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Volumn 111, Issue 46, 2007, Pages 13345-13352

Theoretical study of ibuprofen phototoxicity

Author keywords

[No Author keywords available]

Indexed keywords

DENSITY FUNCTIONAL THEORY; DEPROTONATION; FREE ENERGY; LIPIDS; PHOTOCHEMICAL REACTIONS;

EID: 37149001436     PISSN: 15206106     EISSN: None     Source Type: Journal    
DOI: 10.1021/jp076553e     Document Type: Article
Times cited : (39)

References (30)
  • 1
    • 1642393941 scopus 로고    scopus 로고
    • Mixture toxicity of the anti-inflammatory drugs diclofenac, ibuprofen, naproxen, and acetylsalicylic acid
    • Cleuvers, M. Mixture toxicity of the anti-inflammatory drugs diclofenac, ibuprofen, naproxen, and acetylsalicylic acid. Ecotoxicol. Environ. Saf. 2004, 59, 309-315.
    • (2004) Ecotoxicol. Environ. Saf , vol.59 , pp. 309-315
    • Cleuvers, M.1
  • 2
    • 33748598245 scopus 로고    scopus 로고
    • Theoretical study on the structure and reactive sites of three non-steroidal anti-inflammatory drugs: Ibuprofen, Naproxen and Tolmetin acids
    • Okulik, N.; Jubert, A. H. Theoretical study on the structure and reactive sites of three non-steroidal anti-inflammatory drugs: Ibuprofen, Naproxen and Tolmetin acids. J. Mol. Struct. (THEOCHEM) 2006, 769, 135-141.
    • (2006) J. Mol. Struct. (THEOCHEM) , vol.769 , pp. 135-141
    • Okulik, N.1    Jubert, A.H.2
  • 3
    • 33646925337 scopus 로고    scopus 로고
    • Jacqz-Aigrain, E.; Anderson, B. J. Pain control: Non-steroidal antiinflammatory agents. Semin. Fetal Neonat. Med. 2006, 11, 251-259.
    • Jacqz-Aigrain, E.; Anderson, B. J. Pain control: Non-steroidal antiinflammatory agents. Semin. Fetal Neonat. Med. 2006, 11, 251-259.
  • 4
    • 31844455571 scopus 로고    scopus 로고
    • Vibrational and theoretical studies of non-steroidal anti-inflammatory drugs Ibuprofen [2-(4-isobutylphenyl)propionic acid]; Naproxen [6-methoxy-α- methyl-2-naphthalene acetic acid] and Tolmetin acids [1-methyl-5-(4- methylbenzoyl)-1H-pyrrole-2-acetic acid]
    • Jubert, A.; Legarto, M. L.; Massa, N. E.; Tevez, L. L.; Okulik, N. B. Vibrational and theoretical studies of non-steroidal anti-inflammatory drugs Ibuprofen [2-(4-isobutylphenyl)propionic acid]; Naproxen [6-methoxy-α- methyl-2-naphthalene acetic acid] and Tolmetin acids [1-methyl-5-(4- methylbenzoyl)-1H-pyrrole-2-acetic acid]. J. Mol. Struct. 2006, 783, 34-51.
    • (2006) J. Mol. Struct , vol.783 , pp. 34-51
    • Jubert, A.1    Legarto, M.L.2    Massa, N.E.3    Tevez, L.L.4    Okulik, N.B.5
  • 5
    • 33747749488 scopus 로고    scopus 로고
    • Chemo-enzymatic synthesis of optically active polymeric prodrug of naproxen, ketoprofen and ibuprofen
    • Cai, X.; Wang, N.; Lin, X. Chemo-enzymatic synthesis of optically active polymeric prodrug of naproxen, ketoprofen and ibuprofen. Polymer 2006, 47, 6491-6495.
    • (2006) Polymer , vol.47 , pp. 6491-6495
    • Cai, X.1    Wang, N.2    Lin, X.3
  • 6
    • 33746587733 scopus 로고    scopus 로고
    • A study on the interaction between ibuprofen and bilayer lipid membrane
    • Du, L.; Liu, X.; Huang, W.; Wang, E. A study on the interaction between ibuprofen and bilayer lipid membrane. Electrocim. Acta 2006, 51, 5754-5760.
    • (2006) Electrocim. Acta , vol.51 , pp. 5754-5760
    • Du, L.1    Liu, X.2    Huang, W.3    Wang, E.4
  • 8
    • 0037201760 scopus 로고    scopus 로고
    • Identification of degradation products of Ibuprofen arising from oxidative and thermal treatments
    • Caviglioli, G.; Valeria, P.; Brunella, P.; Sergio, C.; Attilia, A.; Gaetano, B. Identification of degradation products of Ibuprofen arising from oxidative and thermal treatments. J. Pharm. Biomed. Anal. 2002, 30, 499-509.
    • (2002) J. Pharm. Biomed. Anal , vol.30 , pp. 499-509
    • Caviglioli, G.1    Valeria, P.2    Brunella, P.3    Sergio, C.4    Attilia, A.5    Gaetano, B.6
  • 9
    • 0035003191 scopus 로고    scopus 로고
    • Spectrofluorometric determination of ibuprofen in pharmaceutical formulations
    • Damiani, P. C.; Bearzotti, M.; Cabezon, M. A. Spectrofluorometric determination of ibuprofen in pharmaceutical formulations. Pharm. Biomed. Anal. 2001, 25, 679-683.
