메뉴 건너뛰기




Volumn 58, Issue 3, 2015, Pages 1254-1267

Design and synthesis of potent and multifunctional aldose reductase inhibitors based on quinoxalinones

Author keywords

[No Author keywords available]

Indexed keywords

2 [3 (2,4 DIHYDROXYPHENYL) 2 OXOQUINOXALIN 1(2H) YL]ACETIC ACID; 2 [3 (2,4 DIHYDROXYPHENYL) 7 FLUORO 2 OXOQUINOXALIN 1(2H) YL]ACETIC ACID; 2 [3 (3 INDOLYL) 2 OXOQUINOXALIN 1(2H) YL]ACETIC ACID; 2 [3 (3 METHOXY 4 HYDROXYSTYRYL) 2 OXOQUINOXALIN 1(2H) YL]ACETIC ACID; 2 [3 (4 FLUOROPHENYL) 2 OXOQUINOXALIN 1(2H) YL]ACETIC ACID; 2 [3 (4 HYDROXYPHENETHYL) 2 OXOQUINOXALIN 1(2H) YL]ACETIC ACID; 2 [3 (4 HYDROXYPHENYL) 2 OXOQUINOXALIN 1(2H) YL]ACETIC ACID; 2 [3 (4 HYDROXYSTYRYL) 2 OXOQUINOXALIN 1(2H) YL]ACETIC ACID; 2 [3 (4 METHOXYSTYRYL) 2 OXOQUINOXALIN 1(2H) YL]ACETIC ACID; 2 [3 PHENYL 2 OXOQUINOXALIN 1(2H) YL]ACETIC ACID; 2 [3,7 BIS(4 FLUOROPHENYL) 2 OXOQUINOXALIN 1(2H) YL]ACETIC ACID; 2 [6 BROMO 3 (2,4 DIHYDROXYPHENYL) 2 OXOQUINOXALIN 1(2H) YL]ACETIC ACID; 2 [6 CHLORO 3 (2,4 DIHYDROXYPHENYL) 2 OXOQUINOXALIN 1(2H) YL]ACETIC ACID; 2 [6 FLUORO 3 (2,4 DIHYDROXYPHENYL) 2 OXOQUINOXALIN 1(2H) YL]ACETIC ACID; 2 [7 (4 FLUOROBENZYL) 3 (2,4 DIHYDROXYPHENYL) 2 OXOQUINOXALIN 1(2H) YL]ACETIC ACID; 2 [7 BROMO 3 (2,4 DIHYDROXYPHENYL) 2 OXOQUINOXALIN 1(2H) YL]ACETIC ACID; 2 [7 BROMO 3 (3 INDOLYL) 2 OXOQUINOXALIN 1(2H) YL]ACETIC ACID; 2 [7 CHLORO 3 (2 BENZOTHIOPHENE) 2 OXOQUINOXALIN 1(2H) YL]ACETIC ACID; 2 [7 CHLORO 3 (2,4 DIHYDROXYPHENYL) 2 OXOQUINOXALIN 1(2H) YL]ACETIC ACID; 2 [7 CHLORO 3 (4 FLUOROPHENYL) 2 OXOQUINOXALIN 1(2H) YL]ACETIC ACID; 2 [7 FLUORO 3 (2,4 DIHYDROXYPHENYL) 2 OXOQUINOXALIN 1(2H) YL]ACETIC ACID; 2 [7 FLUORO 3 (4 FLUOROPHENYL) 2 OXOQUINOXALIN 1(2H) YL]ACETIC ACID; 2 [7 FLUORO 3 (4 HYDROXYPHENETHYL) 2 OXOQUINOXALIN 1(2H) YL]ACETIC ACID; 2 [7 FLUORO 3 (4 HYDROXYSTYRYL) 2 OXOQUINOXALIN 1(2H) YL]ACETIC ACID; ALDOSE REDUCTASE INHIBITOR; ANTIOXIDANT; EPALRESTAT; QUINOXALINE DERIVATIVE; TROLOX C; UNCLASSIFIED DRUG; UNINDEXED DRUG; ALDEHYDE REDUCTASE; ENZYME INHIBITOR;

EID: 84922784873     PISSN: 00222623     EISSN: 15204804     Source Type: Journal    
DOI: 10.1021/jm501484b     Document Type: Article
Times cited : (200)

References (53)
  • 1
    • 0345161817 scopus 로고    scopus 로고
    • A novel polymorphism in the aldose reductase gene promoter region is strongly associated with diabetic retinopathy in adolescents with type 1 diabetes
    • Kao, Y. L.; Donaghue, K.; Chan, A.; Knight, J.; Silink, M. A novel polymorphism in the aldose reductase gene promoter region is strongly associated with diabetic retinopathy in adolescents with type 1 diabetes Diabetes 1999, 48, 1338-1340
    • (1999) Diabetes , vol.48 , pp. 1338-1340
    • Kao, Y.L.1    Donaghue, K.2    Chan, A.3    Knight, J.4    Silink, M.5
  • 2
    • 65649103414 scopus 로고    scopus 로고
