Quantification and identification of components released from dental composites using different chromatographic techniques

References

• Ferracane, J. L.; Hopkin, J. K.; Condon, J. R. Properties of Heat-Treated Composites After Aging in Water. Dent. Mater. 1995, 11, 354–358.
   PubMed Web of Science ®Google Scholar
• Ortengren, U.; Wellendorf, H.; Karlsson, S.; Ruyter, I. E. Water Sorption and Solubility of Dental Composites and Identification of Monomers Released In An Aqueous Environment. J. Oral. Rehabil. 2001, 28, 1106–1115.
   PubMed Web of Science ®Google Scholar
• Koin, P. J.; Kilislioglu, A.; Zhou, M.; Drummond, J. L.; Hanley, L. Analysis of the Degradation of A Model Dental Composite. J. Dent. Res. 2008, 87(7), 661–665.
   PubMed Web of Science ®Google Scholar
• Rogalewicz, R.; Batko, K.; Voelkel, A. Identification of Organic Extractables from Commercial Resin-Modified Glass-Ionomers Using HPLC–MS. J. Environ. Monitor. 2006, 8(7), 750–758.
   PubMedGoogle Scholar
• Gupta, V.; Jain, A. D. K.; Gill, N. S.; Gupta, K. Development and Validation of HPLC Method—A Review. Int. Res. J. Pharm. App. Sci. 2012, 2(4), 17–25.
   Google Scholar
• Olea, N.; Pulgar, R.; Perez, P.; Olea-Serrano, F.; Rivas, A.; Novillo-Fertrell, A.; Pedraza, V.; Soto, A. M.; Sonnenschein, C. Estrogenicity of Resin-Based Composites and Sealants Used in Dentistry. Environ. Health. Perspect. 1996, 104, 298–305.
   PubMed Web of Science ®Google Scholar
• Schmalz, G.; Arenholt-Bindslev, D. Biocompatibility of Dental Materials. Germany, 2008.
   Google Scholar
• Arenholt-Bindslev, D.; Breinholt, V.; Schmalz, G.; Preiss, A. Time-Related Bisphenol-A Content and Estrogenic Activity in Saliva Samples Collected in Relation to Placement of Fissure Sealants. Clin. Oral. Invest. 1999, 3(3), 120–125.
   PubMedGoogle Scholar
• Fung, Y. K.; Ewoldsen, N. O.; St Germain, H. A.; Miaw, C.; Chou, H. N.; Gruninger, S. E.; Eichmiller, F. C.; Siew, C. Pharmacokinetics of Bisphenol-A from A Dental Sealant in Humans. J. Am. Dent. Assoc. 2000, 131, 51–58.
   PubMed Web of Science ®Google Scholar
• Hadjicharalampous, M.; Samanidou V. F. Analysis of Organic Components Released from Dental Resin Composites in Saliva and Other Biological Fluids Using Chromatographic Techniques. Curr. Org. Chem. 2010, 14, 2329–2336.
   Web of Science ®Google Scholar
• Geurtsen, W.; Spahl, W.; Leyhausen, G. Variability of Cytotoxicity and Leaching of Substances from Four Light-Curing Pit and Fissure Sealants. J. Biomed. Mater. Res. 1999, 44, 73–77.
   PubMed Web of Science ®Google Scholar
• Hamid, A.; Hume, W. R. A Study of Component Release from Resin Pit and Fissure Sealants In Vitro. Dent. Mater. 1997, 13, 98–102.
   PubMed Web of Science ®Google Scholar
• Imai, Y. Comments on “Estrogenicity of Resin-Based Composites and Sealants Used in Dentistry”. Environ. Health. Perspec. 1999, 107, A290–A292.
   Google Scholar
• Nathanson, D.; Lertpitayakun, P.; Lamkin, M. S.; Edalatpour, M.; Chou, L. L. In Vitro Elution of Leachable Components from Dental Sealants. J. Am. Dent. Assoc. 1997, 128, 1517–1523.
   PubMed Web of Science ®Google Scholar
• Imai, Y.; Watanabe, M.; Ohsaki, A. Analysis of Major Components and Bisphenol A in Commercial Bis-GMA and Bis-GMA Based Resins Using High Performance Liquid Chromotography. Dent. Mater. J. 2000, 19, 263–269.