    • (2001) Pharm. Biomed. Anal , vol.25 , pp. 679-683
    • Damiani, P.C.1    Bearzotti, M.2    Cabezon, M.A.3
  • 10
    • 0033938693 scopus 로고    scopus 로고
    • Over-the-counter analgesics and antipyretics: A critical assessment
    • Hersh, E. V.; Moore, P. A.; Ross, G. L. Over-the-counter analgesics and antipyretics: A critical assessment. Clin. Ther. 2000, 22, 500-548.
    • (2000) Clin. Ther , vol.22 , pp. 500-548
    • Hersh, E.V.1    Moore, P.A.2    Ross, G.L.3
  • 11
    • 37149048332 scopus 로고    scopus 로고
    • Naproxen and ibuprofen provide the best pain relief for primary dysmenorrhea
    • Wilson, M. Naproxen and ibuprofen provide the best pain relief for primary dysmenorrhea. Evidence-Based Obstet. Gynecol. 1999, 1, 108-108.
    • (1999) Evidence-Based Obstet. Gynecol , vol.1 , pp. 108-108
    • Wilson, M.1
  • 12
    • 0035848440 scopus 로고    scopus 로고
    • An ab initio structural study of some derivatives of ibuprofen as possible antiinflammatory agents
    • Villa, M.; Smeyers, N. J.; Senent, M. L.; Smeyers, Y. G. An ab initio structural study of some derivatives of ibuprofen as possible antiinflammatory agents. J. Mol. Struct. (THEOCHEM) 2001, 537, 265-269.
    • (2001) J. Mol. Struct. (THEOCHEM) , vol.537 , pp. 265-269
    • Villa, M.1    Smeyers, N.J.2    Senent, M.L.3    Smeyers, Y.G.4
  • 13
    • 10044255391 scopus 로고    scopus 로고
    • Enzymatic membrane reactor for the kinetic resolution of racemic ibuprofen ester: Modeling and experimental studies
    • Bhatia, S.; Sing Long, W.; Harun Kamaruddin, A. Enzymatic membrane reactor for the kinetic resolution of racemic ibuprofen ester: Modeling and experimental studies. Chem. Eng. Sci. 2004, 59, 5061-5068.
    • (2004) Chem. Eng. Sci , vol.59 , pp. 5061-5068
    • Bhatia, S.1    Sing Long, W.2    Harun Kamaruddin, A.3
  • 14
    • 33745073168 scopus 로고    scopus 로고
    • Evidence of COX-2 independent induction of apoptosis and cell cycle block in human colon carcinoma cells after S- or R-ibuprofen treatment
    • Janssen, A.; Maier, T. J.; Schiffmann, S.; Coste, O.; Seegel, M.; Geisslinger, G.; Grosch, S. Evidence of COX-2 independent induction of apoptosis and cell cycle block in human colon carcinoma cells after S- or R-ibuprofen treatment. Eur. J. Pharmacol. 2006, 540, 24-33.
    • (2006) Eur. J. Pharmacol , vol.540 , pp. 24-33
    • Janssen, A.1    Maier, T.J.2    Schiffmann, S.3    Coste, O.4    Seegel, M.5    Geisslinger, G.6    Grosch, S.7
  • 15
    • 28444454537 scopus 로고    scopus 로고
    • Using cyclodextrin complexation to enhance secondary photoprotection of topically applied ibuprofen
    • Godwin, D. A.; Wiley, C. J.; Felton, L. A. Using cyclodextrin complexation to enhance secondary photoprotection of topically applied ibuprofen. Eur. J. Pharm. Biopharm. 2006, 62, 85-93.
    • (2006) Eur. J. Pharm. Biopharm , vol.62 , pp. 85-93
    • Godwin, D.A.1    Wiley, C.J.2    Felton, L.A.3
  • 16
    • 33846367800 scopus 로고    scopus 로고
    • Scientific problems of photosensitivity
    • Dubakienė, R.; Kuprienė, M. Scientific problems of photosensitivity. Medicina (Kaunas) 2006, 42, 619-624.
    • (2006) Medicina (Kaunas) , vol.42 , pp. 619-624
    • Dubakienė, R.1    Kuprienė, M.2
  • 18
    • 33847666494 scopus 로고    scopus 로고
    • Synthesis and evaluation of anti-inflammatory, analgesic, ulcerogenic and lipid peroxidation properties of ibuprofen derivatives
    • Amir, M.; Kumar, S. Synthesis and evaluation of anti-inflammatory, analgesic, ulcerogenic and lipid peroxidation properties of ibuprofen derivatives. Acta Pharm. 2007, 57, 31-34.
    • (2007) Acta Pharm , vol.57 , pp. 31-34
    • Amir, M.1    Kumar, S.2
  • 19
    • 0345921692 scopus 로고    scopus 로고
    • Photochemical fate of pharmaceuticals in the environment: Naproxen, diclofenac, clofibric acid and ibuprofen
    • Packer, J. L.; Werner, J. J.; Latch, D. E.; McNeill, K.; Arnold, W. A. Photochemical fate of pharmaceuticals in the environment: Naproxen, diclofenac, clofibric acid and ibuprofen. Aquat. Sci. 2003, 65, 342-351.
    • (2003) Aquat. Sci , vol.65 , pp. 342-351
