메뉴 건너뛰기




Volumn 29, Issue 12, 2013, Pages 1219-1227

Mechanism of detoxification of the cationic antibacterial monomer 12-methacryloyloxydodecylpyridiniumbromide (MDPB) by N-acetyl cysteine

Author keywords

Antibacterial monomers; Antioxidants; Cytotoxicity; N acetyl cysteine

Indexed keywords

ADDUCT FORMATION; ANTIBACTERIAL MONOMERS; LIQUID CHROMATOGRAPHY-MASS SPECTROMETRY; N-ACETYL CYSTEINE; N-ACETYL CYSTEINES; NEUTRAL CONDITIONS; PROTECTIVE EFFECTS; ULTRAPERFORMANCE LIQUID CHROMATOGRAPHY (UPLC);

EID: 84887998293     PISSN: 01095641     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.dental.2013.09.008     Document Type: Article
Times cited : (13)

References (44)
  • 2
    • 63449109089 scopus 로고    scopus 로고
    • Bio-active restorative materials with antibacterial effects: New dimension of innovation in restorative dentistry
    • S. Imazato Bio-active restorative materials with antibacterial effects: new dimension of innovation in restorative dentistry Dent Mater J 28 2009 11 19
    • (2009) Dent Mater J , vol.28 , pp. 11-19
    • Imazato, S.1
  • 3
    • 4143066912 scopus 로고    scopus 로고
    • In vivo antibacterial effects of dentin primer incorporating MDPB
    • S. Imazato, T. Kaneko, Y. Takahashi, Y. Noiri, and S. Ebisu In vivo antibacterial effects of dentin primer incorporating MDPB Oper Dent 29 2004 369 375
    • (2004) Oper Dent , vol.29 , pp. 369-375
    • Imazato, S.1    Kaneko, T.2    Takahashi, Y.3    Noiri, Y.4    Ebisu, S.5
  • 4
    • 33845778975 scopus 로고    scopus 로고
    • Effects of a new antibacterial adhesive on the repair capacity of the pulp-dentine complex in infected teeth
    • D. Tziafas, E. Koliniotou-Koumpia, C. Tziafa, and S. Papadimitriou Effects of a new antibacterial adhesive on the repair capacity of the pulp-dentine complex in infected teeth Int Endod J 40 2007 58 66
    • (2007) Int Endod J , vol.40 , pp. 58-66
    • Tziafas, D.1    Koliniotou-Koumpia, E.2    Tziafa, C.3    Papadimitriou, S.4
  • 5
    • 84864320085 scopus 로고    scopus 로고
    • Antibacterial resin monomers based on quaternary ammonium and their benefits in restorative dentistry
    • S. Imazato, J.H. Chen, S. Ma, N. Izutani, and F. Li Antibacterial resin monomers based on quaternary ammonium and their benefits in restorative dentistry Jpn Dent Sci Rev 48 2012 115 125
    • (2012) Jpn Dent Sci Rev , vol.48 , pp. 115-125
    • Imazato, S.1    Chen, J.H.2    Ma, S.3    Izutani, N.4    Li, F.5
  • 6
    • 0034188715 scopus 로고    scopus 로고
    • Current status of pulp capping with dentin adhesive systems: A review
    • C.A. Costa, J. Hebling, and C. Hanks Current status of pulp capping with dentin adhesive systems: a review Dent Mater 16 2000 188 197
    • (2000) Dent Mater , vol.16 , pp. 188-197
    • Costa, C.A.1    Hebling, J.2    Hanks, C.3
  • 7
    • 24044467141 scopus 로고    scopus 로고
    • Pulpal responses following direct pulp capping of healthy dog teeth with dentine adhesive systems
    • E. Koliniotou-Koumpia, and D. Tziafas Pulpal responses following direct pulp capping of healthy dog teeth with dentine adhesive systems J Dent 33 2005 639 647
    • (2005) J Dent , vol.33 , pp. 639-647
