Kopec Wojciech, Khandelia Himanshu
MEMPHYS - Center for Biomembrane Physics, University of Southern Denmark, Campusvej 55, 5230, Odense M, Denmark.
J Comput Aided Mol Des. 2014 Feb;28(2):123-34. doi: 10.1007/s10822-014-9737-z. Epub 2014 Mar 1.
Thioridazine is a well-known dopamine-antagonist drug with a wide range of pharmacological properties ranging from neuroleptic to antimicrobial and even anticancer activity. Thioridazine is a critical component of a promising multi-drug therapy against M. tuberculosis. Amongst the various proposed mechanisms of action, the cell membrane-mediated one is peculiarly tempting due to the distinctive feature of phenothiazine drug family to accumulate in selected body tissues. In this study, we employ long-scale molecular dynamics simulations to investigate the interactions of three different concentrations of thioridazine with zwitterionic and negatively charged model lipid membranes. Thioridazine partitions into the interfacial region of membranes and modifies their structural and dynamic properties, however dissimilarly so at the highest membrane-occurring concentration, that appears to be obtainable only for the negatively charged bilayer. We show that the origin of such changes is the drug induced decrease of the interfacial tension, which ultimately leads to the significant membrane expansion. Our findings support the hypothesis that the phenothiazines therapeutic activity may arise from the drug-membrane interactions, and reinforce the wider, emerging view of action of many small, bioactive compounds.
硫利达嗪是一种著名的多巴胺拮抗剂药物,具有广泛的药理特性,从抗精神病作用到抗菌甚至抗癌活性。硫利达嗪是一种有前景的抗结核多药疗法的关键成分。在各种提出的作用机制中,细胞膜介导的机制特别具有吸引力,因为吩噻嗪药物家族具有在特定身体组织中积累的独特特征。在本研究中,我们采用长时间尺度的分子动力学模拟来研究三种不同浓度的硫利达嗪与两性离子和带负电荷的模型脂质膜之间的相互作用。硫利达嗪分配到膜的界面区域并改变其结构和动力学性质,然而在膜中出现的最高浓度下情况有所不同,这种最高浓度似乎仅在带负电荷的双层膜中才能达到。我们表明,这种变化的根源是药物引起的界面张力降低,最终导致膜的显著扩张。我们的研究结果支持了吩噻嗪类药物的治疗活性可能源于药物与膜相互作用的假设,并强化了许多小生物活性化合物作用的更广泛、新出现的观点。