Polysaccharide mixture derived from heparin, preparation method thereof, and pharmaceutical composition thereof
A mixture and polysaccharide technology, applied in the field of medicine, can solve the problems of decreased antithrombotic ability, low activity of anticoagulation factor IIa, etc.
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[0044] In a preferred example of the present invention, the preparation method comprises the steps of:
[0045] 1. In an inert solvent (such as dichloromethane), use a quaternary ammonium base (such as benzyltrimethylammonium hydroxide) to degrade heparin quaternary ammonium salt (such as heparin benzethoxyammonium salt).
[0046] Wherein, the temperature and time of the degradation reaction are not particularly limited, and usually the reaction temperature can be 5-80° C.; the reaction time is usually 1-10 days.
[0047] 2. The obtained heparin-derived polysaccharides can be separated and purified by conventional methods, such as alcohol precipitation, gel filtration, ultrafiltration, etc., and impurities and decolorization can be removed by sodium borohydride or hydrogen peroxide.
[0048] The heparin-derived polysaccharide mixture of the present invention has higher antithrombotic activity and lower side effects than natural heparin or low-molecular-weight heparin already o...
Embodiment 1
[0067] Preparation of heparin benzylethoxylate ammonium salt (raw material)
[0068] To an aqueous solution (1250 ml) of benzethonium chloride (270 g) was added a solution of commercially available heparin sodium (100 g) in water (1000 ml) (Note: heparin derived from porcine). After stirring for 30 minutes, a precipitate of heparin benzethonium salt formed. Then, the reaction mixture was filtered at room temperature to obtain a filter cake, which was washed with water and dried in vacuum to obtain 305 g of heparin benzethonium salt (white).
Embodiment 2
[0070] Preparation of heparin-derived polysaccharide mixture
[0071] 1. Heparin-derived polysaccharide mixture
[0072] The heparin benzethonium salt (10 g) obtained in Example 1 was dissolved in dichloromethane (50 ml), heated to 25° C. and maintained at the reaction temperature. To this solution, 14 ml of benzyltrimethylammonium hydroxide (40%, w / v) methanol solution was added, and the addition method was divided into 7 additions, 2 ml each time, with a time interval of 24 hours, so that the heparin was gradually degraded. Wherein after the last addition, react for another 24 hours, so the total reaction time is 168 hours.
[0073] Then the reaction mixture is cooled to about 20°C, 60ml of 10% sodium acetate methanol solution is added to the reaction mixture, and stirred, the precipitate is precipitated, filtered to obtain a filter cake, washed with methanol, and dried in vacuo to obtain a heparin-derived polysaccharide mixture (shallow yellow, 2.0 g).
[0074] 2. Purifi...
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