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Volumn 280, Issue 24, 2013, Pages 6569-6580

Naproxen intercalates with DNA and causes photocleavage through ROS generation

Author keywords

DNA binding; docking; intercalation; naproxen; ROS

Indexed keywords

DOUBLE STRANDED DNA; ETHIDIUM BROMIDE; IODIDE; NAPROXEN; PLASMID DNA; REACTIVE OXYGEN METABOLITE; UREA;

EID: 84889665338     PISSN: 1742464X     EISSN: 17424658     Source Type: Journal    
DOI: 10.1111/febs.12558     Document Type: Article
Times cited : (83)

References (52)
  • 1
    • 0032963089 scopus 로고    scopus 로고
    • A fluorimetric, potentiometric and conductimetric study of the aqueous solutions of naproxen and its association with hydroxypropyl-β-cyclodextrin
    • Junquere E, &, Aicart E, (1999) A fluorimetric, potentiometric and conductimetric study of the aqueous solutions of naproxen and its association with hydroxypropyl-β-cyclodextrin. Int J Pharm 176, 169-178.
    • (1999) Int J Pharm , vol.176 , pp. 169-178
    • Junquere, E.1    Aicart, E.2
  • 3
    • 0242324371 scopus 로고    scopus 로고
    • Mechanisms of photosensitization induced by drugs: A general survey
    • Quintero B, Miranda MA, (2000) Mechanisms of photosensitization induced by drugs: a general survey. ARS Pharm 41, 27-46.
    • (2000) ARS Pharm , vol.41 , pp. 27-46
    • Quintero, B.1    Miranda, M.A.2
  • 4
    • 0038355849 scopus 로고    scopus 로고
    • Cellular and molecular targets of psoralens
    • In (Coohill T. ed), Overland Park, KS, Valdenmar
    • Dall'Acqua F, &, Viola G, (2001) Cellular and molecular targets of psoralens. In Photobiology for the 21st Century (, Coohill T, ed), pp. 325-341. Overland Park, KS, Valdenmar.
    • (2001) Photobiology for the 21st Century , pp. 325-341
    • Dall'Acqua, F.1    Viola, G.2
  • 5
    • 0032555475 scopus 로고    scopus 로고
    • Photocleavage of DNA by the fluoroquinolone antibacterials
    • Martinez L, &, Chignell CF, (1998) Photocleavage of DNA by the fluoroquinolone antibacterials. J Photochem Photobiol, B 45, 51-59.
    • (1998) J Photochem Photobiol, B , vol.45 , pp. 51-59
    • Martinez, L.1    Chignell, C.F.2
  • 6
    • 0026201398 scopus 로고
    • Mechanism of DNA cleavage mediated by photoexcited non-steroidal antiinflammatory drugs
    • Artuso T, Bernadou J, Meunier B, Piette J, &, Paillous N, (1991) Mechanism of DNA cleavage mediated by photoexcited non-steroidal antiinflammatory drugs. Photochem Photobiol 54, 205-213.
    • (1991) Photochem Photobiol , vol.54 , pp. 205-213
    • Artuso, T.1    Bernadou, J.2    Meunier, B.3    Piette, J.4    Paillous, N.5
  • 7
    • 0029339170 scopus 로고
    • Molecular mechanism of drug photosensitization. 7. Photocleavage of DNA sensitized by suprofen
    • Condorelli G, Constanzo LL, De Guidi G, Giuffrida S, &, Sortino S, (1995) Molecular mechanism of drug photosensitization. 7. Photocleavage of DNA sensitized by suprofen. Photochem Photobiol 62, 155-161.
    • (1995) Photochem Photobiol , vol.62 , pp. 155-161
    • Condorelli, G.1    Constanzo, L.L.2    De Guidi, G.3    Giuffrida, S.4    Sortino, S.5
  • 8
    • 0035526568 scopus 로고    scopus 로고
    • Photoreactivity of the nonsteroidal anti-inflammatory 2-arylpropionic acids with photosensitizing side effects
    • Bosca F, Marin ML, &, Miranda MA, (2001) Photoreactivity of the nonsteroidal anti-inflammatory 2-arylpropionic acids with photosensitizing side effects. Photochem Photobiol 7, 637-655.
    • (2001) Photochem Photobiol , vol.7 , pp. 637-655
    • Bosca, F.1    Marin, M.L.2    Miranda, M.A.3
  • 9
    • 32244449279 scopus 로고    scopus 로고
    • Analytical studies on the prediction of photosensitive/phototoxic potential of pharmaceutical substances
    • Onoue S, &, Tsuda Y, (2006) Analytical studies on the prediction of photosensitive/phototoxic potential of pharmaceutical substances. Pharm Res 23, 156-164.
