메뉴 건너뛰기




Volumn 46, Issue 24, 2003, Pages 5230-5237

Synthesis and Preliminary Biological Evaluations of Ionic and Nonionic Amphiphilic α-Phenyl-N-tert-butylnitrone Derivatives

Author keywords

[No Author keywords available]

Indexed keywords

ADENOSINE TRIPHOSPHATASE; AMPHOPHILE; N TERT BUTYL ALPHA PHENYLNITRONE; N TERT BUTYL ALPHA PHENYLNITRONE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 0242522874     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm030873e     Document Type: Article
Times cited : (35)

References (32)
  • 2
    • 0036751954 scopus 로고    scopus 로고
    • Oxidative stress in brain aging implication for therapeutics of neurodegenerative diseases
    • Floyd, R. A.; Hensley, K. Oxidative stress in brain aging implication for therapeutics of neurodegenerative diseases. Neurobiol. Aging 2002, 23, 795-807.
    • (2002) Neurobiol. Aging , vol.23 , pp. 795-807
    • Floyd, R.A.1    Hensley, K.2
  • 3
    • 0031036917 scopus 로고    scopus 로고
    • An essential role for free radicals and derived species in signal transduction
    • (a) Lander, H. M. An essential role for free radicals and derived species in signal transduction. FASEB J. 1997, 11, 118-124.
    • (1997) FASEB J. , vol.11 , pp. 118-124
    • Lander, H.M.1
  • 4
    • 0033805442 scopus 로고    scopus 로고
    • Oxidative stress and apoptosis
    • (b) Kannan, K.; Jain, S. K. Oxidative stress and apoptosis. Pathophysiology 2000, 7, 153-163.
    • (2000) Pathophysiology , vol.7 , pp. 153-163
    • Kannan, K.1    Jain, S.K.2
  • 6
    • 0033021575 scopus 로고    scopus 로고
    • Free radical spin traps as adjuncts for the prevention and treatment of disease
    • Anderson, K. M.; Ells, G.; Bonomi, P.; Harris, J. E. Free radical spin traps as adjuncts for the prevention and treatment of disease. Med. Hypotheses 1999, 52, 53-57.
    • (1999) Med. Hypotheses , vol.52 , pp. 53-57
    • Anderson, K.M.1    Ells, G.2    Bonomi, P.3    Harris, J.E.4
  • 8
    • 0031017892 scopus 로고    scopus 로고
    • Radical trapping and inhibition of iron-dependent CNS damage by cyclic nitrone spin traps
    • (b) Thomas, C. E.; Ohlweiler, D. F.; Taylor, V. L.; Schmidt, C. J. Radical trapping and inhibition of iron-dependent CNS damage by cyclic nitrone spin traps. J. Neurochem. 1997, 68, 1173-1182.
    • (1997) J. Neurochem. , vol.68 , pp. 1173-1182
    • Thomas, C.E.1    Ohlweiler, D.F.2    Taylor, V.L.3    Schmidt, C.J.4
  • 9
    • 0013349417 scopus 로고
    • Synthesis of nitronyl alcohols and their benzoate esters
    • (a) Janzen, E. G.; Zawalski, R. C. Synthesis of nitronyl alcohols and their benzoate esters. J. Org. Chem., 1978, 43, 1900-1903.
    • (1978) J. Org. Chem. , vol.43 , pp. 1900-1903
    • Janzen, E.G.1    Zawalski, R.C.2
  • 10
    • 33845559378 scopus 로고
    • Synthesis and electron spin resonance chemistry of nitronyl labels for spin trapping. α-Phenyl N-[5-(5-methyl-2,2-dialkyl-1,3-dioxanyl)] nitrones and α-(N-alkylpyridinium) N-(tert-butyl) nitrones
    • (b) Janzen, E. G.; Dudley, R. L.; Shetty, R. V. Synthesis and electron spin resonance chemistry of nitronyl labels for spin trapping. α-Phenyl N-[5-(5-methyl-2,2-dialkyl-1,3-dioxanyl)] nitrones and α -(N-alkylpyridinium) N-(tert-butyl) nitrones. J. Am. Chem. Soc. 1979, 101, 243-245.
    • (1979) J. Am. Chem. Soc. , vol.101 , pp. 243-245
