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Volumn 13, Issue 12, 2008, Pages 3040-3056

Copper complexes of nicotinic-aromatic carboxylic acids as superoxide dismutase mimetics

Author keywords

Antimicrobial activity; Carboxylic acid; Copper; Nicotinic acid; Superoxide dismutase

Indexed keywords

ANTIINFECTIVE AGENT; AROMATIC HYDROCARBON; BIOMIMETIC MATERIAL; CARBOXYLIC ACID; COPPER; LIGAND; NICOTINIC ACID; SCAVENGER; SUPEROXIDE; SUPEROXIDE DISMUTASE;

EID: 58149292064     PISSN: None     EISSN: 14203049     Source Type: Journal    
DOI: 10.3390/molecules13123040     Document Type: Article
Times cited : (90)

References (47)
  • 1
    • 33749986033 scopus 로고    scopus 로고
    • Mitochondrial function and toxicity: Role of the B vitamin family on mitochondrial energy metabolism
    • Depeint, F.; Bruce, W.R.; Shangari, N.; Mehta, R.; O'Brien, P.J. Mitochondrial function and toxicity: role of the B vitamin family on mitochondrial energy metabolism. Chem. Biol. Interact. 2006, 163, 94-112.
    • (2006) Chem. Biol. Interact , vol.163 , pp. 94-112
    • Depeint, F.1    Bruce, W.R.2    Shangari, N.3    Mehta, R.4    O'Brien, P.J.5
  • 2
    • 0035906329 scopus 로고    scopus 로고
    • Niacin, poly(ADP-ribose) polymerase-1 and genomic stability
    • Hageman, G.J.; Stierum, R.H. Niacin, poly(ADP-ribose) polymerase-1 and genomic stability. Mutat. Res. 2001, 475, 45-56.
    • (2001) Mutat. Res , vol.475 , pp. 45-56
    • Hageman, G.J.1    Stierum, R.H.2
  • 3
    • 22644437126 scopus 로고    scopus 로고
    • Nicotinic acid: The broad-spectrum lipid drug. A 50th anniversary review
    • Carlson, L.A. Nicotinic acid: the broad-spectrum lipid drug. A 50th anniversary review. J. Intern. Med. 2005, 258, 94-114.
    • (2005) J. Intern. Med , vol.258 , pp. 94-114
    • Carlson, L.A.1
  • 5
    • 58149285636 scopus 로고    scopus 로고
    • Lipids, Oxidation, and Cardiovascular Disease
    • Holtzman, J.L, Ed. Springer: New York
    • Gross, M., Lipids, Oxidation, and Cardiovascular Disease. In Atherosclerosis and Oxidant Stress. Holtzman, J.L., Ed. Springer: New York, 2008; 79-95.
    • (2008) Atherosclerosis and Oxidant Stress , pp. 79-95
    • Gross, M.1
  • 6
    • 33749001976 scopus 로고    scopus 로고
    • How does nicotinic acid modify the lipid profile?
    • Chapman, M.J. How does nicotinic acid modify the lipid profile? Eur. Heart. J. Suppl. 2006, 8, F54-59.
    • (2006) Eur. Heart. J. Suppl , vol.8
    • Chapman, M.J.1
  • 9
    • 49149132897 scopus 로고
    • Synthesis and characterization of divalent manganese, cobalt, nickel, copper and zinc complexes with nicotinic acid
    • Singh, R.; Rao, R.S.S. Synthesis and characterization of divalent manganese, cobalt, nickel, copper and zinc complexes with nicotinic acid. J. Mol. Struct. 1981, 71, 23-30.
    • (1981) J. Mol. Struct , vol.71 , pp. 23-30
    • Singh, R.1    Rao, R.S.S.2
  • 11
    • 34047211289 scopus 로고    scopus 로고
    • A novel therapeutic drug (copper nicotinic acid complex) for non-alcoholic fatty liver
    • Salama, R.H.; Nassar, A.Y.; Nafady, A.A.; Mohamed, H.H. A novel therapeutic drug (copper nicotinic acid complex) for non-alcoholic fatty liver. Liver Int. 2007, 27, 454-464.
    • (2007) Liver Int , vol.27 , pp. 454-464
    • Salama, R.H.1    Nassar, A.Y.2    Nafady, A.A.3    Mohamed, H.H.4
  • 12
    • 33846818692 scopus 로고    scopus 로고
    • 2 = 1,3-benzenedicarboxylic acid, naH = 3-pyridinecarboxylic acid)
    • 2 = 1,3-benzenedicarboxylic acid, naH = 3-pyridinecarboxylic acid). J. Mol. Struct. 2007, 829, 44-50.
