로고
    • Indole derivatives as neuroprotectants
    • Stolc, S. Indole derivatives as neuroprotectants. Life Sci. 1999, 65, 1943-1950.
    • (1999) Life Sci. , vol.65 , pp. 1943-1950
    • Stolc, S.1
  • 2
    • 0345676510 scopus 로고    scopus 로고
    • Antioxidant and pharmacodynamic effects of pyridoindole stobadine
    • Horakova, L.; Stolc, S. Antioxidant and pharmacodynamic effects of pyridoindole stobadine. Gen. Pharmacol. 1998, 30, 627-638.
    • (1998) Gen. Pharmacol. , vol.30 , pp. 627-638
    • Horakova, L.1    Stolc, S.2
  • 3
    • 0030895408 scopus 로고    scopus 로고
    • Neuroprotection by the pyridoindole stobadine: A minireview
    • Stolc, S.; Vlkolinsky, R.; Pavlasek, J. Neuroprotection by the pyridoindole stobadine: a minireview. Brain Res. Bull. 1997, 42, 335-340.
    • (1997) Brain Res. Bull. , vol.42 , pp. 335-340
    • Stolc, S.1    Vlkolinsky, R.2    Pavlasek, J.3
  • 5
    • 4644225110 scopus 로고    scopus 로고
    • Protective effect of N-acetyl-serotonin on the nonenzymatic lipid peroxidation in rat testicular microsomes and mitochondria
    • Gavazza, M. B.; Catala, A. Protective effect of N-acetyl-serotonin on the nonenzymatic lipid peroxidation in rat testicular microsomes and mitochondria. J. Pineal Res. 2004, 37 (3), 153-60.
    • (2004) J. Pineal Res. , vol.37 , Issue.3 , pp. 153-160
    • Gavazza, M.B.1    Catala, A.2
  • 6
    • 0034723254 scopus 로고    scopus 로고
    • Beta-carbolines that accumulate in human tissues may serve a protective role against oxidative stress
    • Pari, K.; Sundari, C. S.; Chandani, S.; Balasubramanian, D. Beta-carbolines that accumulate in human tissues may serve a protective role against oxidative stress. J. Biol. Chem. 2000, 275, 2455-2462.
    • (2000) J. Biol. Chem. , vol.275 , pp. 2455-2462
    • Pari, K.1    Sundari, C.S.2    Chandani, S.3    Balasubramanian, D.4
  • 7
    • 0029008406 scopus 로고
    • Indenoindole depresses lipofuscin formation in cultured neonatal rat myocardial cells
    • Marzabadi, M. R.; Jones, C.; Rydstrom, J. Indenoindole depresses lipofuscin formation in cultured neonatal rat myocardial cells. Mech. Ageing Dev. 1995, 80, 189-197.
    • (1995) Mech. Ageing Dev. , vol.80 , pp. 189-197
    • Marzabadi, M.R.1    Jones, C.2    Rydstrom, J.3
  • 8
    • 0034930671 scopus 로고    scopus 로고
    • Free radical-mediated molecular damage. Mechanisms for the protective actions of melatonin in the central nervous system
    • Reiter, R. J.; Acuna-Castroviejo, D.; Tan, D. X.; Burkhardt, S. Free radical-mediated molecular damage. Mechanisms for the protective actions of melatonin in the central nervous system. Ann. N. Y. Acad. Sci. 2001, 939, 200-215.
    • (2001) Ann. N. Y. Acad. Sci. , vol.939 , pp. 200-215
    • Reiter, R.J.1    Acuna-Castroviejo, D.2    Tan, D.X.3    Burkhardt, S.4
  • 9
    • 1342347654 scopus 로고    scopus 로고
    • Endogenous and dietary indoles: A class of antioxidants and radical scavengers in the ABTS assay
    • Herraiz, T.; Galisteo, J. Endogenous and dietary indoles: a class of antioxidants and radical scavengers in the ABTS assay. Free Radical Res. 2004, 38 (3), 323-31.