    • Janzen, E.G.1    Dudley, R.L.2    Shetty, R.V.3
  • 11
    • 0033502692 scopus 로고    scopus 로고
    • Neuropretective effects of a novel nitrone, NXY-059, after transient focal cerebral ischemia in the rat
    • (a) Kuroda, S.; Tsuchidate, R.; Smith, M. L.; Maples, K. R.; Siesjo, B. K. Neuropretective effects of a novel nitrone, NXY-059, after transient focal cerebral ischemia in the rat. J. Cereb. Blood Flow Metab. 1999, 19, 778-787.
    • (1999) J. Cereb. Blood Flow Metab. , vol.19 , pp. 778-787
    • Kuroda, S.1    Tsuchidate, R.2    Smith, M.L.3    Maples, K.R.4    Siesjo, B.K.5
  • 12
    • 0035154631 scopus 로고    scopus 로고
    • NXY-059, a free radical-trapping agent, substantially lessens the functional disability resulting from cerebral ischemia in a primate species
    • (b) Marshall, J. W. B.; Duffin, K. J.; Green, A. R.; Ridley, R. M. NXY-059, a free radical-trapping agent, substantially lessens the functional disability resulting from cerebral ischemia in a primate species. Stroke 2001, 32, 190-197.
    • (2001) Stroke , vol.32 , pp. 190-197
    • Marshall, J.W.B.1    Duffin, K.J.2    Green, A.R.3    Ridley, R.M.4
  • 13
    • 0034213307 scopus 로고    scopus 로고
    • Synthesis, structure, and neuroprotective properties of novel imidazolyl nitrones
    • Dhainaut, A.; Tizot, A.; Raimbaud, E.; Lockhart, B.; Lestage, P.; Goldstein, S. Synthesis, structure, and neuroprotective properties of novel imidazolyl nitrones. J. Med. Chem. 2000, 43, 2165-2175.
    • (2000) J. Med. Chem. , vol.43 , pp. 2165-2175
    • Dhainaut, A.1    Tizot, A.2    Raimbaud, E.3    Lockhart, B.4    Lestage, P.5    Goldstein, S.6
  • 14
    • 0032902472 scopus 로고    scopus 로고
    • Synthesis of a glycolipidic amphiphilic nitrone as a new spin trap
    • Ouari, O.; Polidori, A.; Pucci, B.; Tordo, P.; Chalier, F. Synthesis of a glycolipidic amphiphilic nitrone as a new spin trap. J. Org. Chem. 1999, 64, 3554-3556.
    • (1999) J. Org. Chem. , vol.64 , pp. 3554-3556
    • Ouari, O.1    Polidori, A.2    Pucci, B.3    Tordo, P.4    Chalier, F.5
  • 15
    • 0035872917 scopus 로고    scopus 로고
    • Superoxide-induced massive apoptosis in cultured skin fibroblasts harboring the neurogenic ataxia retinis pigmentosa (NARP) mutation in the ATPase-6-gene of the mitochondrial DNA
    • Details are partially in the following. Geromel, V.; Kadhom, N.; Cebalos-Picot, I.; Ouari, O., Polldori, A.; Munnich, A.; Rotig, A.; Rustin, P. Superoxide-induced massive apoptosis in cultured skin fibroblasts harboring the neurogenic ataxia retinis pigmentosa (NARP) mutation in the ATPase-6-gene of the mitochondrial DNA. Hum. Mol. Genet. 2001, 10, 1221-1228.
    • (2001) Hum. Mol. Genet. , vol.10 , pp. 1221-1228
    • Geromel, V.1    Kadhom, N.2    Cebalos-Picot, I.3    Ouari, O.4    Polldori, A.5    Munnich, A.6    Rotig, A.7    Rustin, P.8
  • 16
    • 0037430549 scopus 로고    scopus 로고
    • Synthesis of a new family of glycolipidic nitrones as potential antioxidant drugs for neurodegenerative disorders
    • Durand, G.; Polidori, A.; Salles, J.-P.; Pucci, B. Synthesis of a new family of glycolipidic nitrones as potential antioxidant drugs for neurodegenerative disorders. Bioorg. Med. Chem. Lett. 2003, 13, 859-862.
    • (2003) Bioorg. Med. Chem. Lett. , vol.13 , pp. 859-862
    • Durand, G.1    Polidori, A.2    Salles, J.-P.3    Pucci, B.4
  • 17
