Cis-tristilbene and its preparation method and detection method

A technique of tristilbene glycoside and detection method, which is applied in the field of medicine and can solve the problems of blank research on impurities and the like

Active Publication Date: 2019-04-02
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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  • Cis-tristilbene and its preparation method and detection method
  • Cis-tristilbene and its preparation method and detection method
  • Cis-tristilbene and its preparation method and detection method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

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

[0081] 1. Main instruments

[0082] Agilent 1100 high performance liquid chromatograph (including online degasser, quaternary pump, autosampler, VWD detector) (Agilent), Bruker Avance 800M nuclear magnetic resonance instrument (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 Bilan Instruments Limited).

[0083] 2. Experimental materials

[0084] (1) Reagents: methanol (analytical purity, Tianjin Fengchuan Chemical Reagent Technology Co., Ltd.), ultrapure water, trans-triza stilbene sample (made by Kunyao Group Co., Ltd. Institute of Medicine, containing cis-triza stilbene) Glycoside about 2.0%), deuterated methanol (Sigma-Aldrich company).

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

[0086]...

Embodiment 2

[0090] Example 2: Determination of biological activity

[0091] Thrombin is an important factor in the body's coagulation system. It is a multifunctional protease produced in the injured vascular endothelial cells. It is located at the back of the coagulation activation pathway and is an effector that triggers the coagulation reaction. When the vascular intima is damaged, platelets adhere, aggregate, and activate to promote blood coagulation, thereby activating the coagulation system. The prothrombin complex activates thrombin, turning fibrinogen into insoluble fibrin and forming a thrombus. Early experiments showed that trans-traza stilbene 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 the combination of thrombin and the substrate to expose the fluorescent group in the substrate. The enzyme reaction produces fluorescence at the e...

Embodiment 3

[0114] Example 3: Preparation of cis-traza stilbene

[0115] 1. Main instruments

[0116] Agilent 1100 high performance liquid chromatograph (including online degasser, quaternary pump, autosampler, VWD detector) (Agilent), CP225D analytical balance (Sartorius), Milli-Q ultrapure water machine ( Millipore company), ZF-6 ultraviolet 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 purity, Tianjin Fengchuan Chemical Reagent Technology Co., Ltd.), ultra-pure water, Quza stilbene reference substance (made by Kunyao Group Co., Ltd. Institute of Medicine).

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

[0120] Take 130 mg of trans-traza stilbene glycoside sample, dissolve it in 50ml methanol, irradiate it under 365nm ultraviole...

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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 present invention relates to the technical field of medicine, in particular to cis-traza stilbene and a preparation method and detection method thereof. Background technique [0002] Quza stilbene (Chinese chemical name: paclitaxel-3'-O-β-D-glucopyranoside, English chemical name: piceatannol-3'-O-β-D-glucopyranoside) is derived from Lhasa rhubarb ( Rheum lhasaense AJLi etP.K.Hsiao) polyhydroxy stilbene glycosides (stilbene glycosides) extracted from the roots and rhizomes. Because its plant source Lhasa rhubarb is also known as Quzha in Tibetan medicinal materials, the compound is called Quzha stilbene. [0003] In the structure of traza stilbene, there is a double bond between two benzene rings. Theoretically, when the π bond in the double bond cannot rotate freely, there are two spatially cis and trans isomers. Since trans-traza stilbene glycosides (formula II) are thermodynamically stable, all previous studies have obtained trans-traza stilbene glyc...

Claims

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Application Information

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Patent Type & Authority Patents(China)
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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