Fruttero R, Caron G, Fornatto E, Boschi D, Ermondi G, Gasco A, Carrupt P A, Testa B
Dipartimento di Scienza e Tecnologia del Farmaco, Torino, Italy.
Pharm Res. 1998 Sep;15(9):1407-13. doi: 10.1023/a:1011953622052.
The objective of this study was to compare and interpret the variations in lipophilicity of homologous (p-methylbenzyl)alkylamines (MBAAs) in isotropic (octanol/water) and anisotropic (zwitterionic liposomes/water) system.
Two experimental approaches were used, namely the pH-metric method to measure lipophilicity parameters in octanol/water and liposomes/water systems, and changes in NMR relaxation rates to validate the former method and to gain additional insights into the mechanisms of liposomes/water partitioning.
For long-chain homologues (N-butyl to N-heptyl), the octanol/water and liposomes/water systems mostly expressed hydrophobicity. In contrast, the lipophilicity of the shorter homologues (N-methyl to N-propyl) in the two systems expressed various electrostatic and polar interactions.
The study sheds light on the molecular interactions between zwitterionic liposomes and amphiphilic solutes in neutral and cationic form.
本研究的目的是比较和解释同系物（对甲基苄基）烷基胺（MBAAs）在各向同性（正辛醇/水）和各向异性（两性离子脂质体/水）体系中亲脂性的变化。
采用了两种实验方法，即pH滴定法来测量正辛醇/水和脂质体/水体系中的亲脂性参数，以及核磁共振弛豫率的变化来验证前一种方法，并深入了解脂质体/水分配机制。
对于长链同系物（N-丁基至N-庚基），正辛醇/水和脂质体/水体系大多表现出疏水性。相比之下，两种体系中较短同系物（N-甲基至N-丙基）的亲脂性表现出各种静电和极性相互作用。
该研究揭示了两性离子脂质体与中性和阳离子形式的两亲性溶质之间的分子相互作用。