    • (2006) Pharm Res , vol.23 , pp. 156-164
    • Onoue, S.1    Tsuda, Y.2
  • 10
    • 0026251573 scopus 로고
    • Definition of type i and type II photosensitized oxidation
    • Foote CS, (1991) Definition of type I and type II photosensitized oxidation. Photochem Photobiol 54, 659.
    • (1991) Photochem Photobiol , vol.54 , pp. 659
    • Foote, C.S.1
  • 11
    • 33745204634 scopus 로고    scopus 로고
    • Use of the yeast Saccharomyces cerevisiae as a pre-screening approach for assessment of chemical-induced phototoxicity
    • Marrot L, Labarussiat A, Perez P, &, Meunier JR, (2006) Use of the yeast Saccharomyces cerevisiae as a pre-screening approach for assessment of chemical-induced phototoxicity. Toxicology 20, 1040-1050.
    • (2006) Toxicology , vol.20 , pp. 1040-1050
    • Marrot, L.1    Labarussiat, A.2    Perez, P.3    Meunier, J.R.4
  • 12
    • 77955473719 scopus 로고    scopus 로고
    • High-throughput screening system for identifying phototoxic potential of drug candidates based on derivatives of reactive oxygen metabolites
    • Onoue S, Ochi M, Gandy G, Seto Y, Igarashi N, Yamauchi Y, &, Yamada S, (2010) High-throughput screening system for identifying phototoxic potential of drug candidates based on derivatives of reactive oxygen metabolites. Pharm Res 27, 1610-1619.
    • (2010) Pharm Res , vol.27 , pp. 1610-1619
    • Onoue, S.1    Ochi, M.2    Gandy, G.3    Seto, Y.4    Igarashi, N.5    Yamauchi, Y.6    Yamada, S.7
  • 13
  • 14
    • 49349105052 scopus 로고    scopus 로고
    • Binding interaction of cationic phenazinium dyes with calf thymus DNA: A comparative study
    • Sarkar D, Das P, Basak S, &, Chattopadhyay N, (2008) Binding interaction of cationic phenazinium dyes with calf thymus DNA: a comparative study. J Phys Chem B 112, 9243-9249.
    • (2008) J Phys Chem B , vol.112 , pp. 9243-9249
    • Sarkar, D.1    Das, P.2    Basak, S.3    Chattopadhyay, N.4
  • 18
    • 67849108402 scopus 로고    scopus 로고
    • Drug-induced phototoxicity; An early in vitro identification of phototoxic potential of new drug entities in drug discovery and development
    • Onoue S, Seto Y, Gandy G, &, Yamada S, (2009) Drug-induced phototoxicity; an early in vitro identification of phototoxic potential of new drug entities in drug discovery and development. Curr Drug Saf 4, 123-136.
    • (2009) Curr Drug Saf , vol.4 , pp. 123-136
    • Onoue, S.1    Seto, Y.2    Gandy, G.3    Yamada, S.4
  • 20
    • 77950591468 scopus 로고    scopus 로고
    • Nanotoxicity and spectroscopy studies of silver nanoparticle: Calf thymus DNA and K562 as targets
    • Rahban M, Divsalar A, Saboury AA, &, Golestani A, (2010) Nanotoxicity and spectroscopy studies of silver nanoparticle: calf thymus DNA and K562 as targets. J Phys Chem C 114, 5798-5803.
    • (2010) J Phys Chem C , vol.114 , pp. 5798-5803
    • Rahban, M.1    Divsalar, A.2    Saboury, A.A.3    Golestani, A.4
  • 21
    • 0002258105 scopus 로고    scopus 로고
    • A time resolved and steady-state fluorescence quenching study on naproxen and its cyclodextrin complexes in water
    • Sadlej-Sosnowska N, &, Siemiarczuk A, (2001) A time resolved and steady-state fluorescence quenching study on naproxen and its cyclodextrin complexes in water. J Photochem Photobiol 138, 35-40.
    • (2001) J Photochem Photobiol , vol.138 , pp. 35-40
    • Sadlej-Sosnowska, N.1    Siemiarczuk, A.2
  • 22
    • 7544245526 scopus 로고    scopus 로고
    • + -induced DNA structural transitions in solution
    • + -induced DNA structural transitions in solution. J Inorg Biochem 98, 1911-1920.
