Petrichenko Oksana, Plotniece Aiva, Pajuste Karlis, Rucins Martins, Dimitrijevs Pavels, Sobolev Arkadij, Sprugis Einars, Cēbers Andrejs
Laboratory of Magnetic Soft Materials, Faculty of Physics, Mathematics and Optometry, University of Latvia, 3 Jelgavas str., LV-1004 Riga, Latvia.
Latvian Institute of Organic Synthesis, 21 Aizkraukles Str., LV-1006 Riga, Latvia.
Nanomaterials (Basel). 2021 Feb 27;11(3):593. doi: 10.3390/nano11030593.
This study was focused on the estimation of the targeted modification of 1,4-DHP core with (1) different alkyl chain lengths at 3,5-ester moieties of 1,4-DHP (C, C and C); (2) N-substituent at position 1 of 1,4-DHP (N-H or N-CH); (3) substituents of pyridinium moieties at positions 2 and 6 of 1,4-DHP (H, 4-CN and 3-Ph); (4) substituent at position 4 of 1,4-DHP (phenyl and napthyl) on physicochemical properties of the entire molecules and on the characteristics of the obtained magnetoliposomes formed by them. It was shown that thermal behavior of the tested 1,4-DHP amphiphiles was related to the alkyl chains length, the elongation of which decreased their transition temperatures. The properties of 1,4-DHP amphiphile monolayers and their polar head areas were determined. The packing parameters of amphiphiles were in the 0.43-0.55 range. It was demonstrated that the structure of 1,4-DHPs affected the physicochemical properties of compounds. "Empty" liposomes and magnetoliposomes were prepared from selected 1,4-DHP amphiphiles. It was shown that the variation of alkyl chains length or the change of substituents at positions 4 of 1,4-DHP did not show a significant influence on properties of liposomes.
本研究聚焦于1,4 - 二氢吡啶（1,4 - DHP）核心的靶向修饰，具体包括：（1）1,4 - DHP的3,5 - 酯部分具有不同的烷基链长度（C、C和C）；（2）1,4 - DHP的1位上的N - 取代基（N - H或N - CH）；（3）1,4 - DHP的2位和6位吡啶鎓部分的取代基（H、4 - CN和3 - Ph）；（4）1,4 - DHP的4位上的取代基（苯基和萘基）对整个分子的物理化学性质以及由它们形成的磁脂质体特性的影响。结果表明，所测试的1,4 - DHP两亲物的热行为与烷基链长度有关，烷基链长度的增加会降低其转变温度。测定了1,4 - DHP两亲物单层的性质及其极性头部面积。两亲物的堆积参数在0.43 - 0.55范围内。结果表明，1,4 - DHP的结构影响化合物的物理化学性质。由选定的1,4 - DHP两亲物制备了“空白”脂质体和磁脂质体。结果表明，1,4 - DHP的烷基链长度变化或4位取代基的改变对脂质体的性质没有显著影响。
