色谱Issue(1)：96-102,7.DOI:10.3724/SP.J.1123.2015.06038
功能化苯甲酰胺基-β-环糊精手性固定相的制备及其对黄烷酮对映体的拆分
Preparation of phenylcarbamoylated β-cyclodextrin chiral stationary phases and the enantioseparation of flavonoids
摘要
Abstract
Cyclodextrin ( CD ) based chiral stationary phases ( CSPs ) have simulated great attention due to their unique chiral recognition ability. Functionalized cyclodextrins bonded sili-ca gel as chiral stationary phases have been dramatically developed due to their chemical stabil-ity and solvent tolerability. To explore the functionalization of phenylcarbamoylated β-cyclodex-trin CSPs on their enantioselectivities,4-chloro-3-methylaniline and 5-chloro-2-methyl phenyl isocyanate were employed. Two CSPs have been thus developed by clicking the CD derivatives onto alkynylated silica support. They include per-4-chloro-3-methylphenylcarbamoylated β-cyclodextrin clicked CSP( CSP1)and per-5-chloro-2-methylphenylcarbamoylated β-cyclodextrin clicked CSP( CSP2),which have both electron-donating( methyl)and withdrawing( chlorine) groups in the phenylcarbamate moieties,but different locations. The CSPs were successfully characterized in terms of structure using nuclear magnetic resonance( NMR ),Fourier trans-form infrared spectroscopy( FT-IR ) and elementary analysis. Their enantioselectivities were evaluated in reversed-phase high performance liquid chromatography( HPLC). The comparison study on the enantioseparation of nine flavonoids with the two CSPs demonstrates the higher enantioselectivities of CSP1 over CSP2,because of the different locations of electron-donating (methyl)and withdrawing(chlorine)groups in the phenylcarbamate moieties of CD deriva-tives. The baseline enantioseparations achieved in water/methanol as mobile phase offered great potential for the CSPs to be used in practical application.关键词
高效液相色谱/环糊精/手性固定相/点击化学/黄烷酮/对映体拆分Key words
high performance liquid chromatography ( HPLC )/cyclodextrin ( CD )/chiral stationary phase( CSP)/click chemistry/flavonoids/enantioseparation分类
化学化工引用本文复制引用
林宇洲,周杰,唐键,唐卫华..功能化苯甲酰胺基-β-环糊精手性固定相的制备及其对黄烷酮对映体的拆分[J].色谱,2016,(1):96-102,7.基金项目
国家自然科学基金项目（21305066）．@@@@National Natural Science Foundation of China（ Grant No．21305066）． （）
