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Volumn 52, Issue 12, 2012, Pages 3293-3301

Comparative binding effects of aspirin and anti-inflammatory Cu complex in the active site of LOX-1

Author keywords

[No Author keywords available]

Indexed keywords

ENZYMES; HYDROGEN BONDS; MOLECULAR DYNAMICS; MOLECULES; REACTION KINETICS; SYNTHESIS (CHEMICAL);

EID: 84871532013     PISSN: 15499596     EISSN: 1549960X     Source Type: Journal    
DOI: 10.1021/ci3002759     Document Type: Article
Times cited : (12)

References (64)
  • 1
    • 33751028489 scopus 로고    scopus 로고
    • The phospholipase A(2) superfamily and its group numbering system
    • Schaloske, R. H.; Dennis, E. A. The phospholipase A(2) superfamily and its group numbering system Biochim. Biophys. Acta 2006, 1761, 1246-1259
    • (2006) Biochim. Biophys. Acta , vol.1761 , pp. 1246-1259
    • Schaloske, R.H.1    Dennis, E.A.2
  • 3
    • 0037201940 scopus 로고    scopus 로고
    • Phospholipase A2 regulation of arachidonic acid mobilization
    • Balsinde, J.; Winstead, M. V.; Dennis, E. A. Phospholipase A2 regulation of arachidonic acid mobilization FEBS Lett. 2002, 531, 2-6
    • (2002) FEBS Lett. , vol.531 , pp. 2-6
    • Balsinde, J.1    Winstead, M.V.2    Dennis, E.A.3
  • 4
    • 0034739463 scopus 로고    scopus 로고
    • The expanding superfamily of phospholipase A(2) enzymes: Classification and characterization
    • Six, D. A.; Dennis, E. A. The expanding superfamily of phospholipase A(2) enzymes: classification and characterization Biochim. Biophys. Acta 2000, 1488, 1-19
    • (2000) Biochim. Biophys. Acta , vol.1488 , pp. 1-19
    • Six, D.A.1    Dennis, E.A.2
  • 5
    • 0028009093 scopus 로고
    • The X-ray crystal structure of the membrane protein prostaglandin H2 synthase-1
    • Picot, D.; Loll, P. J.; Garavito, R. M. The X-ray crystal structure of the membrane protein prostaglandin H2 synthase-1 Nature 1994, 367, 243-249
    • (1994) Nature , vol.367 , pp. 243-249
    • Picot, D.1    Loll, P.J.2    Garavito, R.M.3
  • 7
    • 0029911267 scopus 로고    scopus 로고
    • Flexibility of the NSAID binding site in the structure of human cyclooxygenase-2
    • Luong, C.; Mille, A.; Barnett, J.; Chow, J.; Ramesha, C.; Browner, M. F. Flexibility of the NSAID binding site in the structure of human cyclooxygenase-2 Nat. Struct. Biol. 1996, 3, 927-933
    • (1996) Nat. Struct. Biol. , vol.3 , pp. 927-933
    • Luong, C.1    Mille, A.2    Barnett, J.3    Chow, J.4    Ramesha, C.5    Browner, M.F.6
  • 8
    • 30944470221 scopus 로고    scopus 로고
    • Lipoxygenases: Occurrence, functions and catalysis
    • Liavonchanka, A.; Feussner, I. Lipoxygenases: occurrence, functions and catalysis J. Plant Physiol. 2006, 163, 348-357
    • (2006) J. Plant Physiol. , vol.163 , pp. 348-357
    • Liavonchanka, A.1    Feussner, I.2
  • 10
    • 70350489461 scopus 로고    scopus 로고
    • Lipoxygenases-Structure and reaction mechanism
    • Andreou, A.; Feussner, I. Lipoxygenases-Structure and reaction mechanism Phytochemistry 2009, 70, 1504-1510
    • (2009) Phytochemistry , vol.70 , pp. 1504-1510
    • Andreou, A.1    Feussner, I.2
  • 11
    • 30944470221 scopus 로고    scopus 로고
    • Lipoxygenases: Occurrence, functions and catalysis
    • Liavonchanka, A.; Feussner, I. Lipoxygenases: occurrence, functions and catalysis J. Plant Physiol. 2006, 163, 348-357
    • (2006) J. Plant Physiol. , vol.163 , pp. 348-357
    • Liavonchanka, A.1    Feussner, I.2