    • (2004) J Inorg Biochem , vol.98 , pp. 1911-1920
    • Hackl, E.V.1    Blagoi, Y.P.2
  • 23
    • 84863230636 scopus 로고    scopus 로고
    • Olecular spectroscopy evidence of berberine binding to DNA: Comparative binding and thermodynamic profile of intercalation
    • M
    • Li XL, Hu YJ, Wang H, Yu BQ, &, Yue HL, (2012) M olecular spectroscopy evidence of berberine binding to DNA: comparative binding and thermodynamic profile of intercalation. Biomacromolecules 13, 873-880.
    • (2012) Biomacromolecules , vol.13 , pp. 873-880
    • Li, X.L.1    Hu, Y.J.2    Wang, H.3    Yu, B.Q.4    Yue, H.L.5
  • 24
    • 0038408836 scopus 로고    scopus 로고
    • Effect of urea on serum albumin complex with antithyroid drugs: Fluorescence study
    • Sułkowska A, Bojko B, Równicka J, Pentak D, &, Sułkowski W, (2003) Effect of urea on serum albumin complex with antithyroid drugs: fluorescence study. J Mol Struct 651-653, 237-243.
    • (2003) J Mol Struct , vol.651-653 , pp. 237-243
    • Sułkowska, A.1    Bojko, B.2    Równicka, J.3    Pentak, D.4    Sułkowski, W.5
  • 25
    • 0037168748 scopus 로고    scopus 로고
    • Investigation of the stability of dimeric cationic surfactant/DNA complexes and their interaction with model membrane systems
    • Llres D, Clamme JP, Dauty E, Blessing T, Krishnamoorthy G, Duportail G, &, Mly Y, (2002) Investigation of the stability of dimeric cationic surfactant/DNA complexes and their interaction with model membrane systems. Langmuir 18, 10340-10347.
    • (2002) Langmuir , vol.18 , pp. 10340-10347
    • Llres, D.1    Clamme, J.P.2    Dauty, E.3    Blessing, T.4    Krishnamoorthy, G.5    Duportail, G.6    Mly, Y.7
  • 26
    • 84868088472 scopus 로고    scopus 로고
    • Spectroscopic studies of DNA interactions with food colorant indigo carmine with the use of ethidium bromide as a fluorescence probe
    • Ma Y, Zhang G, &, Pan J, (2012) Spectroscopic studies of DNA interactions with food colorant indigo carmine with the use of ethidium bromide as a fluorescence probe. J Agric Food Chem 60, 10867-10875.
    • (2012) J Agric Food Chem , vol.60 , pp. 10867-10875
    • Ma, Y.1    Zhang, G.2    Pan, J.3
  • 27
    • 0027538012 scopus 로고
    • Tris(phenanthroline)ruthenium(II) enantiomer interactions with DNA: Mode and specificity of binding
    • Satyanarayana S, Dabrowiak JC, &, Chaires JB, (1993) Tris(phenanthroline)ruthenium(II) enantiomer interactions with DNA: mode and specificity of binding. Biochemistry 32, 2573-2584.
    • (1993) Biochemistry , vol.32 , pp. 2573-2584
    • Satyanarayana, S.1    Dabrowiak, J.C.2    Chaires, J.B.3
  • 28
    • 0026786133 scopus 로고
    • Neither Δ- Nor Λ-tris(phenanthroline)ruthenium(II) binds to DNA by classical intercalation
    • Satyanarayana S, Dabrowiak JC, &, Chaires JB, (1992) Neither Δ- nor Λ-tris(phenanthroline)ruthenium(II) binds to DNA by classical intercalation. Biochemistry 31, 9319-9324.
    • (1992) Biochemistry , vol.31 , pp. 9319-9324
    • Satyanarayana, S.1    Dabrowiak, J.C.2    Chaires, J.B.3
  • 29
    • 84874397528 scopus 로고    scopus 로고
    • Structure, DNA and albumin-binding of the manganese (II) complex with the non-steroidal antiinflammatory drug niflumic acid
    • Tsilikia P, Perdihb F, Turelb I, &, Psomasa G, (2013) Structure, DNA and albumin-binding of the manganese (II) complex with the non-steroidal antiinflammatory drug niflumic acid. Polyhedron 53, 215-222.
    • (2013) Polyhedron , vol.53 , pp. 215-222
    • Tsilikia, P.1    Perdihb, F.2    Turelb, I.3    Psomasa, G.4
  • 30
    • 84873251754 scopus 로고    scopus 로고
    • Interaction of anticancer drug methotrexate with DNA analyzed by electrochemical and spectroscopic methods
    • Rafique B, Khalid AM, Akhtar K, &, Jabbar A, (2013) Interaction of anticancer drug methotrexate with DNA analyzed by electrochemical and spectroscopic methods. Biosens Bioelectron 44, 21-26.
