Department of Physics, University of La Laguna, 38202 La Laguna, Tenerife, Spain.
Molecules. 2018 Apr 17;23(4):928. doi: 10.3390/molecules23040928.
The interaction between eugenol and β-cyclodextrin in the presence of water is studied by molecular mechanics and dynamics simulations. A force field model is used in molecular mechanics to determine the interaction energy and the complex configuration at the absolute minimum. The van der Waals term is the main contribution to the total energy, and so directly determines the configuration of the inclusion complex. The formation of inclusion complexes is simulated by molecular dynamics, in which their configurations are deduced from the position probability density that represents the preferred location and orientation of the guest in the simulation. When eugenol approaches from the rims of β-cyclodextrin, it tends to enter the cavity, remain inside for a short period and then exit from it. The guest tends to include the phenyl ring inside the cavity in the most probable configurations. Two inclusion complex configurations are proposed, each with the hydroxyl and methoxyl groups pointing towards one different rim of β-cyclodextrin. The initial guest orientation is the main factor determining these configurations. The model presented in this study reproduces the experimental findings on inclusion complex formation and proposes two possible complex configurations, one previously suggested by different authors.
在有水存在的情况下，通过分子力学和动力学模拟研究了丁香酚与β-环糊精的相互作用。分子力学中使用力场模型来确定相互作用能和绝对最小值处的配合物构型。范德华项是总能量的主要贡献者，因此直接决定了包合物的构型。通过分子动力学模拟包合物的形成，从位置概率密度推断它们的构型，该密度代表了模拟中客体的首选位置和取向。当丁香酚从β-环糊精的边缘接近时，它倾向于进入空腔，在短时间内保持在内部，然后从内部离开。客体在最可能的构型中倾向于将苯基环包含在空腔内。提出了两种包含复合物的构型，其中羟基和甲氧基分别指向β-环糊精的一个不同边缘。初始客体取向是决定这些构型的主要因素。本研究提出的模型再现了包合物形成的实验结果，并提出了两种可能的复合物构型，其中一种是先前不同作者提出的。
