Partitioning of Nonsteroidal Antiinflammatory Drugs in Lipid Membranes: A Molecular Dynamics Simulation Study

被引:136
作者
Boggara, Mohan Babu [1 ]
Krishnamoorti, Ramanan [1 ]
机构
[1] Univ Houston, Dept Chem & Biomol Engn, Houston, TX 77004 USA
基金
美国国家科学基金会;
关键词
COMPUTER-SIMULATION; BILAYER-MEMBRANES; PORE FORMATION; ION-TRANSPORT; PHOSPHOLIPID-BILAYERS; WATER TRANSPORT; IONIZABLE DRUGS; FREE-ENERGY; PERMEATION; PERMEABILITY;
D O I
10.1016/j.bpj.2009.10.046
中图分类号
Q6 [生物物理学];
学科分类号
071011 ;
摘要
Using the potential of mean constrained force method, molecular dynamics simulations with atomistic details were performed to examine the partitioning and nature of interactions of two nonsteroidal antiinflammatory drugs, namely aspirin and ibuprofen, in bilayers of dipalmitoylphosphatidylcholine Two charge states (neutral and anionic) of the drugs were simulated to understand the effect of protonation or pH on drug partitioning Both drugs, irrespective of their charge state, were found to have high partition coefficients in the lipid bilayer from water However. the values and trends of the free energy change and the location of the minima in the bilayer are seen to be influenced by the drug structure and charge state In the context of the transport of the drugs through the bilayer, the charged forms were found to permeate fully hydrated in contrast to the neutral forms that permeate unhydrated
引用
收藏
页码:586 / 595
页数:10
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