Two stationary phases prepared by natural active ingredient diosin and application in TCM quality control and chiral separation

Baochun Shen, School of Pharmaceutical Science & Yunnan Key Laboratory of Pharmacology Nature Products, Kunming Medical University, Kunming, Yunnan, China (PRC) (b.shen@kmmu.edu.cn)

Considering that herbal medicine processes various medical functions and characteristic natural structures, the research on designing, developing and applying new chromatographic separation materials while taking advantage of these features has a great significance on the advance study and exploiting of the rich resource of natural products in China. This subject is also a valued topic in the field of chromatography and its relative applications.With the help of this theory, some stationary phases with ligands extracted from medicinal plants had been prepared. They are quick and highly selective for structure similar compounds. Besides, modifier or derivative natural products can be bonded to the surface of silica gel to prepare HPLC chiral stationary phases (CSP). This type of HPLC CSPs were proven to be highly efficient.

We applied the “One-pot method”, choosing the natural active ingredient dioscin, namely Polyphyllin III, an important ingredient for the synthesis of various steroid hormone drugs, bonded to the surface of silica gel to get dioscin stationary phase (D), then two derivative stationary phases were prepared, namely the phenyl isocyanate-dioscin bonded silica stationary phase (Phe-D) and the 3,5-dimethyl phenyl isocyanate-dioscin bonded silica stationary phase (DMP-D), respectively.

The application of Phe-D and DMP-D were evaluated by achiral and chiral analytes. Gongxuening capsule, a widely used traditional chinese medicine(TCM) which to treat gynecological disease and the main active ingredients are Polyphyllins. Because of the good separation ability for similar compounds, the HPLC fingerprint analysis for 10 batches of Gongxuening capsule, were conducted by Phe-D and DMP-D, respectively. Meanwhile, the Phe-D and DMP-D produced accurate results when used respectively to measure the content of Polyphyllins in the Gongxuening capsule. Amino acids were chosen as the chiral analytes and the Phe-D and DMP-D also exhibited certain resolution ability for the chiral separation of 10 α-amino acids including Lysine, Leucine, Cysteine, Arginine, Isoleucine, Threonine, Serine, Valine, Alanine and Histidine. These results indicated that the two self-made natural product stationary phases, Phe-D and DMP-D had the potential application in quality control of TCM and chiral separation as well. It offers a new application choice for natural products in China.

Keywords: self-made natural product stationary phase, dioscin, quality control of TCM, chiral separation.

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Abstract Reference & Short Personal Biography of Presenting Author

Baochun Shen is a professor of pharmaceutical analysis at Kunming Medical University, Kunming, Yunnan Province, China. She received her PhD degree in analytic chemistry in Zhejiang University in 2007. She visited Georgia Institute of Technology in 2012 as a visiting scholar and visited GEORG-SIMON-OHM University of Applied Science in 2005 as a visiting student. She has been a Full Professor since 2014.

Professor Shen’s research activity essentially concerns the enantioseparation of chiral drugs and the preparation of chiral stationary phases. She selected antibiotics, diocin, binol as chiral ligand to prepare nearly 30 chiral stationary phases (CSP). These self-made CSPs showed good enantioseparation ability on amino acids, amino alcohol, chiral quinolones, etc. Furthermore, prof. Shen focus on the preparation of materials for purification, such as molecular imprinted polymers. Professor Shen also engages in pharmacokinetics of chiral drugs. The results of her research have been published over 40 publications and obtained three authorized patents.

In recent 5 years, prof. Shen finished a youth project funded by National Natural Science Foundation of China (NSFC). She hosts a NSFC project, a Science and Technology Planning Project of Yunnan province right now.