    • Koliniotou-Koumpia, E.1    Tziafas, D.2
  • 8
    • 20444494267 scopus 로고    scopus 로고
    • Adverse effects of human pulps after direct pulp capping with the different components from a total-etch, three-step adhesive system
    • L. Accorinte Mde, A.D. Loguercio, A. Reis, A. Muench, and V.C. de Araújo Adverse effects of human pulps after direct pulp capping with the different components from a total-etch, three-step adhesive system Dent Mater 21 2005 599 607
    • (2005) Dent Mater , vol.21 , pp. 599-607
    • Accorinte Mde, L.1    Loguercio, A.D.2    Reis, A.3    Muench, A.4    De Araújo, V.C.5
  • 10
    • 33750045758 scopus 로고    scopus 로고
    • Genetic and cellular toxicology of dental resin monomers
    • H. Schweikl, G. Spagnuolo, and G. Schmalz Genetic and cellular toxicology of dental resin monomers J Dent Res 85 2006 870 877
    • (2006) J Dent Res , vol.85 , pp. 870-877
    • Schweikl, H.1    Spagnuolo, G.2    Schmalz, G.3
  • 11
    • 0036533182 scopus 로고    scopus 로고
    • Interactions between resin monomers and commercial composite resins with human saliva derived esterases
    • F. Jaffer, Y. Finer, and J.P. Santerre Interactions between resin monomers and commercial composite resins with human saliva derived esterases Biomaterials 23 2002 1707 1719
    • (2002) Biomaterials , vol.23 , pp. 1707-1719
    • Jaffer, F.1    Finer, Y.2    Santerre, J.P.3
  • 12
    • 2342420897 scopus 로고    scopus 로고
    • Effects of BisGMA on glutathione metabolism and apoptosis in human gingival fibroblasts in vitro
    • J. Engelmann, V. Janke, J. Volk, G. Leyhausen, N. von Neuhoff, and B. Schlegelberger Effects of BisGMA on glutathione metabolism and apoptosis in human gingival fibroblasts in vitro Biomaterials 25 2004 4573 4580
    • (2004) Biomaterials , vol.25 , pp. 4573-4580
    • Engelmann, J.1    Janke, V.2    Volk, J.3    Leyhausen, G.4    Von Neuhoff, N.5    Schlegelberger, B.6
  • 13
    • 0344306473 scopus 로고    scopus 로고
    • TEGDMA-induced toxicity in human fibroblasts is associated with early and drastic glutathione depletion with subsequent production of oxygen reactive species
    • L. Stanislawski, M. Lefeuvre, K. Bourd, E. Soheili-Majd, M. Goldberg, and A. Perianin TEGDMA-induced toxicity in human fibroblasts is associated with early and drastic glutathione depletion with subsequent production of oxygen reactive species J Biomed Mater Res A 66 2003 476 482
    • (2003) J Biomed Mater Res A , vol.66 , pp. 476-482
    • Stanislawski, L.1    Lefeuvre, M.2    Bourd, K.3    Soheili-Majd, E.4    Goldberg, M.5    Perianin, A.6
  • 14
    • 33646522965 scopus 로고    scopus 로고
    • Effects of three resin monomers on the cellular glutathione concentration of cultured human gingival fibroblasts
    • J. Volk, J. Engelmann, G. Leyhausen, and W. Geurtsen Effects of three resin monomers on the cellular glutathione concentration of cultured human gingival fibroblasts Dent Mater 22 2006 499 505
    • (2006) Dent Mater , vol.22 , pp. 499-505
    • Volk, J.1    Engelmann, J.2    Leyhausen, G.3    Geurtsen, W.4
  • 15
    • 4444355381 scopus 로고    scopus 로고