   PubMedGoogle Scholar
• Peutzfeldt, A. Resin Composites in Dentistry: The Monomer Systems. Eur. J. Oral. Sci. 1997, 105(2), 97–116.
   PubMed Web of Science ®Google Scholar
• Söderholm, K. J.; Mariotti, A. Bis-GMA–Based Resins in Dentistry: Are They Safe? J. Am. Dent. Assoc. 1999, 130(2), 201–206.
   PubMed Web of Science ®Google Scholar
• Geurtsen, W. Substances Released from Dental Resin Composites and Glass Ionomer Cements. Eur. J. Oral. Sci. 1998, 106, 687–695.
   PubMed Web of Science ®Google Scholar
• Foster, J.; Sheerness; Walker R. J. Dental Filling Materials. United States Patent Office, Patent 3825518, 1974.
   Google Scholar
• Van Landuyt, K. L.; Snauwaert, J.; De Munck, J.; Peumans, M.; Yoshida, Y.; Poitevin, A. Systematic Review of The Chemical Composition of Contemporary Dental Adhesives. Biomaterials 2007, 28(26), 3757–3785.
   PubMed Web of Science ®Google Scholar
• Ferracane, J. L. Current Trends in Dental Composites. Crit. Rev. Oral. Biol. Med. 1995, 6, 302–318.
   PubMedGoogle Scholar
• Ferracane, J. L. Hygroscopic and Hydrolytic Effects in Dental Polymer Networks. Dent. Mater. 2006, 22, 211–222.
   PubMed Web of Science ®Google Scholar
• Santerre, J. P.; Shajii, L.; Leung, B. W. Relation of Dental Composite Formulations to Their Degradation and The Release of Hydrolyzed Polymeric-Resin-Derived Products. Crit. Rev. Oral. Biol. Med. 2001, 12, 136–151.
   PubMedGoogle Scholar
• Gopferich, A. Mechanisms of Polymer Degradation and Erosion. Biomaterials 1996, 17, 103–114.
   PubMed Web of Science ®Google Scholar
• Hansel, C.; Leyhausen, G.; Mai, U. E.; Geurtsen, W. Effects of Various Resin Composite (Co)Monomers and Extracts on Two Caries-Associated Micro-Organisms In vitro. J. Dent. Res. 1998, 77, 60–67.
   PubMed Web of Science ®Google Scholar
• Stanislawski, L.; Lefeuvre, M.; Bourd, K.; Soheili-Majd, E.; Goldberg, M.; Perianin, A. 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. Part A 2003, 66, 476–482.
   PubMed Web of Science ®Google Scholar
• Samuelsen, J. T.; Dahl, J. E.; Karlsson, S.; Morisbak, E.; Becher, R. Apoptosis Induced by The Monomers HEMA and TEGDMA Involves Formation of ROS and Differential Activation of The MAP-Kinases p38, JNK and ERK. Dent. Mater. 2007, 23, 34–39.
   PubMed Web of Science ®Google Scholar
• Goldberg, M. In Vitro and In Vivo Studies on The Toxicity of Dental Resin Components: A Review. Clin. Oral. Invest. 2008, 12, 1–8.
   PubMed Web of Science ®Google Scholar
• Schweikl, H.; Spagnuolo, G.; Schmalz, G. Genetic and Cellular Toxicology of Dental Resin Monomers. J. Dent. Res. 2006, 85, 870–877.
   PubMed Web of Science ®Google Scholar
• Gul, P.; Akgul, N.; Alp, H. H.; Kiziltunc, A. Effects of Composite Restorations on Oxidative Stress in Saliva: An In Vivo Study. J. Dent. Sci. 2015, 10, 394–400.
   Web of Science ®Google Scholar
• Ferracane, J. L. Elution of Leachable Components From Composites. J. Oral. Rehabil. 1994, 21, 441–452.
   PubMed Web of Science ®Google Scholar
• Chung, K.; Greener, E. H. Degree of Conversion of Seven Lightcured Posterior Composites. J. Oral. Rehabil. 1988, 15, 555–562.