    • 0005910987 scopus 로고
    • The correlation of biological activity of plant growth regulators and chloromycetin derivatives with Hammett constants and partition coefficients
    • Hansch, C.; Muir, R. M.; Fujita, T.; Maloney, P. P.; Geiger, F.; Streich, M. The correlation of biological activity of plant growth regulators and chloromycetin derivatives with Hammett constants and partition coefficients. J. Med. Chem. 1963, 6, 2817-2824.
    • (1963) J. Med. Chem. , vol.6 , pp. 2817-2824
    • Hansch, C.1    Muir, R.M.2    Fujita, T.3    Maloney, P.P.4    Geiger, F.5    Streich, M.6
  • 18
    • 0040914011 scopus 로고
    • p-σ-π Analysis. A method for the correlation of biological activity and chemical structure
    • Hansch, C.; Fujita, T. p-σ-π Analysis. A method for the correlation of biological activity and chemical structure. J. Am. Chem. Soc. 1964, 86, 1616-1626.
    • (1964) J. Am. Chem. Soc. , vol.86 , pp. 1616-1626
    • Hansch, C.1    Fujita, T.2
  • 19
    • 33749000228 scopus 로고
    • A new substituent constant, π, derived from partition coefficients
    • Fujita, T.; Isawa, J.; Hansch, C. A new substituent constant, π, derived from partition coefficients. J. Am. Chem. Soc. 1964, 86, 5175-5180.
    • (1964) J. Am. Chem. Soc. , vol.86 , pp. 5175-5180
    • Fujita, T.1    Isawa, J.2    Hansch, C.3
  • 21
    • 0000511093 scopus 로고
    • New perfluoroalkyl telomeric non-ionic surfactants: Synthesis, physicochemical and biological properties
    • Pavia, A. A.; Pucci, B.; Riess, J. G.; Zarif, L. New perfluoroalkyl telomeric non-ionic surfactants: synthesis, physicochemical and biological properties. Makromol. Chem. 1992, 193, 2505-2517.
    • (1992) Makromol. Chem. , vol.193 , pp. 2505-2517
    • Pavia, A.A.1    Pucci, B.2    Riess, J.G.3    Zarif, L.4
  • 22
    • 0032075801 scopus 로고    scopus 로고
    • Stabilization of integral membrane proteins in aqueous solution using fluorinated surfactants
    • Chabaud, E.; Barthelemy, P.; Mora, N.; Popot, J. L.; Pucci, B. Stabilization of integral membrane proteins in aqueous solution using fluorinated surfactants. Biochimie 1998, 80, 515-530.
    • (1998) Biochimie , vol.80 , pp. 515-530
    • Chabaud, E.1    Barthelemy, P.2    Mora, N.3    Popot, J.L.4    Pucci, B.5
  • 23
    • 33847086035 scopus 로고
    • Divalent lanthanide derivatives in organic synthesis. 1. Mild preparation of samarium iodide and ytterbium iodide and their use as reducing or coupling agents
    • Girard, P.; Namy, J. L.; Kagan, H. B. Divalent lanthanide derivatives in organic synthesis. 1. Mild preparation of samarium iodide and ytterbium iodide and their use as reducing or coupling agents. J. Am. Chem. Soc. 1980, 102, 2693-2698.
    • (1980) J. Am. Chem. Soc. , vol.102 , pp. 2693-2698
    • Girard, P.1    Namy, J.L.2    Kagan, H.B.3
  • 24
    • 0025976639 scopus 로고
    • Controlled reduction of nitroalkanes to alkyl hydroxylamines or amines by samarium diiodide
    • Kende, A. S.; Mendoza, J. S. Controlled reduction of nitroalkanes to alkyl hydroxylamines or amines by samarium diiodide. Tetrahedron Lett. 1991, 32, 1699-1702.
    • (1991) Tetrahedron Lett. , vol.32 , pp. 1699-1702
    • Kende, A.S.1    Mendoza, J.S.2
  • 26
    • 0000972842 scopus 로고
    • Alkylation of amines. A new method for the synthesis of quaternary ammonium compounds from primary and secondary amines
