Preparation and Characterization of a New Quercetin-bonded Stationary Phase for High Performance Liquid Chromatography

• Published in: Chinese journal of chemistry Vol. 30; no. 5; pp. 1144 - 1154
• Main Author: 李来生 方奕珊 陈红 张杨
• Format: Journal Article
• Language: English
• Published: Weinheim WILEY-VCH Verlag 01.05.2012; WILEY‐VCH Verlag; Wiley Subscription Services, Inc
• Subjects: Aromatic compounds; basic compounds; chromatographic property evaluation; Chromatography; Comparative studies; Green products; high-performance liquid chromatography; Infrared spectroscopy; Ligands; Liquid chromatography; natural ligand; NMR; Nuclear magnetic resonance; Phenols; Pyridines; quercetin-bonded stationary phase; Silica; Spectrum analysis; 傅立叶红外光谱; 制备; 槲皮素; 消耗臭氧层物质; 表征; 酸性化合物; 高效液相色谱固定相; 魔角旋转核磁共振
• ISSN: 1001-604X; 1614-7065
• DOI: 10.1002/cjoc.201100116

A quercetin-bonded silica gel stationary phase （QUSP） containing natural flavonoid ligand was first prepared via γ-glycidoxypropyltrimethoxysilane （KH-560） as a coupling reagent for high-performance liquid chromatography. Its chemical structure was characterized by Fourier infrared spectroscopy, elemental analysis, thermal thermogravimetry and 13C cross polarization/magic angle spinning nuclear magnetic resonance （CP/MAS NMR）. The chromatographic property of QUSP was systematically evaluated by using neutral, basic and acidic aromatic com- pounds as probes. In order to clarify its retention mechanism, a comparative study of QUSP with conventional oc- tadecylsilyl-bonded stationary phase （ODS） was also carried out under the same conditions. The results showed that the new quercetin-bonded phase exhibited an excellent reversed-phase chromatographic property with relatively weak hydrophobicity. However, it has an advantage over ODS in the fast separation of polar aromatic compounds because the quercetin ligand could provide various sites besides hydrophobicity, such as hydrogen bonding, dipole-dipole, n-n staking and charge transfer interactions. QUSP was performed in the baseline separations of ion- ized polar basic or acidic compounds, including pyridines, anilines, pyrimidines, purines and phenols with symmet- ric peak shape in common mobile phases without buffer salt within relatively short time. The natural ligands from herbs are readily available and contain a variety of active sites, which facilitate the exploration of industrial chromatographic separation materials for green products.