  • 12
    • 0019152256 scopus 로고
    • Vinegar, R.; Cuatrecasas, P. Aspirin-like drugs inhibit arachidonic acid metabolism via lipoxygenase and cyclo-oxygenase in rat neutrophils from carrageenan pleural exudates
    • Siegel, M. I.; McConnell, R. T.; Porter, N. A.; Selph, J. L.; Truax, J. F. Vinegar, R.; Cuatrecasas, P. Aspirin-like drugs inhibit arachidonic acid metabolism via lipoxygenase and cyclo-oxygenase in rat neutrophils from carrageenan pleural exudates Biochem. Biophys. Res. Commun. 1980, 92, 688-695
    • (1980) Biochem. Biophys. Res. Commun. , vol.92 , pp. 688-695
    • Siegel, M.I.1    McConnell, R.T.2    Porter, N.A.3    Selph, J.L.4    Truax, J.F.5
  • 13
    • 0020323109 scopus 로고
    • Aspirin inhibits arachidonic acid metabolism via lipoxygenase and cyclo-oxygenase in hamster isolated lungs
    • Paajanen, H.; Männistö, J.; Uotila, P. Aspirin inhibits arachidonic acid metabolism via lipoxygenase and cyclo-oxygenase in hamster isolated lungs Prostaglandins 1982, 23, 731-741
    • (1982) Prostaglandins , vol.23 , pp. 731-741
    • Paajanen, H.1    Männistö, J.2    Uotila, P.3
  • 14
    • 59049091732 scopus 로고    scopus 로고
    • Modulation of the Biological Properties of Aspirin by Formation of Bioorganometallic Derivative
    • Ingo, O. Modulation of the Biological Properties of Aspirin by Formation of Bioorganometallic Derivative Angew. Chem., Int. Ed. 2009, 48, 1160-1163
    • (2009) Angew. Chem., Int. Ed. , vol.48 , pp. 1160-1163
    • Ingo, O.1
  • 16
    • 0033935875 scopus 로고    scopus 로고
    • Reduced Incidence of Colorectal Adenoma among Long-Term Users of Nonsteroidal Antiinflammatory Drugs: A Pooled Analysis of Published Studies and a New Population-Based Study
    • Garcia Rodriguez, L. A.; Huerta-Alvarez, C. Reduced Incidence of Colorectal Adenoma among Long-Term Users of Nonsteroidal Antiinflammatory Drugs: A Pooled Analysis of Published Studies and a New Population-Based Study Epidemiology 2000, 11, 376-381
    • (2000) Epidemiology , vol.11 , pp. 376-381
    • Garcia Rodriguez, L.A.1    Huerta-Alvarez, C.2
  • 17
    • 0036085164 scopus 로고    scopus 로고
    • Epidemiological and clinical aspects of nonsteroidal anti-inflammatory drugs and cancer risks
    • Moran, E. M. Epidemiological and clinical aspects of nonsteroidal anti-inflammatory drugs and cancer risks J. Environ. Pathol. Toxicol. Oncol. 2002, 21, 193-201
    • (2002) J. Environ. Pathol. Toxicol. Oncol. , vol.21 , pp. 193-201
    • Moran, E.M.1
  • 18
    • 0037138743 scopus 로고    scopus 로고
    • Nonsteroidal Anti-inflammatory Drugs as Anticancer Agents: Mechanistic, Pharmacologic, and Clinical Issues
    • Thun, M. J.; Henley, S. J.; Patrono, C. Nonsteroidal Anti-inflammatory Drugs as Anticancer Agents: Mechanistic, Pharmacologic, and Clinical Issues J. Natl. Cancer Inst. 2002, 94, 252-266
    • (2002) J. Natl. Cancer Inst. , vol.94 , pp. 252-266
    • Thun, M.J.1    Henley, S.J.2    Patrono, C.3
  • 19
    • 0015493364 scopus 로고
    • Cross-linking of complementary strands of DNA in mammalian cells by antitumor platinum compounds
    • Roberts, J. J.; Pascoe, J. M. Cross-linking of complementary strands of DNA in mammalian cells by antitumor platinum compounds Nature 1972, 235, 282-284
    • (1972) Nature , vol.235 , pp. 282-284
    • Roberts, J.J.1    Pascoe, J.M.2
  • 20
    • 0037733618 scopus 로고
    • Bioinorganic Drugs. Part 1