    • (2004) Free Radical Res. , vol.38 , Issue.3 , pp. 323-331
    • Herraiz, T.1    Galisteo, J.2
  • 11
    • 0029878802 scopus 로고    scopus 로고
    • Characterization of novel indenoindoles. Part I. Structure-activity relationships in different model systems of lipid peroxidation
    • Westerlund, C.; Ostlund-Lindqvist. A. M.; Sainsbury, M.; Shertzer. H. G.; Sjoquist, P. O. Characterization of novel indenoindoles. Part I. Structure-activity relationships in different model systems of lipid peroxidation. Biochem. Pharmacol. 1996, 51, 1397-1402.
    • (1996) Biochem. Pharmacol. , vol.51 , pp. 1397-1402
    • Westerlund, C.1    Ostlund-Lindqvist, A.M.2    Sainsbury, M.3    Shertzer, H.G.4    Sjoquist, P.O.5
  • 12
    • 0026784064 scopus 로고
    • Antioxidant activity of the pyridoindole stobadine. Pulse radiolytic characterization of one-electron-oxidized stobadineand quenching of singlet molecular oxygen
    • Steenken, S.; Sunquist, A. R.; Jovanovic, S. V.; Crockett, R.; Sies, H. Antioxidant activity of the pyridoindole stobadine. Pulse radiolytic characterization of one-electron-oxidized stobadineand quenching of singlet molecular oxygen. Chem. Res. Toxicol. 1992, 5, 355-360.
    • (1992) Chem. Res. Toxicol. , vol.5 , pp. 355-360
    • Steenken, S.1    Sunquist, A.R.2    Jovanovic, S.V.3    Crockett, R.4    Sies, H.5
  • 13
    • 2442476238 scopus 로고    scopus 로고
    • Anticarcinogenic and antioxidant activity of diindolylmethane derivatives
    • Benabadji, S. H.; Wen, R.; Zheng, J. B.; Dong, X. C.; Yuan, S. G. Anticarcinogenic and antioxidant activity of diindolylmethane derivatives. Acta Pharmacol. Sin. 2004, 25 (5), 666-71.
    • (2004) Acta Pharmacol. Sin. , vol.25 , Issue.5 , pp. 666-671
    • Benabadji, S.H.1    Wen, R.2    Zheng, J.B.3    Dong, X.C.4    Yuan, S.G.5
  • 14
    • 0029974047 scopus 로고    scopus 로고
    • Molecular modeling parameters predict antioxidant efficacy of 3-indolyl compounds
    • Shertzer, H.; Tabor, M. W.; Hogan, I. T. D.; Brown, S. J.; Sainsbury, M. Molecular modeling parameters predict antioxidant efficacy of 3-indolyl compounds. Arch. Toxicol. 1996, 70, 830-834.
    • (1996) Arch. Toxicol. , vol.70 , pp. 830-834
    • Shertzer, H.1    Tabor, M.W.2    Hogan, I.T.D.3    Brown, S.J.4    Sainsbury, M.5
  • 15
    • 0028587756 scopus 로고
    • Oxygen derived species: Their relation to human disease and environmental stress
    • Halliwell, B.; Cross, C. E. Oxygen derived species: their relation to human disease and environmental stress. Environ. Health Perspect. 1994, 102 (Suppl. 10), 5-12.
    • (1994) Environ. Health Perspect. , vol.102 , Issue.SUPPL. 10 , pp. 5-12
    • Halliwell, B.1    Cross, C.E.2
  • 16
    • 0027171266 scopus 로고
    • Oxidants, antioxidants and the degenerative diseases of ageing
    • Ames, B. N.; Shigenaga, M. K.; Hagen, T. M. Oxidants, antioxidants and the degenerative diseases of ageing. Proc. Natl. Acad. Sci. U.S.A. 1993, 90, 7915-7922.
