Mechanisms of action of (meth)acrylates in hemolytic activity, in vivo toxicity and dipalmitoylphosphatidylcholine (DPPC) liposomes determined using NMR spectroscopy.
作者： Seiichiro Fujisawa , Yoshinori Kadoma
DOI: 10.3390/IJMS13010758
关键词: Acrylate 、 Differential scanning calorimetry 、 Physical chemistry 、 Dipalmitoylphosphatidylcholine 、 Lipophilicity 、 Meth- 、 Chemistry 、 Stereochemistry 、 Nuclear magnetic resonance spectroscopy 、 Monomer 、 Chemical shift
摘要: We investigated the quantitative structure-activity relationships between hemolytic activity (log 1/H50) or in vivo mouse intraperitoneal (ip) LD50 using reported data for α,β-unsaturated carbonyl compounds such as (meth)acrylate monomers and their 13C-NMR β-carbon chemical shift (δ). The log 1/H50 value methacrylates was linearly correlated with δCβ value. That (meth)acrylates P, an index of lipophilicity. ipLD50 but not P. For (meth)acrylates, value, which is dependent on π-electron density β-carbon, PM3-based theoretical parameters (chemical hardness, η; electronegativity, χ; electrophilicity, ω), whereas P heat formation (HF). Also, interaction DPPC liposomes cell membrane molecular models 1H-NMR spectroscopy differential scanning calorimetry (DSC). related to difference (ΔδHa) (Ha: H (trans) attached β-carbon) free monomer liposome-bound monomer. Monomer-induced DSC phase transition properties were HF monomers. NMR shifts may represent a valuable parameter investigating biological mechanisms action (meth)acrylates.
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