Study on the Selectivity of Molecular Imprinting Materials Determined through Hydrogen Bonding on Template Molecular Structures of Flavonoids

作者全名："Guan, Siyue; Wang, Yue; Hu, Ting; Che, Lingling; Wang, Xiaoqiao; Huang, Yike; Xia, Zhining"

作者地址："[Guan, Siyue; Wang, Yue; Hu, Ting; Che, Lingling; Wang, Xiaoqiao; Xia, Zhining] Chongqing Univ, Sch Pharmaceut Sci, Chongqing 401331, Peoples R China; [Huang, Yike] Chongqing Med Univ, Coll Pharm, Chongqing 400016, Peoples R China"

通信作者："Xia, ZN (通讯作者)，Chongqing Univ, Sch Pharmaceut Sci, Chongqing 401331, Peoples R China.; Huang, YK (通讯作者)，Chongqing Med Univ, Coll Pharm, Chongqing 400016, Peoples R China."

来源：MOLECULES

ESI学科分类：CHEMISTRY

WOS号：WOS:001192444100001

JCR分区：Q2

影响因子：4.6

年份：2024

卷号：29

期号：6

开始页：　

结束页：　

文献类型：Article

关键词：flavonoid; hydrogen bond; molecular imprinting; selectivity; intensity of interaction

摘要："Molecular imprinting technology is widely used for the specific identification of compounds, but the selective recognition mechanisms of the same compounds still need to be further studied. Based on differences in hydrogen bond size and orientation, molecularly imprinted polymers (MIPs) were designed to adsorb flavonols with the same parent core and different hydroxyl groups. A surface-imprinted material was designed with silicon dioxide as the carrier, myricetin as the template molecule, and methacrylic acid (MAA) as the functional monomer. Scanning electron microscopy (SEM), Brunauer-Emmett-Teller surface area (BET) analyses, Fourier-transform infrared spectroscopy (FT-IR), and other characterization experiments were carried out. The intrinsic mechanism of the MIPs was also explored. The MIPs showed good adsorption of myricetin and other flavonoids through hydrogen bonding and steric hindrance. The adsorption capacity was 3.12-9.04 mg/g, and the imprinting factor was 1.78-3.37. Flavonoids with different hydroxyl groups in different numbers and directions had different hydrogen bond strengths with functional monomers. R2, R4, and R1 on 2-phenylchromogenone had stronger electronegativity, and the hydroxyl group was also more likely to form and have stronger hydrogen bonds. The hydroxyl negativity and the degree of steric hindrance of flavonoids played a major role in the recognition of molecularly imprinted materials. This study is of great significance for the synthesis of and selection of templates for analogous molecular imprinting materials."

基金机构：National Natural Science Foundation of China; Analysis and Testing Center of Chongqing University

基金资助正文：Thanks to the help of Zhang Bin and Zhou Kai from the Analysis and Testing Center of Chongqing University.