Synthesis of p-tert-Butylthiacalix[4]arenes Functionalized with Tris(2-aminoethyl)amine Fragments at the Lower Rim and Their Interaction with Model Lipid Membranes

被引:17
|
作者
Puplampu, Joshua B. [1 ]
Yakimova, Luidmila S. [1 ]
Vavilova, Alena A. [1 ]
Fayzullin, Dzhigangir A. [2 ]
Zuev, Yuriy F. [2 ]
Stoikov, Ivan I. [1 ,2 ]
机构
[1] Kazan Fed Univ, AM Butlerov Chem Inst, Kazan 420008, Russia
[2] Russian Acad Sci, Kazan Inst Biochem & Biophys, Kazan 420111, Russia
来源
MACROHETEROCYCLES | 2014年 / 7卷 / 04期
基金
俄罗斯基础研究基金会;
关键词
Thiacalix[4]arenes; liposomes; membranes; molecular recognition; P-TERT-BUTYL; ETHANOL DISTRIBUTION; RECOGNITION; AMINO; DERIVATIVES; ALCOHOLS; DELIVERY; CATIONS;
D O I
10.6060/mhc140489s
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
New tetrasubstituted derivatives of thiacalix[4]arene functionalized with tris(2-aminoethyl)amine fragments at the lower rim in the cone, partial cone and 1,3-alternate conformations have been synthesized. It has been shown that during the interaction of tris(2-aminoethyl)amine with thiacalix[4]arenes in cone and partial cone conformation, the cyclic fragments are formed. The structure with acyclic fragments is obtained in the case of thiacalix[4]arenes in 1,3-alternate conformation. The interaction of these compounds with a biomembrane model system was studied. It has been shown that the interaction of these compounds with model lipid membranes depends not only on the presence of hydrophilic-hydrophobic groups but also on the spatial orientation of these groups.
引用
收藏
页码:337 / 344
页数:8
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