   PubMed Web of Science ®Google Scholar
• Ferracane, J. L.; Condon, J. R. Rate of Elution of Leachable Components From Composite. Dent. Mater. 1990, 6, 282–287.
   PubMed Web of Science ®Google Scholar
• Gul, P.; Demirkaya-Miloglu, F.; Akgül, N.; Kadıoglu, Y. Effect of The Different Extraction Media on Quantification of The Released Monomers from Dental Composite. Asian. J. Chem. 2013, 25, 2994–3000.
   Google Scholar
• Gul, P.; Demirkaya-Miloglu, F.; Akgül, N. HPLC Analysis of Eluted Monomers from Dental Composite Using Different Immersion Media. J. Liq. Chrom. Relat. Tech. 2014, 37, 155–170.
   Web of Science ®Google Scholar
• Lee, S. Y.; Huang, H. M.; Lin, C. Y.; Shih, Y. H. Leached Components from Dental Composites in Oral Simulating Fluids and The Resultant Composite Strengths. J. Oral. Rehabil. 1998, 25, 575–588.
   PubMed Web of Science ®Google Scholar
• Spahl, W.; Budzikiewicz, H.; Geurtsen, W. Determination of Leachable Components from Four Commercial Dental Composites by Gas and Liquid Chromatography/Mass Spectrometry. J. Dent. 1998, 26, 137–145.
   PubMed Web of Science ®Google Scholar
• US Food and Drug Administration. FDA Guidelines for Chemistry and Technology Requirements of Indirect Additive Petitions. Washington, DC: United States Food and Drug Administration, 1976.
   Google Scholar
• Lee, S. Y.; Greener, E. H.; Menis, D. L. Detection of Leached Moieties from Dental Composites in Fluids Simulating Food and Saliva. Dent. Mater. 1995, 11, 348–353.
   PubMed Web of Science ®Google Scholar
• Muller, H.; Olsson, S.; Söderholm, K. J. The Effect of Comonomer Composition, Silane Heating, and Filler Type on Aqueous TEGDMA Leachability in Model Resin Composites. Eur. J. Oral. Sci. 1997, 105, 362–368.
   PubMed Web of Science ®Google Scholar
• Pearson, G. J.; Longman, C. M. Water Sorption and Solubility of Resin-Based Materials Following Inadequate Polymerization by A Visible-Light Curing System. J. Oral. Rehabil. 1989, 16, 57–61.
   PubMed Web of Science ®Google Scholar
• Bakopoulou, A.; Papadopoulos, T.; Garefis, P. Molecular Toxicology of Substances Released from Resin–Based Dental Restorative Materials. Int. J. Mol. Sci. 2009, 10, 3861–3899.
   PubMed Web of Science ®Google Scholar
• Gerzina, T. M.; Hume, W. R. Diffusion of Monomers from Bonding Resin-Resin Composite Combinations Through Dentine in Vitro. J. Dent. 1996, 24, 125–128.
   PubMed Web of Science ®Google Scholar
• Noda, M.; Wataha, J. C.; Kaga, M.; Lockwood, P. E.; Volkmann, K. R.; Sano, H. Components of Dentinal Adhesives Modulate Heat Shock Protein 72 Expression in Heat-Stressed THP-1 Human Monocytes at Sublethal Concentrations. J. Dent. Res. 2002, 81, 265–269.
   PubMed Web of Science ®Google Scholar
• Bouillaguet, S.; Wataha, J. C.; Hanks, C. T.; Ciucchi, B.; Holz, J. In Vitro Cytotoxicity and Dentin Permeability of HEMA. J. Endod. 1996, 22, 244–248.
   PubMed Web of Science ®Google Scholar
• Hume, W. R; Gerzina, T. M. Bioavailability of Components or Resin-Based Materials Which Are Applied to Teeth. Crit. Rev. Oral. Biol. Med. 1996, 7, 172–179.
   PubMedGoogle Scholar
• Bouillaguet, S. Biological Risks of Resin-Based Materials to The Dentin Pulp Complex. Crit. Rev. Oral. Biol. Med. 2004, 15, 47–60.
   PubMedGoogle Scholar
• Skoog, D. A.; Holler, F. J.; Nieman, T. A. Principles of Instrumental Analysis, Philadelphia: Saunders College Pub., 1998.
