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

Abstract

In light of recent development, dental materials such as 2, 2‐ bis [4‐2(‐hydroxy‐3‐methacryloyloxypropoxy)phenyl] propane, (bis‐GMA); 2, 2‐ bis [4‐(1‐hydroxymethyl‐2‐methacryloxy)phenyl] propane, (iso‐ bis‐GMA); and triethyleneglycol dimethacrylate, (TEGDMA) were investigated to determine whether their phase transition properties (phase transition temperature, temperature width, cooperativity) could be induced in samples of DPPC or DPPC/cholesterol (CHOL) liposomes using differential scanning calorimetry (DSC). The changes in phase transition properties of DPPC liposomes caused by addition of TEGDMA were greater than those caused by addition of bis‐GMA or iso‐bis‐GMA, but the extent of changes in the properties of DPPC/CHOL (10:1 or 4:1) liposomes declined in the order of bis‐GMA > iso‐bis‐GMA > TEGDMA. The degree of alteration was related to the cytotoxicity of these compounds. DPPC/CHOL liposomes were found to be better predictors of cytotoxicity than DPPC liposomes. Whether the computational approach to studying the molecular mechanism of alteration is applicable using descriptors such as reactivity of energy of the highest occupied molecular orbital (HOMO) and/or lowest unoccupied molecular orbital (LUMO) was investigated, and the data suggested that these descriptors are useful for studying the interactive roles of dental materials.

Keywords: :

• DPPC liposomes
• DSC
• Dental material
• PM3 calculation