    • (2013) Biosens Bioelectron , vol.44 , pp. 21-26
    • Rafique, B.1    Khalid, A.M.2    Akhtar, K.3    Jabbar, A.4
  • 31
    • 57749113608 scopus 로고    scopus 로고
    • Synthesis, structures and DNA binding of ternary transition metal complexes M(II)L with the 2,2'-bipyridylamine (L = p-aminobenzenecarboxylic acid, M = Ni, Cu and Zn)
    • Wang Y, Lin GW, Hong J, Li L, Lu T, Okabe N, &, Odoko M, (2009) Synthesis, structures and DNA binding of ternary transition metal complexes M(II)L with the 2,2'-bipyridylamine (L = p-aminobenzenecarboxylic acid, M = Ni, Cu and Zn). Inorg Chim Acta 362, 377-384.
    • (2009) Inorg Chim Acta , vol.362 , pp. 377-384
    • Wang, Y.1    Lin, G.W.2    Hong, J.3    Li, L.4    Lu, T.5    Okabe, N.6    Odoko, M.7
  • 32
    • 84878375185 scopus 로고    scopus 로고
    • DNA interaction studies of sesamol (3,4-methylenedioxyphenol) food additive
    • Kashanian S, Tahmasian GA, Roshanfekr H, &, Shariati Z, (2013) DNA interaction studies of sesamol (3,4-methylenedioxyphenol) food additive. Mol Biol Rep 40, 1173-1179.
    • (2013) Mol Biol Rep , vol.40 , pp. 1173-1179
    • Kashanian, S.1    Tahmasian, G.A.2    Roshanfekr, H.3    Shariati, Z.4
  • 33
    • 84877620903 scopus 로고    scopus 로고
    • The interaction of sesamol with DNA and cytotoxicity, apoptosis, and localization in HepG2 cells
    • Liu Z, Xiang Q, Du L, Song G, Wang Y, &, Liu X, (2013) The interaction of sesamol with DNA and cytotoxicity, apoptosis, and localization in HepG2 cells. Food Chem 141, 289-296.
    • (2013) Food Chem , vol.141 , pp. 289-296
    • Liu, Z.1    Xiang, Q.2    Du, L.3    Song, G.4    Wang, Y.5    Liu, X.6
  • 34
    • 0041660898 scopus 로고    scopus 로고
    • Controlling nucleic acid secondary structure by intercalation: Effects of DNA strand length on coralyne-driven duplex disproportionation
    • Jain SS, Matjaz A, &, Hud NV, (2003) Controlling nucleic acid secondary structure by intercalation: effects of DNA strand length on coralyne-driven duplex disproportionation. Nucleic Acids Res 31, 4608-4615.
    • (2003) Nucleic Acids Res , vol.31 , pp. 4608-4615
    • Jain, S.S.1    Matjaz, A.2    Hud, N.V.3
  • 38
    • 80051947605 scopus 로고    scopus 로고
    • Sensitive and specific DNA detection based on nicking endonuclease-assisted fluorescence resonance energy transfer amplification
    • Xu L, Zhu Y, Ma W, Kuang H, Liqiang L, Wang L, &, Xu C, (2011) Sensitive and specific DNA detection based on nicking endonuclease-assisted fluorescence resonance energy transfer amplification. J Phys Chem C 115, 16315-16321.
    • (2011) J Phys Chem C , vol.115 , pp. 16315-16321
    • Xu, L.1    Zhu, Y.2    Ma, W.3    Kuang, H.4    Liqiang, L.5    Wang, L.6    Xu, C.7
  • 40
    • 78651318044 scopus 로고    scopus 로고
    • DNA-assisted white light emission through FRET
    • Sanju KS, Neelakandan PP, &, Ramaiah D, (2011) DNA-assisted white light emission through FRET. Chem Commun 47, 1288-1290.
    • (2011) Chem Commun , vol.47 , pp. 1288-1290
    • Sanju, K.S.1    Neelakandan, P.P.2    Ramaiah, D.3
  • 41
    • 84860530005 scopus 로고    scopus 로고
    • Molecular docking of opiates and opioid peptides, a tool for the design of selective agonists and antagonists, and for the investigation of a typical ligand-receptor interactions
    • Gentilucci L, Tolomelli A, De Marco R, &, Artali R, (2012) Molecular docking of opiates and opioid peptides, a tool for the design of selective agonists and antagonists, and for the investigation of a typical ligand-receptor interactions. Curr Med Chem 19, 1587-1601.
