波谱学杂志2017，Vol.34Issue(4)：465-473,9.DOI:10.11938/cjmr20152418
柚皮素7-O-葡萄糖苷非对映异构体的NMR波谱分析
NMR Characterization of Flavanone Naringenin 7-O-Glycoside Diastereomer
摘要
Abstract
To discriminate R and S flavanone glycoside using NMR, the mixture of R and S naringenin 7-O-glycoside was first isolated from Gleditsia sinensis. 1H and 13C NMR data of the mixture were recorded with 1H NMR, 13C NMR, 1H-1H COSY, 1H-13C HSQC and 1H-13C HMBC in DMSO-d6 solution. The two diastereomers were then separated with chiral chromatographic isolation, with their absolute configurations determined by circular dichroism. To avoid the disturbance of protons from glucose residues to dihydroflavonoid, 1H NMR spectra were acquired for pure R and S naringenin 7-O-glycoside and their mixture in CD3CN. The two diastereomers showed the largest proton chemical shift differences at the end group of glucose residue (H-1″) with a chemical shift difference of 9.4 Hz. The OH-5 proton showed a chemical shift difference of 5.8 Hz. The chemical shift of the three protons on ring C were all influenced by configuration.关键词
核磁共振(NMR)/柚皮素7-O-葡萄糖苷/非对映异构体/圆二色光谱/结构解析Key words
NMR/naringenin 7-O-glycoside/diastereomer/circular dichroism/structure analysis分类
数理科学引用本文复制引用
孙丽娟,胡小芳,程寻,罗立廷,刘红兵,陈雷..柚皮素7-O-葡萄糖苷非对映异构体的NMR波谱分析[J].波谱学杂志,2017,34(4):465-473,9.基金项目
国家自然科学基金资助项目(31400304) （31400304）
波谱与原子分子物理国家重点实验室开放项目(T151203) （T151203）
中国科学院仪器设备功能开发技术创新项目(YG2012108, YG2012110, YG2011095). （YG2012108, YG2012110, YG2011095）