    • Aldose reductase enzyme and its implication to major health problems of the 21(st) Century
    • Alexiou, P.; Pegklidou, K.; Chatzopoulou, M.; Nicolaou, I.; Demopoulos, V. J. Aldose reductase enzyme and its implication to major health problems of the 21(st) Century Curr. Med. Chem. 2009, 16, 734-752
    • (2009) Curr. Med. Chem. , vol.16 , pp. 734-752
    • Alexiou, P.1    Pegklidou, K.2    Chatzopoulou, M.3    Nicolaou, I.4    Demopoulos, V.J.5
  • 3
    • 0035856980 scopus 로고    scopus 로고
    • Biochemistry and molecular cell biology of diabetic complications
    • Brownlee, M. Biochemistry and molecular cell biology of diabetic complications Nature 2001, 414, 813-820
    • (2001) Nature , vol.414 , pp. 813-820
    • Brownlee, M.1
  • 4
    • 2542643894 scopus 로고    scopus 로고
    • Ultrahigh resolution drug design. II. Atomic resolution structures of human aldose reductase holoenzyme complexed with fidarestat and minalrestat: Implications for the binding of cyclic imide inhibitors
    • El-Kabbani, O.; Darmanin, C.; Schneider, T. R.; Hazemann, I.; Ruiz, F.; Oka, M.; Joachimiak, A.; Schulze-Briese, C.; Tomizaki, T.; Mitschler, A.; Podjarny, A. Ultrahigh resolution drug design. II. Atomic resolution structures of human aldose reductase holoenzyme complexed with fidarestat and minalrestat: Implications for the binding of cyclic imide inhibitors Proteins 2004, 55, 805-813
    • (2004) Proteins , vol.55 , pp. 805-813
    • El-Kabbani, O.1    Darmanin, C.2    Schneider, T.R.3    Hazemann, I.4    Ruiz, F.5    Oka, M.6    Joachimiak, A.7    Schulze-Briese, C.8    Tomizaki, T.9    Mitschler, A.10    Podjarny, A.11
  • 5
    • 70749089191 scopus 로고    scopus 로고
    • Aldose reductase: A novel therapeutic target for inflammatory pathologies
    • Ramana, K. V.; Srivastava, S. K. Aldose reductase: A novel therapeutic target for inflammatory pathologies Int. J. Biochem. Cell B 2010, 42, 17-20
    • (2010) Int. J. Biochem. Cell B , vol.42 , pp. 17-20
    • Ramana, K.V.1    Srivastava, S.K.2
  • 7
    • 0030021919 scopus 로고    scopus 로고
    • Oxidized aldose reductase: In vivo factor, not in vitro artifact
    • Grimshaw, C. E.; Lai, C. J. Oxidized aldose reductase: In vivo factor, not in vitro artifact Arch. Biochem. Biophys. 1996, 327, 89-97
    • (1996) Arch. Biochem. Biophys. , vol.327 , pp. 89-97
    • Grimshaw, C.E.1    Lai, C.J.2
  • 8
    • 38849177363 scopus 로고    scopus 로고
    • Aldose reductase, still a compelling target for diabetic neuropathy
    • Oates, P. J. Aldose reductase, still a compelling target for diabetic neuropathy Curr. Drug Targets 2008, 9, 14-36
    • (2008) Curr. Drug Targets , vol.9 , pp. 14-36
    • Oates, P.J.1
  • 9
    • 84922786246 scopus 로고    scopus 로고
    • Analysis of the genomic region directing the expression of aldose reductase