    • (1993) Proc. Natl. Acad. Sci. U.S.A. , vol.90 , pp. 7915-7922
    • Ames, B.N.1    Shigenaga, M.K.2    Hagen, T.M.3
  • 18
    • 0023872648 scopus 로고
    • Interaction of flavonoids with 1,1-diphenyl-2-picrylhydrazyl free radical, liposomal membranes and soybean lipoxygenase-1
    • Ratty, A. K.; Sunammoto, J.; Das, N. P. Interaction of flavonoids with 1,1-diphenyl-2-picrylhydrazyl free radical, liposomal membranes and soybean lipoxygenase-1. Biochem. Pharmacol. 1988, 37, 989-995.
    • (1988) Biochem. Pharmacol. , vol.37 , pp. 989-995
    • Ratty, A.K.1    Sunammoto, J.2    Das, N.P.3
  • 19
    • 0014011370 scopus 로고
    • The inhibition of mitochondrial peroxidation by ubiquinone and ubiquinol
    • Mellors, A.; Tappel, A. L. The inhibition of mitochondrial peroxidation by ubiquinone and ubiquinol. J. Biol. Chem. 1966, 241, 4353-4356.
    • (1966) J. Biol. Chem. , vol.241 , pp. 4353-4356
    • Mellors, A.1    Tappel, A.L.2
  • 20
    • 36949063535 scopus 로고
    • Antioxidant determination by the use of a stable free radical
    • Blois, M. S. Antioxidant determination by the use of a stable free radical. Nature 1958, 181, 1199-1200.
    • (1958) Nature , vol.181 , pp. 1199-1200
    • Blois, M.S.1
  • 22
    • 0033532940 scopus 로고    scopus 로고
    • Media effects on antioxidants activities of phenols and catechols
    • Barclay, L. R. C.; Edwards, C. E.; Vinquist, M. R. Media effects on antioxidants activities of phenols and catechols. J. Am. Chem. Soc. 1999, 121, 6226-6231.
    • (1999) J. Am. Chem. Soc. , vol.121 , pp. 6226-6231
    • Barclay, L.R.C.1    Edwards, C.E.2    Vinquist, M.R.3
  • 23
    • 0028835167 scopus 로고
    • Kinetic solvent effect on hydroxylic hydrogen atom abstractions are independent of the nature of the abstracting radical. Two extreme tests using vitamin E and phenol
    • Valgimigli, L.; Banks, J. T.; Ingold, K. U.; Lusztyk, J. Kinetic solvent effect on hydroxylic hydrogen atom abstractions are independent of the nature of the abstracting radical. Two extreme tests using vitamin E and phenol. J. Am. Chem. Soc. 1995, 117, 9966-9971.
    • (1995) J. Am. Chem. Soc. , vol.117 , pp. 9966-9971
    • Valgimigli, L.1    Banks, J.T.2    Ingold, K.U.3    Lusztyk, J.4
  • 24
    • 0027292287 scopus 로고
    • Molecular pharmacology of vitamin E: Structural aspects of antioxidant activity
    • Van Acker, S. A. B. E.; Koymans, L. M. H.; Bast, A. Molecular pharmacology of vitamin E: Structural aspects of antioxidant activity. Free Radical Biol. Med. 1993, 15, 311-328.
    • (1993) Free Radical Biol. Med. , vol.15 , pp. 311-328
    • Van Acker, S.A.B.E.1    Koymans, L.M.H.2    Bast, A.3
  • 25
    • 0036378834 scopus 로고    scopus 로고
    • Structural aspects of antioxidant activity of substituted pyridoindoles
    • Rackova, L.; Stefek, M.; Majekova, M. Structural aspects of antioxidant activity of substituted pyridoindoles. Redox Rep. 2002. 7(4), 207-214.
