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Medicinal composition of andrographolide derivative, and preparation method and uses thereof

A technology of andrographolide and composition, which is applied in the field of pharmaceutical composition of andrographolide derivatives and its preparation and application, can solve the problems of poor solubility and stability, and achieve simple and convenient preparation method, high stability, The effect of high productivity

Active Publication Date: 2014-10-29
JIANGZI QINGFENG PHARMACEUTICALS INC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Generally, after extracting andrographolide, it is prepared into injections of various water-soluble derivatives, such as adding sulfuric acid with sodium sulfite or adding reaction with sodium bisulfite, to obtain water-soluble sulfonate, sodium bisulfite andrographolide (Lianbizhi Injection), monopotassium succinate half ester, refined from andrographolide through esterification, dehydration, and salt formation 14-dehydroxyl-11,12-didehydroandrographolide-3,19- Potassium disuccinate half ester sodium salt (Yanhuning injection) or 14-dehydroxy-11,12-didehydroandrographolide-3,19-disuccinate half ester monopotassium salt, but the above salts are in water Poor solubility and stability

Method used

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  • Medicinal composition of andrographolide derivative, and preparation method and uses thereof
  • Medicinal composition of andrographolide derivative, and preparation method and uses thereof
  • Medicinal composition of andrographolide derivative, and preparation method and uses thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0050] Take andrographolide, add 3 times the amount of acetic anhydride (66.67%) and glacial acetic acid (33.33%) to dissolve, and slowly add 1.6 times the amount of andrographolide sulfuric acid (37.5%) and glacial acetic acid under stirring (62.5%) mixed solution for sulfonation, and keep the temperature of the reaction solution at 18~20°C, place it for 60 minutes to make sulfonation (16~20°C), add 7 times the amount of 95% ethanol, stir well, concentrate under reduced pressure to form a thick paste , add the same amount of purified water, stir well, adjust the pH to 7.0 with 50% NaOH, add 95% ethanol to make the alcohol content reach more than 85%, let it stand for 12 hours, recover ethanol under reduced pressure, bathe in water until almost no alcohol smell, and then Macroporous adsorption resin, ODS column chromatography separation, gradient elution with water: ethanol, the ratio of water is 90~10%, the ratio of ethanol is 10~90%, the eluate is collected in sections, deter...

Embodiment 2

[0065] Take andrographolide, add 3 times the amount of acetic anhydride (66.67%) and glacial acetic acid (33.33%) to dissolve, and slowly add 1.6 times the amount of andrographolide sulfuric acid (37.5%) and glacial acetic acid under stirring (62.5%) mixed solution for sulfonation, and keep the temperature of the reaction solution at 16~18°C, place it for 40 minutes to make sulfonation (16~18°C), add 7 times the amount of 95% ethanol, stir well, concentrate under reduced pressure to form a thick paste , add the same amount of purified water, stir well, adjust the pH to 7.0 with 50% NaOH, add 95% ethanol to make the alcohol content reach more than 85%, let it stand for 12 hours, recover ethanol under reduced pressure, bathe in water until almost no alcohol smell, and then Macroporous adsorption resin, ODS column chromatography separation, gradient elution with water: ethanol, the ratio of water is 90~10%, the ratio of ethanol is 10~90%, the eluate is collected in sections, deter...

Embodiment 3

[0067] Take andrographolide, add 3.2 times the amount of acetic anhydride (66.67%) and glacial acetic acid (33.33%) to dissolve, and slowly add 1.5 times the amount of andrographolide sulfuric acid (37.5%) and glacial acetic acid under stirring (62.5%) mixed solution for sulfonation, and keep the temperature of the reaction solution at 16~18°C, place it for 50 minutes for sulfonation (18~20°C), add 8 times the amount of 95% ethanol, stir well, concentrate under reduced pressure to form a thick paste , add an equal amount of purified water, stir well, adjust the pH to 6.5 with 30% NaOH, add 95% ethanol to make the alcohol content reach more than 85%, let it stand for 12 hours, recover ethanol under reduced pressure, bathe in water until almost no alcohol smell, and then Macroporous adsorption resin, ODS column chromatography separation, gradient elution with water: ethanol, the ratio of water is 90~10%, the ratio of ethanol is 10~90%, the eluate is collected in sections, determi...

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Abstract

The invention discloses a 7-dehydro-andrographolide-17-sulfonic acid-16-carboxylic acid (or carboxylate) and 9-dehydro-andrographolide-17-sulfonic acid-16-carboxylic acid (or carboxylate) composition, and a preparation method and antipyretic, anti-inflammatory and antiviral uses thereof. The 7-dehydro-andrographolide-17-sulfonic acid-16-carboxylic acid (or carboxylate) and 9-dehydro-andrographolide-17-sulfonic acid-16-carboxylic acid (or carboxylate) composition prepared by adopting the preparation method has completely same chemical properties with andrographolide. The composition has the characteristics of good water solubility, high thermal stability, small hemolysis and the like and maximally guarantees the pharmacological active effects of andrographolide pure natural medicines, and the above good uses of the composition cannot be obtained in advance if medical and pharmaceutical researchers do not do relevant experiments.

Description

[0001] technical field [0002] The present invention relates to a composition of 7-dehydro-andrographolide-17-sulfonic acid-16-carboxylic acid or its salt and 9-dehydro-andrographolide-17-sulfonic acid-16-carboxylic acid or its salt , preparation method and preparation medicine use thereof. [0003] Background technique [0004] Andrographis paniculata Andrographis paniculata (Burm.f.) The dry aerial part of Nees, chemical composition and pharmacological experiments show that the active ingredients of Andrographis paniculata are mainly diterpenoids represented by andrographolide [State Administration of Traditional Chinese Medicine. Zhonghua Materia Medica Volume 7 . Shanghai: Shanghai Science and Technology Press, 1999:439], the structure of andrographolide is: [0005] [0006] Molecular formula: C 20 h 30 o 5 , is a colorless square crystal, m.p.230-232℃, [α] 0 20 -126° (c0.2, H 2 o). Very bitter taste, soluble in methanol, ethanol, propanol, pyridine, sligh...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C309/23C07C303/32A61K31/191A61P29/00A61P31/04A61P31/12A61P31/16
Inventor 吕武清杨小玲谢宁刘地发程帆刘尧奇汤新乾刘鹏王章伟欧阳婷
Owner JIANGZI QINGFENG PHARMACEUTICALS INC
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