    • Williams, D. R. Bioinorganic Drugs. Part 1 Educ. Chem. 1974, 11, 124-127
    • (1974) Educ. Chem. , vol.11 , pp. 124-127
    • Williams, D.R.1
  • 21
    • 0015430291 scopus 로고
    • Silver sulfadiazine: Inter- action with isolated deoxyribonucleic acid
    • Rosenkranz, H. S.; Rosenkranz, S. Silver sulfadiazine: inter- action with isolated deoxyribonucleic acid Antimicrob. Agents Chemother. 1972, 2, 373-379
    • (1972) Antimicrob. Agents Chemother. , vol.2 , pp. 373-379
    • Rosenkranz, H.S.1    Rosenkranz, S.2
  • 24
    • 4544222905 scopus 로고    scopus 로고
    • Synthesis, characterization and in vitro study of the cytostatic and antiviral activity of new polymeric silver (I) complexes with ribbon structures derived from the conjugated heterocyclic thioamide 2-mercapto-3,4,5,6- tetrahydropyrimidine
    • Zachariadis, P. C.; Hadjikakou, S. K.; Hadjiliadis, N.; Michaelides, A.; Skoulika, S.; Balzarini, J.; De Clercq, E. Synthesis, characterization and in vitro study of the cytostatic and antiviral activity of new polymeric silver (I) complexes with ribbon structures derived from the conjugated heterocyclic thioamide 2-mercapto-3,4,5,6-tetrahydropyrimidine Eur. J. Inorg. Chem. 2004, 1420-1426
    • (2004) Eur. J. Inorg. Chem. , pp. 1420-1426
    • Zachariadis, P.C.1    Hadjikakou, S.K.2    Hadjiliadis, N.3    Michaelides, A.4    Skoulika, S.5    Balzarini, J.6    De Clercq, E.7
  • 27
    • 27944487881 scopus 로고    scopus 로고
    • Orally active antioxidative copper(II) aspirinate: Synthesis, structure characterization, superoxide scavenging activity, and in vitro and in vivo antioxidative evaluations
    • Fujimori, T.; Yamada, S.; Yasui, H.; Sakurai, H.; In, Y.; Ishida, T. Orally active antioxidative copper(II) aspirinate: synthesis, structure characterization, superoxide scavenging activity, and in vitro and in vivo antioxidative evaluations J. Biol. Inorg. Chem. 2005, 10, 831-841
    • (2005) J. Biol. Inorg. Chem. , vol.10 , pp. 831-841
    • Fujimori, T.1    Yamada, S.2    Yasui, H.3    Sakurai, H.4    In, Y.5    Ishida, T.6
  • 29
    • 33847307443 scopus 로고    scopus 로고
    • Mixed-ligand coordination species: A promising approach for "second-generation" drug development
    • Ma, Z.; Moulton, B. Mixed-ligand coordination species: A promising approach for "second-generation" drug development Cryst. Growth Des. 2007, 7, 196-198
    • (2007) Cryst. Growth Des. , vol.7 , pp. 196-198
    • Ma, Z.1    Moulton, B.2
  • 30
    • 12344290640 scopus 로고    scopus 로고
    • Five-coordinate nickel(II) complexes with carboxylate anions and derivatives of 1,5,9-triazacyclododec-1-ene: Structural and 1H NMR spectroscopic studies
    • Santana, M. D.; Lozano, A. A.; Garcia, G.; Lopez, G.; Perez, J. Five-coordinate nickel(II) complexes with carboxylate anions and derivatives of 1,5,9-triazacyclododec-1-ene: structural and 1H NMR spectroscopic studies Dalton Trans. 2005, 104-109
    • (2005) Dalton Trans. , pp. 104-109
    • Santana, M.D.1    Lozano, A.A.2    Garcia, G.3    Lopez, G.4    Perez, J.5
  • 31
    • 0002391589 scopus 로고    scopus 로고
    • Triphenyltin(IV) compounds with biologically active anionic groups: Crystal and molecular structures of the p -ethoxybenzoic acid, acetylsalicylic acid, phthalic acid and salicylaldehyde derivatives
    • James, B. D.; Kivlighon, L. M.; Skelton, B. W.; White, A. H. Triphenyltin(IV) compounds with biologically active anionic groups: Crystal and molecular structures of the p -ethoxybenzoic acid, acetylsalicylic acid, phthalic acid and salicylaldehyde derivatives Appl. Organomet. Chem. 1998, 12, 13-23