    • (2012) Curr Med Chem , vol.19 , pp. 1587-1601
    • Gentilucci, L.1    Tolomelli, A.2    De Marco, R.3    Artali, R.4
  • 42
    • 84883214603 scopus 로고    scopus 로고
    • Docking challenge: Protein sampling and molecular docking performance
    • Elokely KM, &, Doerksen RJ, (2013) Docking challenge: protein sampling and molecular docking performance. J Chem Inf Model 53, 1934-1945.
    • (2013) J Chem Inf Model , vol.53 , pp. 1934-1945
    • Elokely, K.M.1    Doerksen, R.J.2
  • 43
    • 84878010583 scopus 로고    scopus 로고
    • Steroidal pyrimidines: Synthesis, characterization, molecular docking studies with DNA and in vitro cytotoxicity
    • Uzzaman S, Dar AM, Yaseen Z, Alam K, Hussain A, &, Gatoo MA, (2013) Steroidal pyrimidines: synthesis, characterization, molecular docking studies with DNA and in vitro cytotoxicity. J Mol Struct 1045, 62-71.
    • (2013) J Mol Struct , vol.1045 , pp. 62-71
    • Uzzaman, S.1    Dar, A.M.2    Yaseen, Z.3    Alam, K.4    Hussain, A.5    Gatoo, M.A.6
  • 45
    • 0038620773 scopus 로고
    • DNA binding studies and site selective fluorescence sensitization of an anthryl proben
    • Kumar CV, &, Asuncion EH, (1993) DNA binding studies and site selective fluorescence sensitization of an anthryl proben. J Am Chem Soc 115, 8547-8553.
    • (1993) J Am Chem Soc , vol.115 , pp. 8547-8553
    • Kumar, C.V.1    Asuncion, E.H.2
  • 46
    • 0020965401 scopus 로고
    • Generation of hydrogen peroxide and superoxide anion from active metabolites of naphthylamines and aminoazo dyes: Its possible role in carcinogenesis
    • Nakayama T, Kimura T, Kodama M, &, Nagata C, (1983) Generation of hydrogen peroxide and superoxide anion from active metabolites of naphthylamines and aminoazo dyes: its possible role in carcinogenesis. Carcinogenesis 4, 765-769.
    • (1983) Carcinogenesis , vol.4 , pp. 765-769
    • Nakayama, T.1    Kimura, T.2    Kodama, M.3    Nagata, C.4
  • 47
    • 0021764939 scopus 로고
    • Reactivity of hydroxyl and hydroxyl-like radicals discriminated by release of thiobarbituric acid-reactive material from deoxy sugars, nucleosides and benzoate
    • Gutteridge JM, (1992) Reactivity of hydroxyl and hydroxyl-like radicals discriminated by release of thiobarbituric acid-reactive material from deoxy sugars, nucleosides and benzoate. Anal Biochem 224, 761-767.
    • (1992) Anal Biochem , vol.224 , pp. 761-767
    • Gutteridge, J.M.1
  • 49
    • 79955669418 scopus 로고    scopus 로고
    • Multi-spectroscopic method to study the interaction of anti-inflammatory drug ketoprofen and calf thymus DNA and its analytical application
    • Guo H, Cai C, Gong H, &, Chen X, (2011) Multi-spectroscopic method to study the interaction of anti-inflammatory drug ketoprofen and calf thymus DNA and its analytical application. Spectrochim Acta A Mol Biomol Spectrosc 79, 92-96.
    • (2011) Spectrochim Acta A Mol Biomol Spectrosc , vol.79 , pp. 92-96
    • Guo, H.1    Cai, C.2    Gong, H.3    Chen, X.4
  • 50
    • 84984088862 scopus 로고
    • Viscosity and sedimentation study of sonicated DNA-proflavine complexes
    • Cohen G, &, Eisenberg H, (1969) Viscosity and sedimentation study of sonicated DNA-proflavine complexes. Biopolymers 8, 45-55.
    • (1969) Biopolymers , vol.8 , pp. 45-55
    • Cohen, G.1    Eisenberg, H.2
  • 52
    • 84867288643 scopus 로고    scopus 로고
    • Avogadro: An advanced semantic chemical editor, visualization, and analysis platform
    • doi: 10.1186/1758-2946-4-17
    • Hanwell MD, Curtis DE, Lonie DC, Vandermeersch T, Zurek E, &, Hutchison GR, (2012) Avogadro: an advanced semantic chemical editor, visualization, and analysis platform. J Cheminform 4, 17. doi: 10.1186/1758-2946-4-17.
    • (2012) J Cheminform , vol.4 , pp. 17
    • Hanwell, M.D.1    Curtis, D.E.2    Lonie, D.C.3    Vandermeersch, T.4    Zurek, E.5    Hutchison, G.R.6


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