    • (2007) J. Mol. Struct , vol.829 , pp. 44-50
    • Huh, H.S.1    Lee, S.W.2
  • 14
    • 4544332995 scopus 로고    scopus 로고
    • Structural characterization and SOD activity of copper-oxaprozinate
    • Dutta, S.; Padhye, S.; McKee, V. Structural characterization and SOD activity of copper-oxaprozinate. Inorg. Chem. Commun. 2004, 7, 1071-1074.
    • (2004) Inorg. Chem. Commun , vol.7 , pp. 1071-1074
    • Dutta, S.1    Padhye, S.2    McKee, V.3
  • 16
    • 30544452123 scopus 로고    scopus 로고
    • Radical scavenging and catalytic activity of metal-phenolic complexes
    • Mahal, H.S.; Kapoor, S.; Satpati, A.K.; Mukherjee, T. Radical scavenging and catalytic activity of metal-phenolic complexes. J. Phys. Chem. B 2005, 109, 24197-24202.
    • (2005) J. Phys. Chem. B , vol.109 , pp. 24197-24202
    • Mahal, H.S.1    Kapoor, S.2    Satpati, A.K.3    Mukherjee, T.4
  • 17
    • 85171813613 scopus 로고    scopus 로고
    • 2 = salicylic acid; BZAH = benzoic acid; BZDH = benzimidazole and 5,6-DMBZDH = 5,6-dimethylbenzimidazole). Polyhedron 2007, 26, 4073-4084.
    • 2 = salicylic acid; BZAH = benzoic acid; BZDH = benzimidazole and 5,6-DMBZDH = 5,6-dimethylbenzimidazole). Polyhedron 2007, 26, 4073-4084.
  • 18
    • 0031899371 scopus 로고    scopus 로고
    • Inhibition of phenolsulphotransferase by salicylic acid: A possible mechanism by which aspirin may reduce carcinogenesis
    • Harris, R.M.; Hawker, R.J.; Langman, M.J.; Singh, S.; Waring, R.H. Inhibition of phenolsulphotransferase by salicylic acid: a possible mechanism by which aspirin may reduce carcinogenesis. Gut 1998, 42, 272-275.
    • (1998) Gut , vol.42 , pp. 272-275
    • Harris, R.M.1    Hawker, R.J.2    Langman, M.J.3    Singh, S.4    Waring, R.H.5
  • 21
    • 0029883794 scopus 로고    scopus 로고
    • Copper as an essential nutrient
    • Olivares, M.; Uauy, R. Copper as an essential nutrient. Am. J. Clin. Nutr. 1996, 63, 791S-796.
    • (1996) Am. J. Clin. Nutr , vol.63
    • Olivares, M.1    Uauy, R.2
  • 22
    • 39749106258 scopus 로고    scopus 로고
    • Copper deficiency with increased hematogones mimicking refractory anemia with excess blasts
    • Koca, E.; Buyukasik, Y.; Cetiner, D.; Yilmaz, R.; Sayinalp, N.; Yasavul, U.; Uner, A. Copper deficiency with increased hematogones mimicking refractory anemia with excess blasts. Leuk. Res. 2008, 32, 495-499.
    • (2008) Leuk. Res , vol.32 , pp. 495-499
    • Koca, E.1    Buyukasik, Y.2    Cetiner, D.3    Yilmaz, R.4    Sayinalp, N.5    Yasavul, U.6    Uner, A.7
  • 23
    • 38849182720 scopus 로고    scopus 로고
    • The relationship between serum copper and ceruloplasmin in routine clinical practice
    • Twomey, P.J.; Reynolds, T.M.; Wierzbicki, A.S.; Viljoen, A. The relationship between serum copper and ceruloplasmin in routine clinical practice. Int. J. Clin. Pract. 2008, 62, 485-487.
    • (2008) Int. J. Clin. Pract , vol.62 , pp. 485-487
    • Twomey, P.J.1    Reynolds, T.M.2    Wierzbicki, A.S.3    Viljoen, A.4
  • 25
    • 33845186252 scopus 로고    scopus 로고
    • Properties of flavonoids influencing the binding to bilitranslocase investigated by neural network modelling
    • Karawajczyk, A.; Drgan, V.; Medic, N.; Oboh, G.; Passamonti, S.; Novic, M. Properties of flavonoids influencing the binding to bilitranslocase investigated by neural network modelling. Biochem. Pharmacol. 2007, 73, 308-320.
