Oligomerization pineapple ginseng glycosaminoglycan and preparation method thereof

一种参糖胺、聚糖的技术，应用在低聚凤梨参糖胺聚糖及其制备领域，能够解决侧链岩藻糖基及硫酸化程度差异、FGAG应用价值差异等问题，达到治疗血栓性疾病的效果

Active Publication Date: 2010-06-09
SHENZHEN NEPTUNUS PHARM CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0011] (3) Differences in side chain fucosyl groups and sulfation degrees
Therefore, FGAG from different species can have significant differences in application value

Method used

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  • Oligomerization pineapple ginseng glycosaminoglycan and preparation method thereof
  • Oligomerization pineapple ginseng glycosaminoglycan and preparation method thereof
  • Oligomerization pineapple ginseng glycosaminoglycan and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0080] Example 1 THG Extraction, Depolymerization and Refining

[0081] 1.1 Materials

[0082] Pineapple ginseng, also known as plum flower ginseng (Thelenota ananas), is commercially available, and the internal organs are removed to dry the body wall.

[0083] Sea cucumber (Stichopus japonicus), commercially available, eviscerated and dried body wall.

[0084] Yuzu sea cucumber (H.leucospilota), commercially available, eviscerated and dried body wall.

[0085] Papain: 8 x 10 5 U / g, Nanning Pangbo Bioengineering Co., Ltd., Guangxi.

[0086] Cation exchange resin: 001×7 strongly acidic styrene-based cation exchange resin, Nankai University Resin Factory, Tianjin.

[0087] KOH, KCOCH 3 、H 2 o 2 , ethanol and other reagents are commercially available analytical reagents.

[0088] 1.2 Extraction

[0089] Take 20kg of dried pineapple ginseng, slice it into thin slices with a thickness of about 1.5mm, put it into a sandwich reaction tank (300L), add 200L of water, stir an...

Embodiment 2

[0112] Embodiment 2 THG / dTHG spectral analysis

[0113] Test samples: THG, dTHG-6, dTHG-9, the sources are the same as in Example 1.

[0114] Reference samples: SJG, SJG-1, the source is the same as in Example 1.

[0115] Detection spectrum: 1 H NMR; 1 H- 1 H COZY; 1 H- 1 H TOCSY; 1 H- 1 H NOESY; 13 C-NMR; DEPT-135°; 1 H- 13 C HSQC; 1 H- 13 C HMBC.

[0116] Detection conditions: solvent, D 2 O, 99.9 Atom% D (Norell); internal standard, trimethylsilyl-propionic acid (TSP-d4); temperature, 45°C.

[0117] Instrument, AVANCEAV 400 superconducting nuclear magnetic resonance spectrometer (Bruker, Switzerland, 400MHz).

[0118] Spectrum: see Figure 1 ~ Figure 4 .

[0119] Result analysis:

[0120] (1) Spectrum comparison between THG and dTHG:

[0121] figure 1 Display of THG, dTHG-6, dTHG-9 1 H NMR spectrum, in which the water peaks in dTHG-6 and dTHG-9 spectra are suppressed. From figure 1 It can be seen that the signal characteristics of THG, dTHG-6 and dT...

Embodiment 3

[0133] Example 3 THG / dTHG Biological Activity Detection

[0134] 3.1 Detection of platelet-inducing activity

[0135] Sample: dTHG-1~dTHG-10, source is the same as Example 1

[0136] Reference samples: dSJG-1~dSJG-4, the source is the same as in Example 1

[0137] Methods: New Zealand white rabbits were taken from the abdominal aorta, anticoagulated with 3.8% sodium citrate (1:9), centrifuged at 200×g for 8 minutes to obtain platelet-rich plasma (PRP), and centrifuged at 1500×g for 10 minutes to obtain platelet-poor plasma. PRP platelet count about 4.0×10 5 / mm 3 . Bron method (Born GVR. Nature, 1962, 194: 927) platelet aggregometer to detect the effect of samples on platelet aggregation. In the experiment, normal saline was used as the blank control, the final concentration of the sample was 200 μg / ml, the experiment was repeated three times, and the mean value of the maximum aggregation rate of platelets was calculated.

[0138] Results: See Table 4.

[0139] Table ...

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PUM

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Abstract

The invention discloses oligomerization pineapple ginseng glycosaminoglycan (dTHG). The weight-average molecular weight of the glycosaminoglycan is 8,000-20,000Da, and monosaccharide constituents comprise acetylgalactosaminyl (GaLNAc), glucuronic acid (GLcUA), fucose (Fuc) or sulfuric ester thereof (expressed by -OSO3-), wherein the molar ratio of the GaLNAc to the GLcUA to the Fuc to the -OSO3- is about 1:(+ / -0.3):(1+ / -0.3):(3.5+ / -0.5). The dTHG is a powerful endogenous factor X enzyme inhibitor, has good anticoagulation and anti-thrombus activity and can be used for preventing and / or treating thrombotic diseases. The invention also provides a method for preparing the dTHG, comprising the following steps of: (1) extracting and obtaining fucose glycosaminoglycan (THG) from the walls of pineapple ginseng bodies; (2) adopting a peroxide method or a peroxide method under the catalysis of an ionic catalyst of transition metal of the fourth period to depolymerize the THF so as to obtain dTHG; and (3) removing low molecular and / or high molecular impurity constituents in the dTHG.

Description

technical field [0001] The invention belongs to the technical field of medicine, and in particular relates to an oligomeric pineapple glycosaminoglycan and a preparation method thereof, a pharmaceutical composition containing the oligomeric pineapple glycosaminoglycan and its effect on the prevention and / or prevention of thrombotic diseases Use in therapy. The present invention is a further invention based on the invention patent application titled "oligo-fucosylated glycosaminoglycan and its preparation method" submitted by the applicant on November 6, 2009, with application number 200910110114.0. The entire text is incorporated into the description of the present invention in the form of references. technical background [0002] Fucose-branched Glycosaminoglycan (Fucose-branched Glycosaminoglycan, fucose-containingglycos-aminoglycan or Fucosylated Glycosaminoglycan, FGAG) or Fucose-branched Chondroitin Sulfate (FCS) refers to a class of or special glycosaminoglycans with...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08B37/00A61K31/715A61P7/02
CPCA61K31/737A61K31/726C08B37/0063A61P7/02
Inventor 赵金华康晖吴明一曾伟珍李姿高媛崔靖王志国冯汉林于琳
Owner SHENZHEN NEPTUNUS PHARM CO LTD
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