Correction of Chemical Structure of Vaccarin According to 2015 Edition of

ZHOU Guo-hong; XU Meng-ying; ZHANG Xiao; GUO Ri-xin; YU Xian-kuo; TANG Li-ying; WANG Zhu-ju

doi:10.13422/j.cnki.syfjx.20180712

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Correction of Chemical Structure of Vaccarin According to 2015 Edition of

更新时间：2024-01-04

- Correction of Chemical Structure of Vaccarin According to 2015 Edition of
- Chinese Journal of Experimental Traditional Medical Formulae Vol. 24, Issue 7, Pages: 51-55(2018)
- 作者机构：
- 作者简介：
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- DOI：10.13422/j.cnki.syfjx.20180712
  CLC： R284.1
- Published：2018
- 稿件说明：
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ZHOU Guo-hong, XU Meng-ying, ZHANG Xiao, et al. Correction of Chemical Structure of Vaccarin According to 2015 Edition of [J]. Chinese journal of experimental traditional medical formulae, 2018, 24(7): 51-55.
DOI：

ZHOU Guo-hong, XU Meng-ying, ZHANG Xiao, et al. Correction of Chemical Structure of Vaccarin According to 2015 Edition of [J]. Chinese journal of experimental traditional medical formulae, 2018, 24(7): 51-55. DOI： 10.13422/j.cnki.syfjx.20180712.

摘要

目的：对2015年版《中国药典》收载的中药王不留行的对照品王不留行黄酮苷的化学结构进行修正。方法：采用大孔吸附树脂及硅胶柱色谱对王不留行药材进行化学成分分离，得到化合物1，运用化学方法、高效液相色谱法及紫外光谱、红外光谱、核磁共振波谱、质谱等波谱方法进行结构鉴定。并且将该化合物与王不留行黄酮苷对照品（购于中国食品药品检定研究院）进行薄层、高效液相、核磁（一维及二维）和红外等方法进行数据比对分析，结果两者均一致。结果：原王不留行黄酮苷的黄酮母核4'位上连接的葡萄糖，正确连接位置应该在7位上，王不留行黄酮苷的化学结构应该是芹菜素-6-C-[α-L-阿拉伯糖-（1→2″）-β-D-葡萄糖]-7-O-β-D-葡萄糖苷。结论：王不留行黄酮苷的化学结构应修改为芹菜素-6-C-[α-L-阿拉伯糖-（1'"→2″）-β-D-葡萄糖]-7-O-β-D-葡萄糖苷。该化合物鉴定的关键是4'-OH的信号，在核磁共振氢谱和HMBC谱中是较难得到的，如果要得到明显信号，需要在实验中选择较低的样品浓度，并且以DMSO-d6为溶剂。根据2015年版《中国药典》，王不留行黄酮苷是王不留行药材质量标准的定量成分，所以它的化学结构准确性对于国家法典的权威性而言有较大意义。

Abstract

Objective: Correct the chemical structure of vaccarin

which has content limit in Vaccaria segetalis according to the 2015 edition of Chinese Pharmacopoeia. Method: A serial of methods was utilized

such as chemical methods

high performance liquid chromatography (HPLC)

UV Radiation

Infrared Radiation (IR)

nuclear magnetic resonance (NMR) and mass spectra (MS). Result: The glc linked to position 4' of apigenin originally should be linked to position 7

suggesting that the chemical of vaccarin should be apigenin 6-C-[α-L-arabinopyranosyl-(1'"→2″)-β-D-glucopyranosyl]-7-O-β-D-glucopyranoside. Conclusion: The chemical structure of vaccarin should be revised as apigenin 6-C-[α-L-arabinopyranosyl-(1'"→2″)-β-D-glucopyranosyl]-7-O-β-D-glucopyranoside. Vaccarin is the quantitative composition of Vaccariae Semen in the 2015 edition Chinese Pharmacopoeia

which highlights the great significance of the accuracy of its chemical structure.

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