    • (2007) Biochem. Pharmacol , vol.73 , pp. 308-320
    • Karawajczyk, A.1    Drgan, V.2    Medic, N.3    Oboh, G.4    Passamonti, S.5    Novic, M.6
  • 28
    • 36148981459 scopus 로고    scopus 로고
    • Inhibitory effects of 4-chlorosalicylic acid on mushroom tyrosinase and its antimicrobial activities
    • Han, P.; Chen, C.-Q.; Zhang, C.-L.; Song, K.-K.; Zhou, H.-T.; Chen, Q.-X. Inhibitory effects of 4-chlorosalicylic acid on mushroom tyrosinase and its antimicrobial activities. Food Chem. 2008, 107, 797-803.
    • (2008) Food Chem , vol.107 , pp. 797-803
    • Han, P.1    Chen, C.-Q.2    Zhang, C.-L.3    Song, K.-K.4    Zhou, H.-T.5    Chen, Q.-X.6
  • 29
    • 0001210423 scopus 로고    scopus 로고
    • Electron affinities of the first- and second-row atoms: Benchmark ab initio and density-functional calculations
    • de Oliveira, G.; Martin, J.M.L.; de Proft, F.; Geerlings, P. Electron affinities of the first- and second-row atoms: Benchmark ab initio and density-functional calculations. Phys. Rev. A 1999, 60, 1034-1045.
    • (1999) Phys. Rev. A , vol.60 , pp. 1034-1045
    • de Oliveira, G.1    Martin, J.M.L.2    de Proft, F.3    Geerlings, P.4
  • 30
    • 1942518334 scopus 로고    scopus 로고
    • A theoretical study on Cu(II) binding modes and antioxidant activity of mammalian normal prion protein
    • Ji, H.F.; Zhang, H.Y. A theoretical study on Cu(II) binding modes and antioxidant activity of mammalian normal prion protein. Chem. Res. Toxicol. 2004, 17, 471-475.
    • (2004) Chem. Res. Toxicol , vol.17 , pp. 471-475
    • Ji, H.F.1    Zhang, H.Y.2
  • 31
    • 9644275375 scopus 로고    scopus 로고
    • A new strategy to combat Alzheimer's disease. Combining radical-scavenging potential with metal-protein-attenuating ability in one molecule
    • Ji, H.F.; Zhang, H.Y. A new strategy to combat Alzheimer's disease. Combining radical-scavenging potential with metal-protein-attenuating ability in one molecule. Bioorg. Med. Chem. Lett. 2005, 15, 21-24.
    • (2005) Bioorg. Med. Chem. Lett , vol.15 , pp. 21-24
    • Ji, H.F.1    Zhang, H.Y.2
  • 32
    • 34547657609 scopus 로고    scopus 로고
    • Computational note on the SOD-like antioxidant potential of nicotine-copper(II) complexes
    • Shen, L.; Zhang, H.-Y.; Ji, H.-F. Computational note on the SOD-like antioxidant potential of nicotine-copper(II) complexes. J. Mol. Struct. (THEOCHEM) 2007, 817, 161-162.
    • (2007) J. Mol. Struct. (THEOCHEM) , vol.817 , pp. 161-162
    • Shen, L.1    Zhang, H.-Y.2    Ji, H.-F.3
  • 33
    • 24344466892 scopus 로고    scopus 로고
    • Density-functional calculations of the Cu, Zn superoxide dismutase redox potential: The influence of active site distortion
    • Branco, R.J.F.; Fernandes, P.A.; Ramos, M.J. Density-functional calculations of the Cu, Zn superoxide dismutase redox potential: The influence of active site distortion. J. Mol. Struct. (THEOCHEM) 2005, 729, 141-146.
    • (2005) J. Mol. Struct. (THEOCHEM) , vol.729 , pp. 141-146
    • Branco, R.J.F.1    Fernandes, P.A.2    Ramos, M.J.3
  • 34
    • 32444433270 scopus 로고    scopus 로고
    • Superoxide dismutase: Distorted active site binds substrate without significant energetic cost
    • Branco, R.J.F.; Fernandes, P.A.; Ramos, M.J. Cu, Zn Superoxide dismutase: distorted active site binds substrate without significant energetic cost. Theor. Chem. Acc. 2006, 115, 27-31.