   Google Scholar
• Gupta, S. K.; Saxena, P.; Pant, V. A.; Pant, A. B. Release and Toxicity of Dental Resin Composite. Toxicol. Int., 2012, 19(3), 225–234.
   PubMedGoogle Scholar
• Munksgaard, E. C.; Peutzfeldt, A.; Asmussen, E. Elution of TEGDMA and BisGMA from A Resin and A Resin Composite Cured with Halogen or Plasma Light. Eur. J. Oral. Sci. 2000, 108, 341–345.
   PubMed Web of Science ®Google Scholar
• Manojlovic, D.; Radisic, M.; Vasiljevic, T.; Zivkovic, S.; Lausevic, M.; Miletic, V. Monomer Elution from Nanohybrid and Ormocer Based Composites Cured with Different Light Sources. Dent. Mater. 2011, 27, 371–378.
   PubMed Web of Science ®Google Scholar
• Ak, A. T.; Alpoz, A. R.; Bayraktar, O.; Ertugrul, F. Monomer Release from Resin Based Dental Materials Cured with LED and Halogen Lights. Eur. J. Dent. 2010, 4, 34–40.
   PubMedGoogle Scholar
• Tabatabaee, M. H.; Mahdavi, H.; Zandi, S.; Kharrazi, M. J. HPLC Analysis of Eluted Monomers from Two Composite Resins Cured with LED and Halogen Curing Lights. J. Biomed. Mater. Res. Part B Appl. Biomater. 2009, 88B, 191–196.
   Web of Science ®Google Scholar
• Tabatabaee, M. H.; Sadrai, S.; Bassir, S. H.; Veisy, N.; Dehghan, S. Effect of Food Stimulated Liquids and Thermocycling on The Monomer Elution from A Nanofilled Composite. Open. Dent. J. 2013, 7, 62–67.
   PubMedGoogle Scholar
• Niessen, W. M. A. State-of-the-Art in Liquid Chromatography–Mass Spectrometry. J. Chromatogr. A 1999, 856, 179–197.
   PubMed Web of Science ®Google Scholar
• Siddiqui, M. R.; Al Othman, Z. A.; Rahman, N. Analytical Techniques in Pharmaceutical Analysis: A Review. Arab. J. Chem. (in press).
   Google Scholar
• Grebe, S. K. G.; Singh, R. J. LC–MS/MS in The Clinical Laboratory—Where To from Here? Clin. Biochem. Rev. 2011, 32, 5–31.
   PubMedGoogle Scholar
• Willoughby, R. C.; Browner, R. F. Monodispersed Aerosol Generation Interface for Coupling Liquid Chromatography with Mass Spectrometry. Anal. Chem. 1984, 56, 2626–2631.
   Web of Science ®Google Scholar
• Winkler, P. C.; Perkins, D. D.; Williams, W. K.; Browner, R. F. Performance of An Improved Monodisperse Aerosol Generation Interface for Liquid Chromatography/Mass Spectrometry. Anal. Chem. 1988, 64, 489–493.
   Web of Science ®Google Scholar
• Voyksner, R. D.; Smith, C. S.; Knox, P. C. Optimization and Application of Particle Beam High-Performance Liquid-Chromatography Mass Spectrometry To Compounds of Pharmaceutical Interest. Biomed. Environ. Mass Spectrom. 1990, 19, 523–543.
   PubMedGoogle Scholar
• Fleischer, H.; Vorberg, E.; Warkentin, M.; Thurow, K. Qualitative and Quantitative Determination of Methacrylates in Dental Filling Materials. American Lab. 2014, 1–7.
   Google Scholar
• Altintas, S. H.; Usumez, A. Evaluation of TEGDMA Leaching from Four Resin Cements by HPLC. Eur. J. Dent. 2012, 6, 255–262.
   PubMedGoogle Scholar
• Hsu, W. Y.; Wang, W. S.; Lai, C. C.; Tsai, F. J. Simultaneous Determination of Components Released from Dental Composite Resins in Human Saliva By Liquid Chromatography/Multiple-Stage Ion Trap Mass Spectrometry. Electrophoresis, 2012, 33, 719–725.
   PubMed Web of Science ®Google Scholar