    • Stimulation of glutathione depletion, ROS production and cell cycle arrest of dental pulp cells and gingival epithelial cells by HEMA
    • H.H. Chang, M.K. Guo, F.H. Kasten, M.C. Chang, G.F. Huang, and Y.L. Wang Stimulation of glutathione depletion, ROS production and cell cycle arrest of dental pulp cells and gingival epithelial cells by HEMA Biomaterials 26 2005 745 753
    • (2005) Biomaterials , vol.26 , pp. 745-753
    • Chang, H.H.1    Guo, M.K.2    Kasten, F.H.3    Chang, M.C.4    Huang, G.F.5    Wang, Y.L.6
  • 16
    • 28744458359 scopus 로고    scopus 로고
    • Effect of N-acetyl-l-cysteine on ROS production and cell death caused by HEMA in human primary gingival fibroblasts
    • G. Spagnuolo, V. D'Antò, C. Cosentino, G. Schmalz, H. Schweikl, and S. Rengo Effect of N-acetyl-l-cysteine on ROS production and cell death caused by HEMA in human primary gingival fibroblasts Biomaterials 27 2006 1803 1809
    • (2006) Biomaterials , vol.27 , pp. 1803-1809
    • Spagnuolo, G.1    D'Antò, V.2    Cosentino, C.3    Schmalz, G.4    Schweikl, H.5    Rengo, S.6
  • 17
    • 84855933162 scopus 로고    scopus 로고
    • Oxidative stress and cytotoxicity generated by dental composites in human pulp cells
    • S. Krifka, C. Seidenader, K.A. Hiller, G. Schmalz, and H. Schweikl Oxidative stress and cytotoxicity generated by dental composites in human pulp cells Clin Oral Invest 16 2012 215 224
    • (2012) Clin Oral Invest , vol.16 , pp. 215-224
    • Krifka, S.1    Seidenader, C.2    Hiller, K.A.3    Schmalz, G.4    Schweikl, H.5
  • 18
    • 77956190339 scopus 로고    scopus 로고
    • The role of reactive oxygen species and hemeoxygenase-1 expression in the cytotoxicity, cell cycle alteration and apoptosis of dental pulp cells induced by BisGMA
    • M.C. Chang, L.I. Chen, C.P. Chan, J.J. Lee, T.M. Wang, and T.T. Yang The role of reactive oxygen species and hemeoxygenase-1 expression in the cytotoxicity, cell cycle alteration and apoptosis of dental pulp cells induced by BisGMA Biomaterials 31 2010 8164 8171
    • (2010) Biomaterials , vol.31 , pp. 8164-8171
    • Chang, M.C.1    Chen, L.I.2    Chan, C.P.3    Lee, J.J.4    Wang, T.M.5    Yang, T.T.6
  • 19
    • 33750508107 scopus 로고    scopus 로고
    • Involvement of oxidative stress in mutagenicity and apoptosis caused by dental resin monomers in cell cultures
    • D.H. Lee, B.S. Lim, Y.K. Lee, S.J. Ahn, and H.C. Yang Involvement of oxidative stress in mutagenicity and apoptosis caused by dental resin monomers in cell cultures Dent Mater 22 2006 1086 1092
    • (2006) Dent Mater , vol.22 , pp. 1086-1092
    • Lee, D.H.1    Lim, B.S.2    Lee, Y.K.3    Ahn, S.J.4    Yang, H.C.5
  • 20
    • 34247160064 scopus 로고    scopus 로고
    • Inhibition of TEGDMA and HEMA-induced genotoxicity and cell cycle arrest by N-acetylcysteine
    • H. Schweikl, A. Hartmann, K.A. Hiller, G. Spagnuolo, C. Bolay, and G. Brockhoff Inhibition of TEGDMA and HEMA-induced genotoxicity and cell cycle arrest by N-acetylcysteine Dent Mater 23 2007 688 695
    • (2007) Dent Mater , vol.23 , pp. 688-695
    • Schweikl, H.1    Hartmann, A.2    Hiller, K.A.3    Spagnuolo, G.4    Bolay, C.5    Brockhoff, G.6
  • 21
    • 51349116390 scopus 로고    scopus 로고