    • (2002) Redox Rep. , vol.7 , Issue.4 , pp. 207-214
    • Rackova, L.1    Stefek, M.2    Majekova, M.3
  • 26
    • 0024546562 scopus 로고
    • N-oxygenation of stobadine, a gamma-carboline antiarrhytmic and cardioprotective agent: The role of flavin-containing monooxygenase
    • Stefek, M.; Benes, L.; Zelnik, V. N-oxygenation of stobadine, a gamma-carboline antiarrhytmic and cardioprotective agent: the role of flavin-containing monooxygenase. Xenobiotica 1989, 19, 143-150.
    • (1989) Xenobiotica , vol.19 , pp. 143-150
    • Stefek, M.1    Benes, L.2    Zelnik, V.3
  • 27
    • 0027398196 scopus 로고
    • Interaction of the pyridoindole stobadine with peroxyl, superoxide and chromanoxyl radicals
    • Kagan, V. E.; Tsuchiya, M.; Serbinova, E.; Packer, L.; Sies, H. Interaction of the pyridoindole stobadine with peroxyl, superoxide and chromanoxyl radicals. Biochem. Pharmacol. 1993, 45, 393-400.
    • (1993) Biochem. Pharmacol. , vol.45 , pp. 393-400
    • Kagan, V.E.1    Tsuchiya, M.2    Serbinova, E.3    Packer, L.4    Sies, H.5
  • 30
    • 0025082043 scopus 로고
    • Free radical initiators as source of water- or lipid-soluble peroxyl radicals
    • Niki, E. Free radical initiators as source of water- or lipid-soluble peroxyl radicals. Methods Enzymol. 1990, 186, 100-108.
    • (1990) Methods Enzymol. , vol.186 , pp. 100-108
    • Niki, E.1
  • 31
    • 0029982785 scopus 로고    scopus 로고
    • The reevaluation of the ferric thiocyanate assay for lipid hydroperoxides with special considerations of the mechanistic aspects of the response
    • Mihaljevic, B.; Katusin-Razem, B.; Razem, D. The reevaluation of the ferric thiocyanate assay for lipid hydroperoxides with special considerations of the mechanistic aspects of the response. Free Radical Biol. Med. 1996, 21, 53-63.
    • (1996) Free Radical Biol. Med. , vol.21 , pp. 53-63
    • Mihaljevic, B.1    Katusin-Razem, B.2    Razem, D.3
  • 32
    • 0026611429 scopus 로고
    • RM values of some colchicines and colchiceinamides determined by reversed-phase thin-layer chromatography
    • Glavac, D. RM values of some colchicines and colchiceinamides determined by reversed-phase thin-layer chromatography. J. Chromatogr. 1992, 591, 367-370.
    • (1992) J. Chromatogr. , vol.591 , pp. 367-370
    • Glavac, D.1
  • 33
    • 0001477154 scopus 로고
    • A simple assessment of partition data for correlating structure and biological activity using thin-layer chromatography
    • Boyce, C. B. C.; Milborrow, B. V. A simple assessment of partition data for correlating structure and biological activity using thin-layer chromatography. Nature 1965, 208, 537-539.
    • (1965) Nature , vol.208 , pp. 537-539
    • Boyce, C.B.C.1    Milborrow, B.V.2
  • 35
    • 0000712927 scopus 로고
    • A quantitative treatment for electrophilic reactions of aromatic derivatives
    • Okamoto, Y.; Brown, H. C. A quantitative treatment for electrophilic reactions of aromatic derivatives. J. Org. Chem. 1957, 22, 485-94.
    • (1957) J. Org. Chem. , vol.22 , pp. 485-494
    • Okamoto, Y.1    Brown, H.C.2
  • 38
    • 31044436503 scopus 로고    scopus 로고
    • CompuDrug International, 115 Morgan Dr., Sedona, AZ 86351
    • Pallas Version 3.1.1.2. CompuDrug International, 115 Morgan Dr., Sedona, AZ 86351.
    • Pallas Version 3.1.1.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.