    • Yabe-Nishimura, C.; Hang, L.; Nobukuni, Y. Analysis of the genomic region directing the expression of aldose reductase Diabetes 1998, 47, 172-172
    • (1998) Diabetes , vol.47 , pp. 172-172
    • Yabe-Nishimura, C.1    Hang, L.2    Nobukuni, Y.3
  • 10
    • 4143110556 scopus 로고    scopus 로고
    • Oxidative stress in the pathogenesis of diabetic neuropathy
    • Vincent, A. M.; Russell, J. W.; Low, P.; Feldman, E. L. Oxidative stress in the pathogenesis of diabetic neuropathy Endocr. Rev. 2004, 25, 612-628
    • (2004) Endocr. Rev. , vol.25 , pp. 612-628
    • Vincent, A.M.1    Russell, J.W.2    Low, P.3    Feldman, E.L.4
  • 11
    • 1342326560 scopus 로고    scopus 로고
    • Manganese complexes of curcumin analogues: Evaluation of hydroxyl radical scavenging ability, superoxide dismutase activity and stability towards hydrolysis
    • Vajragupta, O.; Boonchoong, P.; Berliner, L. J. Manganese complexes of curcumin analogues: Evaluation of hydroxyl radical scavenging ability, superoxide dismutase activity and stability towards hydrolysis Free Radical Res. 2004, 38, 303-314
    • (2004) Free Radical Res. , vol.38 , pp. 303-314
    • Vajragupta, O.1    Boonchoong, P.2    Berliner, L.J.3
  • 12
    • 0036254648 scopus 로고    scopus 로고
    • Reactive sulfur species: An emerging concept in oxidative stress
    • Giles, G. I.; Jacob, C. Reactive sulfur species: an emerging concept in oxidative stress Biol. Chem. 2002, 383, 375-388
    • (2002) Biol. Chem. , vol.383 , pp. 375-388
    • Giles, G.I.1    Jacob, C.2
  • 13
    • 0006812769 scopus 로고
    • Potential genotoxicity of chronically elevated nitric-oxide - A review
    • Liu, R. H.; Hotchkiss, J. H. Potential genotoxicity of chronically elevated nitric-oxide-a review Mutat. Res-Rev. Genet. 1995, 339, 73-89
    • (1995) Mutat. Res-Rev. Genet. , vol.339 , pp. 73-89
    • Liu, R.H.1    Hotchkiss, J.H.2
  • 16
    • 0032693720 scopus 로고    scopus 로고
    • Aldose reductase inhibitors: Therapeutic implications for diabetic complications
    • Oates, P. J.; Mylari, B. L. Aldose reductase inhibitors: therapeutic implications for diabetic complications Expert Opin. Invest. Drugs 1999, 8, 2095-2119
    • (1999) Expert Opin. Invest. Drugs , vol.8 , pp. 2095-2119
    • Oates, P.J.1    Mylari, B.L.2
  • 17
    • 0141886343 scopus 로고    scopus 로고
    • Aldose reductase: A novel target for cardioprotective interventions
    • Ramasamy, R. Aldose reductase: A novel target for cardioprotective interventions Curr. Drug Targets 2003, 4, 625-632
    • (2003) Curr. Drug Targets , vol.4 , pp. 625-632
    • Ramasamy, R.1
  • 18
    • 0025956755 scopus 로고
    • Characterization of a novel aldose reductase inhibitor, Fr74366, and its effects on diabetic cataract and neuropathy in the Rat