    • Mechanisms of N-acetyl cysteine-mediated protection from 2-hydroxyethyl methacrylate-induced apoptosis
    • A. Paranjpe, N.A. Cacalano, W.R. Hume, and A. Jewett Mechanisms of N-acetyl cysteine-mediated protection from 2-hydroxyethyl methacrylate-induced apoptosis J Endod 34 2008 1191 1197
    • (2008) J Endod , vol.34 , pp. 1191-1197
    • Paranjpe, A.1    Cacalano, N.A.2    Hume, W.R.3    Jewett, A.4
  • 23
    • 79960076098 scopus 로고    scopus 로고
    • Effects of N-acetylcysteine on TEGDMA- and HEMA-induced suppression of osteogenic differentiation of human osteosarcoma MG63 cells
    • N.R. Kim, B.S. Lim, H.C. Park, K.M. Son, and H.C. Yang Effects of N-acetylcysteine on TEGDMA- and HEMA-induced suppression of osteogenic differentiation of human osteosarcoma MG63 cells J Biomed Mater Res B Appl Biomater 98B 2011 300 307
    • (2011) J Biomed Mater Res B Appl Biomater , vol.98 B , pp. 300-307
    • Kim, N.R.1    Lim, B.S.2    Park, H.C.3    Son, K.M.4    Yang, H.C.5
  • 24
    • 77954382829 scopus 로고    scopus 로고
    • The mechanisms of cytotoxicity of urethane dimethacrylate to Chinese hamster ovary cells
    • H.H. Chang, M.C. Chang, L.D. Lin, J.J. Lee, T.M. Wang, and C.H. Huang The mechanisms of cytotoxicity of urethane dimethacrylate to Chinese hamster ovary cells Biomaterials 31 2010 6917 6925
    • (2010) Biomaterials , vol.31 , pp. 6917-6925
    • Chang, H.H.1    Chang, M.C.2    Lin, L.D.3    Lee, J.J.4    Wang, T.M.5    Huang, C.H.6
  • 25
    • 70349124990 scopus 로고    scopus 로고
    • Chemodynamics underlying N-acetyl cysteine-mediated bone cement monomer detoxification
    • M. Yamada, and T. Ogawa Chemodynamics underlying N-acetyl cysteine-mediated bone cement monomer detoxification Acta Biomater 5 2009 2963 2973
    • (2009) Acta Biomater , vol.5 , pp. 2963-2973
    • Yamada, M.1    Ogawa, T.2
  • 26
    • 74849112658 scopus 로고    scopus 로고
    • N-acetyl cysteine directed detoxification of 2-hydroxyethyl methacrylate by adduct formation
    • G. Nocca, V. D'Antò, C. Desiderio, D.V. Rossetti, R. Valletta, and A.M. Baquala N-acetyl cysteine directed detoxification of 2-hydroxyethyl methacrylate by adduct formation Biomaterials 31 2010 2508 2516
    • (2010) Biomaterials , vol.31 , pp. 2508-2516
    • Nocca, G.1    D'Antò, V.2    Desiderio, C.3    Rossetti, D.V.4    Valletta, R.5    Baquala, A.M.6
  • 27
    • 84860917450 scopus 로고    scopus 로고
    • The influence of glutathione on redox regulation by antioxidant proteins and apoptosis in macrophages exposed to 2-hydroxyethyl methacrylate (HEMA)
    • S. Krifka, K.A. Hiller, G. Spagnuolo, A. Jewett, G. Schmalz, and H. Schweikl The influence of glutathione on redox regulation by antioxidant proteins and apoptosis in macrophages exposed to 2-hydroxyethyl methacrylate (HEMA) Biomaterials 33 2012 5177 5186
    • (2012) Biomaterials , vol.33 , pp. 5177-5186
    • Krifka, S.1    Hiller, K.A.2    Spagnuolo, G.3    Jewett, A.4    Schmalz, G.5    Schweikl, H.6
  • 30
    • 73249114255 scopus 로고    scopus 로고
    • The influence of the antibacterial monomer 12- methacryloyloxydodecylpyridinium bromide on the proliferation, differentiation and mineralization of odontoblast-like cells