    • (1998) Appl. Organomet. Chem. , vol.12 , pp. 13-23
    • James, B.D.1    Kivlighon, L.M.2    Skelton, B.W.3    White, A.H.4
  • 35
    • 0034523901 scopus 로고    scopus 로고
    • The role of cyclooxygenase and lipoxygenase in cancer chemoprevention
    • Cuendet, M.; Pezzuto, J. M. The role of cyclooxygenase and lipoxygenase in cancer chemoprevention Drug Metab. Drug Interact. 2000, 17, 109-157
    • (2000) Drug Metab. Drug Interact. , vol.17 , pp. 109-157
    • Cuendet, M.1    Pezzuto, J.M.2
  • 37
    • 84055217570 scopus 로고    scopus 로고
    • Binding of Ibuprofen, Ketorolac, and Diclofenac to COX-1 and COX-2. Studied by Saturation Transfer Difference NMR
    • Viegas, A.; Manso, J.; Corvo, M. C.; Marques, M. M. B.; Cabrita, E. J. Binding of Ibuprofen, Ketorolac, and Diclofenac to COX-1 and COX-2. Studied by Saturation Transfer Difference NMR J. Med. Chem. 2011, 54, 8555-8562
    • (2011) J. Med. Chem. , vol.54 , pp. 8555-8562
    • Viegas, A.1    Manso, J.2    Corvo, M.C.3    Marques, M.M.B.4    Cabrita, E.J.5
  • 38
    • 0034823890 scopus 로고    scopus 로고
    • Group Epitope Mapping by Saturation Transfer Difference NMR to Identify Segments of a Ligand in Direct Contact with a Protein Receptor
    • Mayer, M.; Meyer, B. Group Epitope Mapping by Saturation Transfer Difference NMR To Identify Segments of a Ligand in Direct Contact with a Protein Receptor J. Am. Chem. Soc. 2001, 123, 6108-6117
    • (2001) J. Am. Chem. Soc. , vol.123 , pp. 6108-6117
    • Mayer, M.1    Meyer, B.2
  • 39
    • 79960698472 scopus 로고
    • Water suppression that works. Excitation sculpting using arbitrary wave-forms and pulsed-field gradients
    • Hwang, T. L.; Shaka, A. J. Water suppression that works. Excitation sculpting using arbitrary wave-forms and pulsed-field gradients J. Magn. Reson. Ser. A 1995, 112, 275-279
    • (1995) J. Magn. Reson. Ser. A , vol.112 , pp. 275-279
    • Hwang, T.L.1    Shaka, A.J.2
  • 40
    • 0000657561 scopus 로고    scopus 로고
    • Efficient multiple-solvent suppression for the study of the interactions of organic solvents with biomolecules
    • Dalvit, C. Efficient multiple-solvent suppression for the study of the interactions of organic solvents with biomolecules J. Biomol. NMR 1998, 11, 437-444
    • (1998) J. Biomol. NMR , vol.11 , pp. 437-444
    • Dalvit, C.1
  • 42
    • 33744826819 scopus 로고    scopus 로고
    • MolDock: A new technique for high-accuracy molecular docking
    • Thomsen, R.; Christensen, M. H. MolDock: A new technique for high-accuracy molecular docking J. Med. Chem. 2006, 49, 3315-3321
    • (2006) J. Med. Chem. , vol.49 , pp. 3315-3321
    • Thomsen, R.1    Christensen, M.H.2
  • 43
    • 78651242465 scopus 로고    scopus 로고
    • Molecular and structural determinants of adamantly susceptibility to HLA-DRs allelic variants: An in silico approach to understand the mechanism of MLEs
    • Ul-Haq, Z.; Khan, W. Molecular and structural determinants of adamantly susceptibility to HLA-DRs allelic variants: an in silico approach to understand the mechanism of MLEs J. Comput.-Aided Mol. Des. 2011, 25, 81-101
    • (2011) J. Comput.-Aided Mol. Des. , vol.25 , pp. 81-101
    • Ul-Haq, Z.1    Khan, W.2
  • 46
    • 84871549598 scopus 로고    scopus 로고
    • version 9.1, User Manual; Schrödinger, LLC: New York, NY.