    • Ao, S.; Shingu, Y.; Kikuchi, C.; Takano, Y.; Nomura, K.; Fujiwara, T.; Ohkubo, Y.; Notsu, Y.; Yamaguchi, I. Characterization of a novel aldose reductase inhibitor, Fr74366, and its effects on diabetic cataract and neuropathy in the Rat Metabolism 1991, 40, 77-87
    • (1991) Metabolism , vol.40 , pp. 77-87
    • Ao, S.1    Shingu, Y.2    Kikuchi, C.3    Takano, Y.4    Nomura, K.5    Fujiwara, T.6    Ohkubo, Y.7    Notsu, Y.8    Yamaguchi, I.9
  • 19
    • 20944432343 scopus 로고    scopus 로고
    • Discovery of 3-[(4,5,7-trifluorobenzothiazol-2-yl)methyl]indole- N -acetic acid (Lidorestat) and congeners as highly potent and selective inhibitors of aldose reductase for treatment of chronic diabetic complications
    • Van Zandt, M. C.; Jones, M. L.; Gunn, D. E.; Geraci, L. S.; Jones, J. H.; Sawicki, D. R.; Sredy, J.; Jacot, J. L.; DiCioccio, A. T.; Petrova, T.; Mitschler, A.; Podjarny, A. D. Discovery of 3-[(4,5,7-trifluorobenzothiazol-2-yl)methyl]indole- N -acetic acid (Lidorestat) and congeners as highly potent and selective inhibitors of aldose reductase for treatment of chronic diabetic complications J. Med. Chem. 2005, 48, 3141-3152
    • (2005) J. Med. Chem. , vol.48 , pp. 3141-3152
    • Van Zandt, M.C.1    Jones, M.L.2    Gunn, D.E.3    Geraci, L.S.4    Jones, J.H.5    Sawicki, D.R.6    Sredy, J.7    Jacot, J.L.8    Dicioccio, A.T.9    Petrova, T.10    Mitschler, A.11    Podjarny, A.D.12
  • 20
    • 0025967888 scopus 로고
    • Novel, potent aldose reductase inhibitors-3,4-dihydro-4-oxo-3-[[5-(trifluoromethyl)-2-benzothiazolyl]methyl]-1-phthalazineacetic acid (zopolrestat) and congeners
    • Mylari, B. L.; Larson, E. R.; Beyer, T. A.; Zembrowski, W. J.; Aldinger, C. E.; Dee, M. F.; Siegel, T. W.; Singleton, D. H. Novel, potent aldose reductase inhibitors-3,4-dihydro-4-oxo-3-[[5-(trifluoromethyl)-2-benzothiazolyl]methyl]-1-phthalazineacetic acid (zopolrestat) and congeners J. Med. Chem. 1991, 34, 108-122
    • (1991) J. Med. Chem. , vol.34 , pp. 108-122
    • Mylari, B.L.1    Larson, E.R.2    Beyer, T.A.3    Zembrowski, W.J.4    Aldinger, C.E.5    Dee, M.F.6    Siegel, T.W.7    Singleton, D.H.8
  • 24
    • 78149239485 scopus 로고    scopus 로고
    • A diverse series of substituted benzenesulfonamides as aldose reductase inhibitors with antioxidant activity: Design, synthesis, and in vitro activity
    • Alexiou, P.; Demopoulos, V. J. A diverse series of substituted benzenesulfonamides as aldose reductase inhibitors with antioxidant activity: Design, synthesis, and in vitro activity J. Med. Chem. 2010, 53, 7756-7766
    • (2010) J. Med. Chem. , vol.53 , pp. 7756-7766
    • Alexiou, P.1    Demopoulos, V.J.2
  • 26
    • 84889878958 scopus 로고    scopus 로고
    • Synthesis and structure-activity relationship studies of quinoxaline derivatives as aldose reductase inhibitors
    • Wu, B.; Yang, Y.; Qin, X.; Zhang, S.; Jing, C.; Zhu, C.; Ma, B. Synthesis and structure-activity relationship studies of quinoxaline derivatives as aldose reductase inhibitors ChemMedChem. 2013, 8, 1913-1917