    • Sommer, H. Z.; Jackson, L. L. Alkylation of amines. A new method for the synthesis of quaternary ammonium compounds from primary and secondary amines. J. Org. Chem. 1969, 35, 1558-1562.
    • (1969) J. Org. Chem. , vol.35 , pp. 1558-1562
    • Sommer, H.Z.1    Jackson, L.L.2
  • 27
    • 0000349990 scopus 로고
    • Alkylation of amines. General exhaustive alkylation method for the synthesis of quaternary ammonium compounds
    • Sommer, H. Z.; Lipp, H. I.; Jackson, L. L. Alkylation of amines. General exhaustive alkylation method for the synthesis of quaternary ammonium compounds. J. Org. Chem. 1971, 36, 824-828.
    • (1971) J. Org. Chem. , vol.36 , pp. 824-828
    • Sommer, H.Z.1    Lipp, H.I.2    Jackson, L.L.3
  • 28
    • 0023017975 scopus 로고
    • Determination of hydrophobic parameters by reversed-phase liquid chromatography: Theory, experimental techniques, and application in studies on quantitative structure-activity relationships
    • Braumann, T. Determination of hydrophobic parameters by reversed-phase liquid chromatography: theory, experimental techniques, and application in studies on quantitative structure-activity relationships. J. Chromatogr. 1986, 373, 191-225.
    • (1986) J. Chromatogr. , vol.373 , pp. 191-225
    • Braumann, T.1
  • 29
    • 0029012036 scopus 로고
    • Bioavailability estimation by reversed-phase liquid chromatography: High bonding density C-18 phases for modelling biopartitioning processes
    • Hseih, M.-M.; Dorsey, J. G. Bioavailability estimation by reversed-phase liquid chromatography: High bonding density C-18 phases for modelling biopartitioning processes. Anal. Chem. 1995, 67, 48-57
    • (1995) Anal. Chem. , vol.67 , pp. 48-57
    • Hseih, M.-M.1    Dorsey, J.G.2
  • 30
    • 0022980268 scopus 로고
    • The formation of a novel free radical metabolite from CC14 in the perfused rat liver and in vivo
    • Connor, H. D.; Thurman, R. G.; Galizi, M. D.; Mason, R. P. The formation of a novel free radical metabolite from CC14 in the perfused rat liver and in vivo. J. Biol. Chem. 1986, 261, 4542-4548.
    • (1986) J. Biol. Chem. , vol.261 , pp. 4542-4548
    • Connor, H.D.1    Thurman, R.G.2    Galizi, M.D.3    Mason, R.P.4
  • 31
    • 0025305349 scopus 로고
    • Spin trapping evidence for the lack of significant hydroxyl radical production during the respiration burst of human phagocytes using a spin adduct resistant to superoxide-mediated destruction
    • Britigan, B. E.; Coffman, T. J.; Buettner, G. R. Spin trapping evidence for the lack of significant hydroxyl radical production during the respiration burst of human phagocytes using a spin adduct resistant to superoxide-mediated destruction. J. Biol. Chem. 1990, 265, 2650-2656.
    • (1990) J. Biol. Chem. , vol.265 , pp. 2650-2656
    • Britigan, B.E.1    Coffman, T.J.2    Buettner, G.R.3
  • 32
    • 0024595042 scopus 로고
    • Re-examination and further development of a precise and rapid dye method for measuring cell growth/cell kill
    • Hansen, M. B.; Nielsen, S. E.; Berg, K. Re-examination and further development of a precise and rapid dye method for measuring cell growth/cell kill. J. Immunol. Methods 1989, 119, 203-210.
    • (1989) J. Immunol. Methods , vol.119 , pp. 203-210
    • Hansen, M.B.1    Nielsen, S.E.2    Berg, K.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.