    • M. Nishida, S. Imazato, Y. Takahashi, S. Ebisu, T. Ishimoto, and T. Nakano The influence of the antibacterial monomer 12- methacryloyloxydodecylpyridinium bromide on the proliferation, differentiation and mineralization of odontoblast-like cells Biomaterials 31 2010 1518 1532
    • (2010) Biomaterials , vol.31 , pp. 1518-1532
    • Nishida, M.1    Imazato, S.2    Takahashi, Y.3    Ebisu, S.4    Ishimoto, T.5    Nakano, T.6
  • 31
    • 27444447033 scopus 로고    scopus 로고
    • Permeability and thermodynamics study of quaternary ammonium surfactants-phosphocholine vesicle system
    • L. Marcotte, J. Barbeau, and M. Lafleur Permeability and thermodynamics study of quaternary ammonium surfactants-phosphocholine vesicle system J Colloid Interface Sci 292 2005 219 227
    • (2005) J Colloid Interface Sci , vol.292 , pp. 219-227
    • Marcotte, L.1    Barbeau, J.2    Lafleur, M.3
  • 32
    • 79956121318 scopus 로고    scopus 로고
    • In vitro surfactant structure-toxicity relationships: Implications for surfactant use in sexually transmitted infection prophylaxis and contraception
    • ÂS Inácio, K.A. Mesquita, M. Baptista, J. Ramalho-Santos, W.L. Vaz, and O.V. Vieira In vitro surfactant structure-toxicity relationships: implications for surfactant use in sexually transmitted infection prophylaxis and contraception PLoS ONE 6 2011 e19850
    • (2011) PLoS ONE , vol.6 , pp. 19850
    • Inácio, Â.1    Mesquita, K.A.2    Baptista, M.3    Ramalho-Santos, J.4    Vaz, W.L.5    Vieira, O.V.6
  • 33
    • 0021711115 scopus 로고
    • A calorimetric study of the interaction of synthetic phospholipid liposomes with vinyl monomers, acrylates and methacrylates
    • S. Fujisawa, Y. Kadoma, and E. Masuhara A calorimetric study of the interaction of synthetic phospholipid liposomes with vinyl monomers, acrylates and methacrylates J Biomed Mater Res 18 1984 1105 1114
    • (1984) J Biomed Mater Res , vol.18 , pp. 1105-1114
    • Fujisawa, S.1    Kadoma, Y.2    Masuhara, E.3
  • 34
    • 0024110377 scopus 로고
    • 13C NMR studies of the interaction of eugenol, phenol, and triethyleneglycoldimethacrylate with phospholipid liposomes as a model system for odontoblast membranes
    • 13C NMR studies of the interaction of eugenol, phenol, and triethyleneglycoldimethacrylate with phospholipid liposomes as a model system for odontoblast membranes J Dent Res 67 1988 1438 1441
    • (1988) J Dent Res , vol.67 , pp. 1438-1441
    • Fujisawa, S.1    Kadoma, Y.2    Komoda, Y.3
  • 35
    • 0036521856 scopus 로고    scopus 로고
    • Antioxidant and pro-oxidant effect of the thiolic compounds N-acetyl-l-cysteine and glutathione against free radical-induced lipid peroxidation
    • M.L. Sagristá, A.E. García, M. Africa De Madariaga, and M. Mora Antioxidant and pro-oxidant effect of the thiolic compounds N-acetyl-l-cysteine and glutathione against free radical-induced lipid peroxidation Free Radical Res 36 2002 329 340
    • (2002) Free Radical Res , vol.36 , pp. 329-340
    • Sagristá, M.L.1    García, A.E.2    Africa De Madariaga, M.3    Mora, M.4
  • 36
    • 0035544166 scopus 로고    scopus 로고
