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Research Article

Dipalmitoylphosphatidylcholine (DPPC) and DPPC/Cholesterol Liposomes as Predictors of the Cytotoxicity of Bis‐GMA Related Compounds

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Pages 39-49 | Published online: 08 May 2004

References

  • Olea N. Bisphenol A and dental sealants: Olea's response. Environ Health Perspect 2000; 108: A546, [PUBMED], [INFOTRIEVE]
  • Geutsen W, Spahl W, Muller K, Leyhausen G. Cytotoxicity of 35 composite monomers/additives in permanent 3T3‐and three human oral primary fibroblast cultures. J Biomed Mater Res 1998; 41: 474–480, [CROSSREF], [CROSSREF]
  • Laurence W H, Bass G E, Purcell W P, Autian J. Use of mathematical models in the study of structure–toxicity relationships of dental compounds: esters of acrylic and methacrylic acids. J Dent Res 1972; 51: 526–535
  • Yoshii Y. Cytotoxic effects of acrylates and methacrylates: relationships of monomer structures and cytotoxicity. Biomed Mater Res 1997; 37: 517–524
  • Sessa G, Weismann G. Phospholipid spherules (Liposomes) as a model for biological membranes. J Lipid Res 1968; 9: 310–318, [PUBMED], [INFOTRIEVE]
  • Ohline S M, Campbell M L, Turnbull M T, Kohler S J. Differential scanning calorimetric study of bilayer membrane phase transition. J Chem Educ 2001; 78: 1251–1256
  • Mabrey S, Sturtevant J M. High‐Sensitivity Differential Scanning Calorimetry in the Study of Biomembranes and Related Model Systems. Plenum Press, New York 1978; 237–245
  • Kodama M, Hashigami H, Seki S. Static and dynamic calorimetric studies on the three kinds of phase transition in the system of l‐ and dl‐dipalmitoylphosphatidylcholine/water. Biochim Biophys Acta 1985; 814: 300–306
  • Samuni A M, Crommelin D J.A, Zuidam N J, Barenholz Y. Differential scanning calorimetry. A tool to assess physical and chemical alterations in liposomes. J. Thermal Analysis 1998; 51: 37–48
  • Fujisawa S, Atsumi T, Kadoma Y. Cytotoxicity and phospholipid–liposome phase‐transition properties of 2‐hydroxyethyl methacrylate (HEMA). Art Cells, Blood Subs Immob Biotech 2001; 29: 245–261, [CROSSREF], [CROSSREF]
  • Fujisawa S, Atsumi T, Kadoma Y. Cytotoxicity of methyl methacrylate (MMA) and related compounds and their interaction with dipalmitoylphosphatidylcholine (DPPC) liposomes as a model for biomembranes. Oral Diseases 2000; 6: 215–221, [PUBMED], [INFOTRIEVE]
  • Fujisawa S, Kadoma Y. Hemolytic activity of a dental adhesive monomer and its interaction with dipalmitoyl phosphatidylcholine liposomes. NMR and DSC measurements. J Thermal Analysis 1998; 51: 151–160
  • Fujisawa S, Kadoma Y, Komoda Y. Changes in 1H‐NMR chemical shifts of bis‐GMA and its related methacrylates induced by their interaction with phosphatidylcholine/cholesterol liposomes. Dent Mater J 1991; 10: 121–127, [PUBMED], [INFOTRIEVE]
  • Fujisawa S, Kadoma Y, Komoda Y. Nuclear magnetic resonance spectroscopic studies of interaction of bis‐GMA analogues with phosphatidylcholine liposomes as a model for biomembranes. Biomaterials 1989; 10: 269–272, [PUBMED], [INFOTRIEVE], [CROSSREF], [CROSSREF]
  • Fujisawa S, Kadoma Y, Masuhara E. A calorimetric study of the interaction of synthetic phospholipid liposomes with vinyl monomers, acrylates and methacrylates. J Biomed Mater Res 1984; 18: 1105–1114, [PUBMED], [INFOTRIEVE]
  • Holder A J. Rational design of dental materials using computational chemistry. academic of dental materials and Japanese society for dental materials and devices. Transactions 2002; 16: 55–75
  • Fujisawa S. Nuclear magnetic resonance spectra of bis‐GMA and iso‐bis‐GMA. Dent Mater J 1994; 13: 251–255, [PUBMED], [INFOTRIEVE]
  • Rowe E S. Thermodynamic reversibility of phase transitions. Specific effects of alcohols on phosphatidylcholines. Biochim Biophys Acta 1985; 55: 321–330
  • Stutevant J M. A scanning calorimetric study of small molecule–lipid bilayer. Proc Natl Acad Sci U S A 1982; 79: 3963–3967
  • Lee A G. Lipid phase transitions and phase diagrams. I. Lipid phase transitions. Biochem Biophys Acta 1977; 472: 237–281, [PUBMED], [INFOTRIEVE]
  • Fujisawa S, Masuhara E. Determination of partition coefficients of acrylates, methacrylates, and vinyl monomers using high performance liquid chromatography (HPLC). J Biomed Mater Res 1981; 15: 787–793, [PUBMED], [INFOTRIEVE]
  • Yamazaki M, Miyazu M, Asano T, Yuba A, Kume N. Direct evidence of induction of interdigitated gel structure in large unilamellar vesicles of dipalmitoylphosphatidylcholine by ethanol: Studies by excimer method and high resolution electron. Biophys J 1994; 66: 729–733, [PUBMED], [INFOTRIEVE]
  • Simon S A, McIntosh T J. Interdigitated hydrocarbon chain packing causes the biphasic transition behavior in lipid/alcohol suspensions. Biochim Biophys Acta 1983; 731: 97–108
  • Fujisawa S, Imai Y, Kojima K, Masuhara E. Studies of hemolytic activity of bisphenol A diglycidyl methacrylate (bis‐DMA). Dent Res 1978; 57: 98–102
  • Fujisawa S, Atsumi T, Ishihara M, Kadoma Y, Yokoe I. Cytotoxicity of bis‐GMA and its interactions with dipalmitoylphosphatidylcholine (DPPC) siposomes. Program and Abstracts of Papers, Japanese Association for Dental Reseach, 51st Annual Meeting. Japanese Association for Dental Research. 2003; 123
  • Betageri G V, Rogers J A. Correlation of partitioning of nitroimidazoles in the n‐octanol/saline and liposome systems with pharmachokinetic parameters and quantitative structure–activity relationships (QSAR). Pharm Res 1989; 6: 399–403, [PUBMED], [INFOTRIEVE], [CROSSREF], [CROSSREF]

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