    • Maestro, version 9.1, User Manual; Schrödinger, LLC: New York, NY, 2008.
    • (2008) Maestro
  • 47
    • 33748518255 scopus 로고    scopus 로고
    • Comparison of multiple Amber force fields and development of improved protein backbone parameters
    • Hornak, V.; Abel, R.; Okur, A.; Strockbine, B.; Roitberg, A.; Simmerling, C. Comparison of multiple Amber force fields and development of improved protein backbone parameters Proteins 2006, 65, 712-725
    • (2006) Proteins , vol.65 , pp. 712-725
    • Hornak, V.1    Abel, R.2    Okur, A.3    Strockbine, B.4    Roitberg, A.5    Simmerling, C.6
  • 48
    • 0033614004 scopus 로고    scopus 로고
    • Asparagine and glutamine: Using hydrogen atom contacts in the choice of side-chain amide orientation
    • Word, J. M.; Lovell, S. C.; Richardson, J. S.; Richardson, D. C. Asparagine and glutamine: using hydrogen atom contacts in the choice of side-chain amide orientation J. Mol. Biol. 1999, 285, 1735
    • (1999) J. Mol. Biol. , vol.285 , pp. 1735
    • Word, J.M.1    Lovell, S.C.2    Richardson, J.S.3    Richardson, D.C.4
  • 50
    • 84944675147 scopus 로고
    • Ab-initio Energy-Adjusted Pseudopotentials for Elements of Groups 13 - 17
    • Bergner, A.; Dolg, M.; Küchle, W.; Stoll, H.; Preuss, H. Ab-initio Energy-Adjusted Pseudopotentials for Elements of Groups 13-17 Mol. Phys. 1993, 80, 143
    • (1993) Mol. Phys. , vol.80 , pp. 143
    • Bergner, A.1    Dolg, M.2    Küchle, W.3    Stoll, H.4    Preuss, H.5
  • 52
    • 0041857031 scopus 로고
    • Relativistic and correlation effects for element 105 (hahnium, Ha): A comparative study of M and MO (M = Nb, Ta, Ha) using energy-adjusted ab initio pseudopotentials
    • Dolg, M.; Stoll, H.; Preuss, H.; Pitzer, R. M. Relativistic and correlation effects for element 105 (hahnium, Ha): a comparative study of M and MO (M = Nb, Ta, Ha) using energy-adjusted ab initio pseudopotentials J. Phys. Chem. 1993, 97, 5852
    • (1993) J. Phys. Chem. , vol.97 , pp. 5852
    • Dolg, M.1    Stoll, H.2    Preuss, H.3    Pitzer, R.M.4
  • 53
    • 84871592035 scopus 로고    scopus 로고
    • https://bse.pnl.gov/bse/portal (accessed November 2012).