    • Packer, J.L.1    Werner, J.J.2    Latch, D.E.3    McNeill, K.4    Arnold, W.A.5
  • 21
    • 0031209054 scopus 로고    scopus 로고
    • A new integral equation formalism for the polarizable continuum model: Theoretical background and applications to isotropic and anisotropic dielectrics
    • Cancès, M. T.; Mennucci, B.; Tomasi, J. A new integral equation formalism for the polarizable continuum model: Theoretical background and applications to isotropic and anisotropic dielectrics. J. Chem. Phys. 1997, 107, 3032-3041.
    • (1997) J. Chem. Phys , vol.107 , pp. 3032-3041
    • Cancès, M.T.1    Mennucci, B.2    Tomasi, J.3
  • 22
    • 84961979198 scopus 로고    scopus 로고
    • Continuum solvation models: A new approach to the problem of solute's charge distribution and cavity boundaries
    • Mennucci, B.; Tomasi, J. Continuum solvation models: A new approach to the problem of solute's charge distribution and cavity boundaries. J. Chem. Phys. 1997, 106, 5151-5158.
    • (1997) J. Chem. Phys , vol.106 , pp. 5151-5158
    • Mennucci, B.1    Tomasi, J.2
  • 23
    • 84961986752 scopus 로고    scopus 로고
    • New developments in the polarizable continuum model for quantum mechanical and classical calculations on molecules in solution
    • Cossi, M.; Scalmani, G.; Rega, N.; Barone, V. New developments in the polarizable continuum model for quantum mechanical and classical calculations on molecules in solution J. Chem. Phys. 2002, 117, 43-54.
    • (2002) J. Chem. Phys , vol.117 , pp. 43-54
    • Cossi, M.1    Scalmani, G.2    Rega, N.3    Barone, V.4
  • 24
    • 0001157659 scopus 로고
    • Time-dependent density functional response theory for molecules
    • Chong, D. P, Ed, World Scientific: Singapore
    • Casida, M. E. Time-dependent density functional response theory for molecules. In Recent Advances in Density Functional Methods; Chong, D. P., Ed.; World Scientific: Singapore, 1995; Part 1, pp 155-192.
    • (1995) Recent Advances in Density Functional Methods , Issue.PART 1 , pp. 155-192
    • Casida, M.E.1
  • 25
    • 0032533083 scopus 로고    scopus 로고
    • An efficient implementation of time-dependent density-functional theory for the calculation of excitation energies of large molecules
    • Stratmann, R. E.; Scuseria, G. E.; Frisch, M. J. An efficient implementation of time-dependent density-functional theory for the calculation of excitation energies of large molecules. J. Chem. Phys. 1998, 109, 8218-8224.
    • (1998) J. Chem. Phys , vol.109 , pp. 8218-8224
    • Stratmann, R.E.1    Scuseria, G.E.2    Frisch, M.J.3
  • 26
    • 0000287603 scopus 로고    scopus 로고
    • Molecular excitation energies to high-lying bound states from time-dependent density-functional response theory: Characterization and correction of the time-dependent local density approximation ionization threshold
    • Casida, M. E.; Jamorski, C.; Casida, K. C.; Salahub, D. R. Molecular excitation energies to high-lying bound states from time-dependent density-functional response theory: Characterization and correction of the time-dependent local density approximation ionization threshold. J. Chem. Phys. 1998, 108, 4439-4449.
    • (1998) J. Chem. Phys , vol.108 , pp. 4439-4449
    • Casida, M.E.1    Jamorski, C.2    Casida, K.C.3    Salahub, D.R.4
  • 27
    • 84906401443 scopus 로고    scopus 로고
    • Frisch, M. J, Trucks, G. W, Schlegel, H. B, Scuseria, G. E, Robb, M. A, Cheeseman, J. R, Montgomery, J. A, Jr, 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, Keit
    • Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Montgomery, J. A., Jr.; 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. Gaussian 03, revision B.02; Gaussian, Inc.: Wallingford, CT, 2004.
  • 28
    • 34247202657 scopus 로고    scopus 로고
    • The mechanism of photoinduced decomposition of ketoprofen
    • Musa, K. A. K.; Matxain, J. M.; Eriksson, L. A. The mechanism of photoinduced decomposition of ketoprofen. J. Med. Chem. 2007, 50, 1735-1743.
    • (2007) J. Med. Chem , vol.50 , pp. 1735-1743
    • Musa, K.A.K.1    Matxain, J.M.2    Eriksson, L.A.3
  • 29


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