    • Chemical-biological interactions of the resin monomer triethyleneglycol-dimethacrylate (TEGDMA)
    • W. Geurtsen, and G. Leyhausen Chemical-biological interactions of the resin monomer triethyleneglycol-dimethacrylate (TEGDMA) J Dent Res 80 2001 2046 2050
    • (2001) J Dent Res , vol.80 , pp. 2046-2050
    • Geurtsen, W.1    Leyhausen, G.2
  • 37
    • 77957176597 scopus 로고
    • The reactivity of selected acrylate esters toward glutathione and deoxyribonucleosides in vitro: Structure-activity relationships
    • T.J. McCarthy, E.P. Hayes, C.S. Schwartz, and G. Witz The reactivity of selected acrylate esters toward glutathione and deoxyribonucleosides in vitro: structure-activity relationships Fundam Appl Toxicol 22 1994 543 548
    • (1994) Fundam Appl Toxicol , vol.22 , pp. 543-548
    • McCarthy, T.J.1    Hayes, E.P.2    Schwartz, C.S.3    Witz, G.4
  • 38
    • 79953249789 scopus 로고    scopus 로고
    • Identification of glutathione-methacrylates adducts in gingival fibroblasts and erythrocytes by HPLC-MS and capillary electrophoresis
    • G. Nocca, R. Ragno, V. Carbone, G.E. Martorana, D.V. Rossetti, and G. Gambarini Identification of glutathione-methacrylates adducts in gingival fibroblasts and erythrocytes by HPLC-MS and capillary electrophoresis Dent Mater 27 2011 e87 e98
    • (2011) Dent Mater , vol.27
    • Nocca, G.1    Ragno, R.2    Carbone, V.3    Martorana, G.E.4    Rossetti, D.V.5    Gambarini, G.6
  • 40
    • 33947332005 scopus 로고
    • Application of the principle of hard and soft acids and bases to organic chemistry
    • R.G. Pearson, and J. Songstad Application of the principle of hard and soft acids and bases to organic chemistry J Am Chem Soc 89 1967 1827 1836
    • (1967) J Am Chem Soc , vol.89 , pp. 1827-1836
    • Pearson, R.G.1    Songstad, J.2
  • 42
    • 42149161725 scopus 로고    scopus 로고
    • Molecular mechanisms of the conjugated alpha, beta-unsaturated carbonyl derivatives: Relevance to neurotoxicity and neurodegenerative diseases
    • R.M. LoPachin, D.S. Barber, and T. Gavin Molecular mechanisms of the conjugated alpha, beta-unsaturated carbonyl derivatives: relevance to neurotoxicity and neurodegenerative diseases Toxicol Sci 104 2008 235 249
    • (2008) Toxicol Sci , vol.104 , pp. 235-249
    • Lopachin, R.M.1    Barber, D.S.2    Gavin, T.3
  • 43
    • 34547851659 scopus 로고    scopus 로고
    • Neurotoxic mechanisms of electrophilic type-2 alkenes: Soft-soft interactions described by quantum mechanical parameters
    • R.M. LoPachin, T. Gavin, B.C. Geohagen, and S. Das Neurotoxic mechanisms of electrophilic type-2 alkenes: soft-soft interactions described by quantum mechanical parameters Toxicol Sci 98 2007 561 570
    • (2007) Toxicol Sci , vol.98 , pp. 561-570
    • Lopachin, R.M.1    Gavin, T.2    Geohagen, B.C.3    Das, S.4
  • 44
    • 0041802954 scopus 로고    scopus 로고
    • Chemistry, biochemistry and safety of acrylamide. A review
    • M. Friedman Chemistry, biochemistry and safety of acrylamide. A review J Agric Food Chem 51 2003 4504 4526
    • (2003) J Agric Food Chem , vol.51 , pp. 4504-4526
    • Friedman, M.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.