  • 54
    • 34547645216 scopus 로고    scopus 로고
    • Insights into Cu(I) Exchange in HAH1 Using Quantum Mechanical and Molecular Simulations
    • Op't Holt, B.; Merz, K. M., Jr. Insights into Cu(I) Exchange in HAH1 Using Quantum Mechanical and Molecular Simulations Biochemistry 2007, 46, 8816-8826
    • (2007) Biochemistry , vol.46 , pp. 8816-8826
    • Op'T Holt, B.1    Merz Jr., K.M.2
  • 55
    • 84986468508 scopus 로고
    • Derivation of Net Atomic Charges from Molecular Electrostatic Potentials
    • Woods, R. J.; Khalil, M.; Pell, W.; Moffat, S. H.; Smith, V. H. Derivation of Net Atomic Charges from Molecular Electrostatic Potentials J. Comput. Chem. 1990, 11, 297-310
    • (1990) J. Comput. Chem. , vol.11 , pp. 297-310
    • Woods, R.J.1    Khalil, M.2    Pell, W.3    Moffat, S.H.4    Smith, V.H.5
  • 57
    • 0004016501 scopus 로고
    • Comparison of simple potential functions for simulationg liquid water
    • Jorgensen, W. L.; Madura, J. D.; Impey, R. W.; Klein, M. L. Comparison of simple potential functions for simulationg liquid water J. Chem. Phys. 1983, 79, 926-935
    • (1983) J. Chem. Phys. , vol.79 , pp. 926-935
    • Jorgensen, W.L.1    Madura, J.D.2    Impey, R.W.3    Klein, M.L.4
  • 58
    • 33846823909 scopus 로고
    • Particle mesh Ewald: An N.Log(N) method for Ewald sums in large systems
    • Darden, T.; York, D.; Pedersen, L. Particle mesh Ewald: an N.Log(N) method for Ewald sums in large systems J. Chem. Phys. 1993, 98, 10089-10092
    • (1993) J. Chem. Phys. , vol.98 , pp. 10089-10092
    • Darden, T.1    York, D.2    Pedersen, L.3
  • 59
    • 33646940952 scopus 로고
    • Numerical integration of the cartesian equations of motion of a system with constraints: Molecular dynamics of n-alkanes
    • Ryckaert, J.-P.; Ciccotti, G.; Berendsen, H. J. C. Numerical integration of the cartesian equations of motion of a system with constraints: Molecular dynamics of n-alkanes J. Comput. Phys. 1977, 23, 327-341
    • (1977) J. Comput. Phys. , vol.23 , pp. 327-341
    • Ryckaert, J.-P.1    Ciccotti, G.2    Berendsen, H.J.C.3
  • 61
    • 0035954384 scopus 로고    scopus 로고
    • Structural and Functional Characterization of Second-Coordination Sphere Mutants of Soybean Lipoxygenase-1
    • Tomchick, D. R.; Phan, P.; Cymborowski, M.; Minor, W.; Holman, T. R. Structural and Functional Characterization of Second-Coordination Sphere Mutants of Soybean Lipoxygenase-1 Biochemistry 2001, 40, 7509-7517
    • (2001) Biochemistry , vol.40 , pp. 7509-7517
    • Tomchick, D.R.1    Phan, P.2    Cymborowski, M.3    Minor, W.4    Holman, T.R.5
  • 62
    • 0027246677 scopus 로고
    • The Three-Dimensional Structure of an Arachidonic Acid 15-Lipoxygenase
    • Boyington, J. C.; Gaffney, B. J.; Amzel, L. M. The Three-Dimensional Structure of an Arachidonic Acid 15-Lipoxygenase Science 1993, 260, 1482-1486
    • (1993) Science , vol.260 , pp. 1482-1486
    • Boyington, J.C.1    Gaffney, B.J.2    Amzel, L.M.3
  • 64
    • 84866468739 scopus 로고    scopus 로고
    • Mixed ligand-silver(I) complexes with anti-inflammatory agents which can bind to lipoxygenase and calf-thymus DNA, modulating their function and inducing apoptosis
    • Banti, C. N.; Giannoulis, A. D.; Kourkoumelis, N.; Owczarzak, A. M.; Poyraz, M.; Kubicki, M.; Charalabopoulos, K.; Hadjikakou, S. K. Mixed ligand-silver(I) complexes with anti-inflammatory agents which can bind to lipoxygenase and calf-thymus DNA, modulating their function and inducing apoptosis Metallomics 2012, 4, 545-560
    • (2012) Metallomics , vol.4 , pp. 545-560
    • Banti, C.N.1    Giannoulis, A.D.2    Kourkoumelis, N.3    Owczarzak, A.M.4    Poyraz, M.5    Kubicki, M.6    Charalabopoulos, K.7    Hadjikakou, S.K.8


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