    • (2006) Theor. Chem. Acc , vol.115 , pp. 27-31
    • Branco, R.J.F.1    Fernandes, P.A.2    Ramos, M.J.3    Cu, Z.4
  • 35
    • 0001728908 scopus 로고    scopus 로고
    • Quantum-chemical descriptors in QSAR/QSPR studies
    • Karelson, M.; Lobanov, V.S.; Katritzky, A.R. Quantum-chemical descriptors in QSAR/QSPR studies. Chem. Rev. 1996, 96, 1027-1044.
    • (1996) Chem. Rev , vol.96 , pp. 1027-1044
    • Karelson, M.1    Lobanov, V.S.2    Katritzky, A.R.3
  • 37
    • 53949097592 scopus 로고    scopus 로고
    • Predicting the binding capability of benzothiazoline-2-thione and its derivatives with gold: A DFT and FT-Raman combined studies
    • Sun, R.; Ge, J.; Yao, J.; Li, S.; Shen, H.; Gu, R. Predicting the binding capability of benzothiazoline-2-thione and its derivatives with gold: A DFT and FT-Raman combined studies. Spectrochim. Acta A 2008, 71, 1535-1539.
    • (2008) Spectrochim. Acta A , vol.71 , pp. 1535-1539
    • Sun, R.1    Ge, J.2    Yao, J.3    Li, S.4    Shen, H.5    Gu, R.6
  • 38
    • 4344717339 scopus 로고    scopus 로고
    • A study on the mimics of Cu-Zn superoxide dismutase with high activity and stability: Two copper(II) complexes of 1,4,7-triazacyclononane with benzimidazole groups
    • Li, Q.X.; Luo, Q.H.; Li, Y.Z.; Shen, M.C. A study on the mimics of Cu-Zn superoxide dismutase with high activity and stability: two copper(II) complexes of 1,4,7-triazacyclononane with benzimidazole groups. Dalton Trans. 2004, 2329-2335.
    • (2004) Dalton Trans , pp. 2329-2335
    • Li, Q.X.1    Luo, Q.H.2    Li, Y.Z.3    Shen, M.C.4
  • 39
    • 0009735946 scopus 로고
    • Food additives, metal binding properties of bacitracin
    • Garbutt, J.T.; Morehouse, A.L.; Hanson, A.M. Food additives, metal binding properties of bacitracin. J. Agr. Food Chem. 1961, 9, 285-289.
    • (1961) J. Agr. Food Chem , vol.9 , pp. 285-289
    • Garbutt, J.T.1    Morehouse, A.L.2    Hanson, A.M.3
  • 41
    • 58149282375 scopus 로고    scopus 로고
    • Dennington II, R, Keith, T, Millam, J, Eppinnett, K, Hovell, W.L, Gilliland, R. GaussView, version 3.09; Semichem, Inc, Shawnee Mission, KS, 2003
    • Dennington II, R.; Keith, T.; Millam, J.; Eppinnett, K.; Hovell, W.L.; Gilliland, R. GaussView, version 3.09; Semichem, Inc.: Shawnee Mission, KS, 2003.
  • 42
    • 33751157732 scopus 로고
    • Ab initio calculation of vibrational absorption and circular dichroism spectra using density functional force fields
    • Stephens, P.J.; Devlin, F.J.; Chabalowski, C.F.; Frisch, M.J. Ab initio calculation of vibrational absorption and circular dichroism spectra using density functional force fields. J. Phys. Chem. 1994, 98, 11623-11627.
    • (1994) J. Phys. Chem , vol.98 , pp. 11623-11627
    • Stephens, P.J.1    Devlin, F.J.2    Chabalowski, C.F.3    Frisch, M.J.4
  • 43
    • 33745770836 scopus 로고
    • Ab initio effective core potentials for molecular calculations. Potentials for the transition metal atoms Sc to Hg
    • Hay, P.J.; Wadt, W.R. Ab initio effective core potentials for molecular calculations. Potentials for the transition metal atoms Sc to Hg. J. Chem. Phys. 1985, 82, 270-283.
    • (1985) J. Chem. Phys , vol.82 , pp. 270-283
    • Hay, P.J.1    Wadt, W.R.2
  • 44
    • 27344448074 scopus 로고
    • Ab initio effective core potentials for molecular calculations. Potentials for K to Au including the outermost core orbitals
    • Hay, P.J.; Wadt, W.R. Ab initio effective core potentials for molecular calculations. Potentials for K to Au including the outermost core orbitals. J. Chem. Phys. 1985, 82, 299-310.
