Zhao Hailiang, Song Xue, Zhang Yingming, Sheng Xia
Province Key Laboratory of Cereal Resource Transformation and Utilization, Henan University of Technology Lianhua Street 100 450001 Zhengzhou China.
College of Chemistry, Chemical and Environmental Engineering, Henan University of Technology Lianhua Street 100 450001 Zhengzhou China
RSC Adv. 2019 Nov 29;9(67):39170-39179. doi: 10.1039/c9ra05976h. eCollection 2019 Nov 27.
Genistein has received great attention due to its possible anti-oxidant properties. The interaction between genistein and the extraction solvent helps in understanding the extraction efficiency. Hydrogen bonding plays a crucial role in liquid systems. Density functional theory quantum chemical computations in both gas phase and solution were performed to investigate the molecular interaction between genistein and methanol. All the resulting complexes (MeOH : genistein = 1 : 1, 2 : 1, 3 : 1, 6 : 1) were studied using the B3LYP-D3 computational level and the cc-pVTZ basis set. Binding energies demonstrate that more MeOH molecules surrounding genistein could stabilize the system more. Geometry optimizations show that there are strong O-H⋯O interactions between MeOH and genistein. The electron density and the corresponding Laplacian of charge density at bond critical points were also calculated using AIM theory, and the results are in line with the structural and energetic analysis of the studied system. Moreover, energy decomposition analysis shows that the exchange energy term has the largest contribution to the attraction interaction energy as compared with other energy terms. Meanwhile, this study shows that the MeOH-genistein system is more stable under basic conditions. This study could help increase the efficiency of extraction.
染料木黄酮因其可能具有的抗氧化特性而备受关注。染料木黄酮与萃取溶剂之间的相互作用有助于理解萃取效率。氢键在液体体系中起着至关重要的作用。进行了气相和溶液中的密度泛函理论量子化学计算，以研究染料木黄酮与甲醇之间的分子相互作用。使用B3LYP-D3计算水平和cc-pVTZ基组对所有生成的配合物（甲醇∶染料木黄酮 = 1∶1、2∶1、3∶1、6∶1）进行了研究。结合能表明，围绕染料木黄酮的甲醇分子越多，体系越稳定。几何优化表明，甲醇与染料木黄酮之间存在强烈的O-H⋯O相互作用。还使用AIM理论计算了键临界点处的电子密度和相应的电荷密度拉普拉斯算子，结果与所研究体系的结构和能量分析一致。此外，能量分解分析表明，与其他能量项相比，交换能项对吸引相互作用能的贡献最大。同时，该研究表明甲醇-染料木黄酮体系在碱性条件下更稳定。这项研究有助于提高萃取效率。
