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Preparation method and test method of CIS for Zhazhi glycoside

A technology of tristilbeside and cis, which is applied in the field of cis-tristilbene and its preparation, and can solve the problems that the research on impurities is still blank

Active Publication Date: 2017-04-26
KPC PHARM INC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, the research on impurities of trans-tristilbene is still blank at home and abroad

Method used

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  • Preparation method and test method of CIS for Zhazhi glycoside
  • Preparation method and test method of CIS for Zhazhi glycoside
  • Preparation method and test method of CIS for Zhazhi glycoside

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0080] Example 1: Separation and purification of cis-tristilbene

[0081] 1. Main instruments

[0082] Agilent 1100 high performance liquid chromatography (including online degasser, quaternary pump, automatic sampler, VWD detector) (Agilent), Bruker Avance 800M nuclear magnetic resonance (Bruker), CP225D analytical balance (Sartorius Company), Milli-Q ultrapure water machine (Millipore Company), Agilent QTOF 6540 mass spectrometer (Agilent Company), Buchi R-3 rotary evaporator (Buchi Company), ED-IE-50 freeze dryer (Shanghai Bilang Instrument Ltd.).

[0083] 2. Experimental materials

[0084] (1) Reagents: Methanol (analytical grade, Tianjin Fengchuan Chemical Reagent Technology Co., Ltd.), ultrapure water, trans-tristilbene sample (made by Kunming Pharmaceutical Research Institute, containing cis-tristilbene Glycoside about 2.0%), deuterated methanol (Sigma-Aldrich).

[0085] (2) Chromatographic column: Agilent ZORBAX SB-C 18 (250mm×9.4mm, 5μm)

[0086] 3. Separation a...

Embodiment 2

[0090] Example 2: Bioactivity assay

[0091] Thrombin is an important component of the body's blood coagulation system. It is a multifunctional protease produced in the damaged vascular endothelial cells. It is located in the latter part of the blood coagulation activation pathway and is an effector that triggers blood coagulation reactions. When the vascular intima is damaged, platelets adhere, aggregate, and activate to promote blood coagulation, thereby activating the coagulation system, and the prothrombin complex activates thrombin, turning fibrinogen into insoluble fibrin and forming a thrombus. Preliminary experiments have shown that trans-tristilbene has the activity of inhibiting thrombin, which is closely related to its efficacy in preventing and treating ischemic stroke.

[0092] In this experiment, the fluorescence method is used to determine that the combination of thrombin and the substrate promotes the exposure of the fluorescent group in the substrate, and the ...

Embodiment 3

[0114] Embodiment 3: Preparation of cis-tristilbene

[0115] 1. Main instruments

[0116] Agilent 1100 high performance liquid chromatography (including online degasser, quaternary pump, automatic sampler, VWD detector) (Agilent), CP225D analytical balance (Sartorius), Milli-Q ultrapure water machine ( Millipore Company), ZF-6 UV lamp (Shanghai Jiapeng Technology Co., Ltd.), Buchi R-3 rotary evaporator (Buchi Company), ED-IE-50 freeze dryer (Shanghai Bilang Instrument Co., Ltd.).

[0117] 2. Experimental materials

[0118] (1) Reagents: Methanol (analytical grade, Tianjin Fengchuan Chemical Reagent Technology Co., Ltd.), ultrapure water, tristilbene reference substance (made by Kunming Pharmaceutical Research Institute).

[0119] (2) Chromatographic column: Phenomenex Luna Su C 18 (2) column (250mm×4.60mm, 5μm) 3. Isomerization of trans-tristilbene

[0120] Take 130mg of trans-tristilbene glycoside sample, dissolve it in 50ml of methanol, irradiate it with a 365nm ultravio...

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Abstract

The invention relates to medical technology field, in particular to preparation method and test method of CIS for Zhazhi glycoside. The invention discloses the CIS for Zhazhi glycoside and the preparation method of CIS for Zhazhi glycoside. The process circuit of the preparation method of CIS for Zhazhi glycoside is short and the operation of the preparation method of CIS for Zhazhi glycoside is simple. The chemical compound, the CIS for Zhazhi glycoside, can be prepared and supplied steadily with the preparation method of CIS for Zhazhi glycoside. The operation of the preparation method of CIS for Zhazhi glycoside is simple and is easily achieved. The preparation method of CIS for Zhazhi glycoside can be used to qualitative analysis and quantitative analysis of impurities in trans-Zhazhi glycoside samples, which can improve the quality of the trans-Zhazhi glycoside. The preparation method and test method of CIS for Zhazhi glycoside can ensure the security of the trans-Zhazhi glycoside. The preparation method and test method of CIS for Zhazhi glycoside also have great significance on effectively using drugs.

Description

technical field [0001] The invention relates to the technical field of medicine, in particular to cis-tristilbene and its preparation method and detection method. Background technique [0002] Trizastilbene (Chinese chemical name: piceatannol-3'-O-β-D-glucopyranoside, English chemical name: piceatannol-3'-O-β-D-glucopyranoside) is obtained from Lhasa rhubarb ( Polyhydroxystilbene glycosides (stilbene glycosides) extracted from the roots and rhizomes of Rheum lhasaense A.J.Li etP.K.Hsiao). Because of its plant source Lhasa Rhubarb is also known as Quzha in Tibetan medicinal materials, the compound is called Trizastilbene. [0003] In the structure of tristilbene, there is a double bond between two benzene rings. Theoretically, when the π bond in the double bond cannot rotate freely, there are two sterically cis and trans isomers. Since trans-tristilbene (Formula II) is relatively stable in thermodynamics, all obtained in previous studies are trans-tristilbene, and the cis ...

Claims

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Application Information

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IPC IPC(8): C07H1/00C07H1/06C07H15/203G01N21/64G01N24/08G01N30/02G01N30/90
CPCC07B2200/09C07H1/00C07H1/06C07H15/203G01N21/64G01N24/087G01N30/02G01N30/90
Inventor 李宁陈云建龚云麒普俊学张建文杨兆祥
Owner KPC PHARM INC
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