    • (1985) J. Chem. Phys , vol.82 , pp. 299-310
    • Hay, P.J.1    Wadt, W.R.2
  • 45
    • 0006073669 scopus 로고
    • Ab initio effective core potentials for molecular calculations. Potentials for main group elements Na to Bi
    • Wadt, W.R.; Hay, P.J. Ab initio effective core potentials for molecular calculations. Potentials for main group elements Na to Bi. J. Chem. Phys. 1985, 82, 284-298.
    • (1985) J. Chem. Phys , vol.82 , pp. 284-298
    • Wadt, W.R.1    Hay, P.J.2
  • 46
    • 58149298889 scopus 로고    scopus 로고
    • Frisch, M.J, Trucks, G.W, Schlegel, H.B, Scuseria, G.E, Robb, M.A, Cheeseman, J.R, Montgomery, J, J. A, Vreven, T, Kudin, K.N, Burant, J.C, Millam, J.M, Iyengar, S.S, Tomasi, J, Barone, V, Mennucci, B, Cossi, M, Scalmani, G, Rega, N, Petersson, G.A, Nakatsuji, H, Hada, M, Ehara, M, Toyota, K, Fukuda, R, Hasegawa, J, Ishida, M, Nakajima, T, Honda, Y, Kitao, O, Nakai, H, Klene, M, Li, X, Knox, J.E, Hratchian, H.P, Cross, J.B, Bakken, V, Adamo, C, Jaramillo, J, Gomperts, R, Stratmann, R.E, Yazyev, O, Austin, A.J, Cammi, R, Pomelli, C, Ochterski, J.W, Ayala, P.Y, Morokuma, K, Voth, G.A, Salvador, P, Dannenberg, J.J, Zakrzewski, V.G, Dapprich, S, Daniels, A.D, Strain, M.C, Farkas, O, Malick, D.K, Rabuck, A.D, Raghavachari, K, Foresman, J.B, Ortiz, J.V, Cui, Q, Baboul, A.G, Clifford, S, Cioslowski, J, Stefanov, B.B, Liu, G, Liashenko, A, Piskorz, P, Komaromi, I, Martin, R.L, Fox, D.J, Keith, T, Al-Laham, M.A, Peng, C.Y
    • Frisch, M.J.; Trucks, G.W.; Schlegel, H.B.; Scuseria, G.E.; Robb, M.A.; Cheeseman, J.R.; Montgomery, J., J. A.; Vreven, T.; Kudin, K.N.; Burant, J.C.; Millam, J.M.; Iyengar, S.S.; Tomasi, J.; Barone, V.; Mennucci, B.; Cossi, M.; Scalmani, G.; Rega, N.; Petersson, G.A.; Nakatsuji, H.; Hada, M.; Ehara, M.; Toyota, K.; Fukuda, R.; Hasegawa, J.; Ishida, M.; Nakajima, T.; Honda, Y.; Kitao, O.; Nakai, H.; Klene, M.; Li, X.; Knox, J.E.; Hratchian, H.P.; Cross, J.B.; Bakken, V.; Adamo, C.; Jaramillo, J.; Gomperts, R.; Stratmann, R.E.; Yazyev, O.; Austin, A.J.; Cammi, R.; Pomelli, C.; Ochterski, J.W.; Ayala, P.Y.; Morokuma, K.; Voth, G.A.; Salvador, P.; Dannenberg, J.J.; Zakrzewski, V.G.; Dapprich, S.; Daniels, A.D.; Strain, M.C.; Farkas, O.; Malick, D.K.; Rabuck, A.D.; Raghavachari, K.; Foresman, J.B.; Ortiz, J.V.; Cui, Q.; Baboul, A.G.; Clifford, S.; Cioslowski, J.; Stefanov, B.B.; Liu, G.; Liashenko, A.; Piskorz, P.; Komaromi, I.; Martin, R.L.; Fox, D.J.; Keith, T.; Al-Laham, M.A.; Peng, C.Y.; Nanayakkara, A.; Challacombe, M.; Gill, P.M.W.; Johnson, B.; Chen, W.; Wong, M.W.; Gonzalez, C.; Pople, J.A. In Gaussian 03, Revision C.02, Gaussian, Inc.: Wallingford CT, 2004.


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