Abstract
New bile acid derivatives are synthesized: 3-(carboxymethyl)-5β-chol-3-ene-7α,12α,24-triol (ND-1) and 3α-(carboxymethyl)-5β-cholan-7α,12α,24-triol (ND-2). The derivative ND-1 has more hydrophobic convex surface than deoxycholic acid (D), but its partition coefficient in 1-octanol-aqueous phase is lower than one of ursodeoxycholic acid (UD), which means that ND-1 has smaller total hydrophobic surface in comparison to UD. The anion D shows greater increase in DPPC monolayer surface pressure than it can be derived from the size of its hydrophobic surface at the β side of steroid skeleton. Membrane toxicity of ND-1 and ND-2 is lower than the one of D. The derivative ND-1 has lower value of the critical micellar concentration (cmc) than the anion D. At cmc ND-1 and ND-2 build Small primary micelles, while at the concentrations several times higher than cmc they form secondary micelles. The equilibrium constant of nitrazepane incorporation into the ND-1 and the ND-2 micelles implies that these micelles have larger hydrophobic nuclei than the micelles of natural dihydroxy bile acid derivative anions.
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