    • (2013) ChemMedChem. , vol.8 , pp. 1913-1917
    • Wu, B.1    Yang, Y.2    Qin, X.3    Zhang, S.4    Jing, C.5    Zhu, C.6    Ma, B.7
  • 28
    • 84875624311 scopus 로고    scopus 로고
    • Effect of C7 modifications on benzothiadiazine-1,1-dioxide derivatives on their inhibitory activity and selectivity toward aldose reductase
    • Zhang, S.; Chen, X.; Parveen, S.; Hussain, S.; Yang, Y.; Jing, C.; Zhu, C. Effect of C7 modifications on benzothiadiazine-1,1-dioxide derivatives on their inhibitory activity and selectivity toward aldose reductase ChemMedChem. 2013, 8, 603-613
    • (2013) ChemMedChem. , vol.8 , pp. 603-613
    • Zhang, S.1    Chen, X.2    Parveen, S.3    Hussain, S.4    Yang, Y.5    Jing, C.6    Zhu, C.7
  • 29
    • 79953226757 scopus 로고    scopus 로고
    • Design and synthesis of potent and selective aldose reductase inhibitors based on pyridylthiadiazine scaffold
    • Chen, X.; Yang, Y.; Ma, B.; Zhang, S.; He, M.; Gui, D.; Hussain, S.; Jing, C.; Zhu, C.; Yu, Q.; Liu, Y. Design and synthesis of potent and selective aldose reductase inhibitors based on pyridylthiadiazine scaffold Eur. J. Med. Chem. 2011, 46, 1536-1544
    • (2011) Eur. J. Med. Chem. , vol.46 , pp. 1536-1544
    • Chen, X.1    Yang, Y.2    Ma, B.3    Zhang, S.4    He, M.5    Gui, D.6    Hussain, S.7    Jing, C.8    Zhu, C.9    Yu, Q.10    Liu, Y.11
  • 30
    • 78649855244 scopus 로고    scopus 로고
    • Acetic acid derivatives of 3,4-dihydro-2 H -1,2,4-benzothiadiazine 1,1-dioxide as a novel class of potent aldose reductase inhibitors
    • Chen, X.; Zhu, C.; Guo, F.; Qiu, X.; Yang, Y.; Zhang, S.; He, M.; Parveen, S.; Jing, C.; Li, Y.; Ma, B. Acetic acid derivatives of 3,4-dihydro-2 H -1,2,4-benzothiadiazine 1,1-dioxide as a novel class of potent aldose reductase inhibitors J. Med. Chem. 2010, 53, 8330-8344
    • (2010) J. Med. Chem. , vol.53 , pp. 8330-8344
    • Chen, X.1    Zhu, C.2    Guo, F.3    Qiu, X.4    Yang, Y.5    Zhang, S.6    He, M.7    Parveen, S.8    Jing, C.9    Li, Y.10    Ma, B.11
  • 32
    • 0029039747 scopus 로고
    • Catalysis of reduction of carbohydrate 2-oxoaldehydes (osones) by mammalian aldose reductase and aldehyde reductase
    • Feather, M. S.; Flynn, T. G.; Munro, K. A.; Kubiseski, T. J.; Walton, D. J. Catalysis of reduction of carbohydrate 2-oxoaldehydes (osones) by mammalian aldose reductase and aldehyde reductase Biochim. Biophys. Acta, Gen. Subj. 1995, 1244, 10-16
    • (1995) Biochim. Biophys. Acta, Gen. Subj. , vol.1244 , pp. 10-16
    • Feather, M.S.1    Flynn, T.G.2    Munro, K.A.3    Kubiseski, T.J.4    Walton, D.J.5
  • 33
    • 0029103124 scopus 로고
    • Mechanism of human aldehyde reductase - Characterization of the active-site pocket
    • Barski, O. A.; Gabbay, K. H.; Grimshaw, C. E.; Bohren, K. M. Mechanism of human aldehyde reductase-characterization of the active-site pocket Biochemistry 1995, 34, 11264-11275
    • (1995) Biochemistry , vol.34 , pp. 11264-11275
    • Barski, O.A.1    Gabbay, K.H.2    Grimshaw, C.E.3    Bohren, K.M.4
  • 34
    • 19344374437 scopus 로고    scopus 로고
    • Expanding the substitution pattern of 2(1 H)-pyrazinones via Suzuki and Heck reactions
    • Azzam, R.; De Borggraeve, W. M.; Compernolle, F.; Hoornaert, G. J. Expanding the substitution pattern of 2(1 H)-pyrazinones via Suzuki and Heck reactions Tetrahedron 2005, 61, 3953-3962
    • (2005) Tetrahedron , vol.61 , pp. 3953-3962
    • Azzam, R.1    De Borggraeve, W.M.2    Compernolle, F.3    Hoornaert, G.J.4
  • 36
    • 36949063535 scopus 로고
    • Antioxidant determinations by the use of a stable free radical
    • Blois, M. S. Antioxidant determinations by the use of a stable free radical Nature 1958, 181, 1199-1200
    • (1958) Nature , vol.181 , pp. 1199-1200
    • Blois, M.S.1
  • 37
    • 0027447124 scopus 로고
    • Inhibition of human LDL oxidation by resveratrol
    • Frankel, E. N.; Waterhouse, A. L.; Kinsella, J. E. Inhibition of human LDL oxidation by resveratrol Lancet 1993, 341, 1103-1104
    • (1993) Lancet , vol.341 , pp. 1103-1104
    • Frankel, E.N.1    Waterhouse, A.L.2    Kinsella, J.E.3
  • 38
    • 0031444281 scopus 로고    scopus 로고
    • Resveratrol, a polyphenolic compound found in grapes and wine, is an agonist for the estrogen receptor
    • Gehm, B. D.; McAndrews, J. M.; Chien, P. Y.; Jameson, J. L. Resveratrol, a polyphenolic compound found in grapes and wine, is an agonist for the estrogen receptor Proc. Natl. Acad. Sci. U. S. A. 1997, 94, 14138-14143
    • (1997) Proc. Natl. Acad. Sci. U. S. A. , vol.94 , pp. 14138-14143
    • Gehm, B.D.1    McAndrews, J.M.2    Chien, P.Y.3    Jameson, J.L.4
  • 40
    • 0034645693 scopus 로고    scopus 로고
    • Minireview - Biological effects of resveratrol
    • Fremont, L. Minireview-Biological effects of resveratrol Life Sci. 2000, 66, 663-673
    • (2000) Life Sci. , vol.66 , pp. 663-673
    • Fremont, L.1
  • 43
    • 33745962138 scopus 로고    scopus 로고
    • Therapeutic potential of resveratrol: The in vivo evidence
    • Baur, J. A.; Sinclair, D. A. Therapeutic potential of resveratrol: the in vivo evidence Nat. Rev. Drug Discovery 2006, 5, 493-506
    • (2006) Nat. Rev. Drug Discovery , vol.5 , pp. 493-506
    • Baur, J.A.1    Sinclair, D.A.2
  • 45
    • 84873921497 scopus 로고    scopus 로고
    • Dose-dependent interaction of trans -resveratrol with biomembranes: Effects on antioxidant property
    • Selvaraj, S.; Mohan, A.; Narayanan, S.; Sethuraman, S.; Krishnan, U. M. Dose-dependent interaction of trans -resveratrol with biomembranes: Effects on antioxidant property J. Med. Chem. 2013, 56, 970-981
    • (2013) J. Med. Chem. , vol.56 , pp. 970-981
    • Selvaraj, S.1    Mohan, A.2    Narayanan, S.3    Sethuraman, S.4    Krishnan, U.M.5
  • 46
    • 31744442163 scopus 로고    scopus 로고
    • Oxidative stress protection by newly synthesized nitrogen compounds with pharmacological potential
    • Silva, J. P.; Areias, F. M.; Proenca, F. M.; Coutinho, O. P. Oxidative stress protection by newly synthesized nitrogen compounds with pharmacological potential Life Sci. 2006, 78, 1256-1267
    • (2006) Life Sci. , vol.78 , pp. 1256-1267
    • Silva, J.P.1    Areias, F.M.2    Proenca, F.M.3    Coutinho, O.P.4
  • 47
    • 0344851580 scopus 로고    scopus 로고
    • Structural requirements of flavonoids for inhibition of protein glycation and radical scavenging activities
    • Matsuda, H.; Wang, T.; Managi, H.; Yoshikawa, M. Structural requirements of flavonoids for inhibition of protein glycation and radical scavenging activities Bioorg. Med. Chem. 2003, 11, 5317-5323
    • (2003) Bioorg. Med. Chem. , vol.11 , pp. 5317-5323
    • Matsuda, H.1    Wang, T.2    Managi, H.3    Yoshikawa, M.4
  • 48
    • 24744457957 scopus 로고    scopus 로고
    • Joys of molecules. 2. Endeavors in chemical biology and medicinal chemistry
    • Nicolaou, K. C. Joys of molecules. 2. Endeavors in chemical biology and medicinal chemistry J. Med. Chem. 2005, 48, 5613-5638
    • (2005) J. Med. Chem. , vol.48 , pp. 5613-5638
    • Nicolaou, K.C.1
  • 49
    • 23944478339 scopus 로고    scopus 로고
    • Structure of aldehyde reductase holoenzyme in complex with the potent aldose reductase inhibitor fidarestat: Implications for inhibitor binding and selectivity
    • El-Kabbani, O.; Carbone, V.; Darmanin, C.; Oka, M.; Mitschler, A.; Podjarny, A.; Schulze-Briese, C.; Chung, R. P. T. Structure of aldehyde reductase holoenzyme in complex with the potent aldose reductase inhibitor fidarestat: Implications for inhibitor binding and selectivity J. Med. Chem. 2005, 48, 5536-5542
    • (2005) J. Med. Chem. , vol.48 , pp. 5536-5542
    • El-Kabbani, O.1    Carbone, V.2    Darmanin, C.3    Oka, M.4    Mitschler, A.5    Podjarny, A.6    Schulze-Briese, C.7    Chung, R.P.T.8
  • 51
    • 0000930578 scopus 로고
    • Isolation and properties of lens aldose reductase
    • Hayman, S.; Kinoshita, J. H. Isolation and properties of lens aldose reductase J. Biol. Chem. 1965, 240, 877-882
    • (1965) J. Biol. Chem. , vol.240 , pp. 877-882
    • Hayman, S.1    Kinoshita, J.H.2
  • 52
  • 53
    • 0018384650 scopus 로고
    • Assay for lipid peroxides in animal tissues by thiobarbituric acid reaction
    • Ohkawa, H.; Ohishi, N.; Yagi, K. Assay for lipid peroxides in animal tissues by thiobarbituric acid reaction Anal. Biochem. 1979, 95, 351-358
    • (1979) Anal. Biochem. , vol.95 , pp. 351-358
    • Ohkawa, H.1    Ohishi, N.2    Yagi, K.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.