Andrographolide sulfonate and preparation method and application thereof

A technology of andrographolide, sulfonated compound, applied in the field of andrographolide sulfonated compound and preparation thereof, can solve problems such as complex process, achieve the effects of simple process, mild reaction conditions, and guaranteed yield and quality

Active Publication Date: 2019-06-28
大理金明动物药业有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] In the prior art, concentrated sulfuric acid is usually used to sulfonate andrographolide to obtain water-soluble andrographolide sulfonate. The sulfonation efficiency of this process is complex and needs further improvement

Method used

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  • Andrographolide sulfonate and preparation method and application thereof
  • Andrographolide sulfonate and preparation method and application thereof
  • Andrographolide sulfonate and preparation method and application thereof

Examples

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Effect test

Embodiment 1

[0031] This embodiment provides an andrographolide and a preparation method thereof. In the preparation method, sulfur trioxide is used as a sulfonating agent to sulfonate andrographolide, which has the characteristics of high reactivity and mild reaction conditions. Specific steps are as follows:

[0032] Step 1: take andrographolide and the first solvent, and dissolve the andrographolide in the first solvent to obtain an andrographolide solution. Take sulfur trioxide solid or liquid, and dissolve sulfur trioxide in the second solvent to obtain sulfur trioxide solution. Wherein, the second solvent is a non-aqueous, aprotic solvent.

[0033] Step 2: adding the sulfur trioxide solution into the andrographolide solution at a uniform speed, reacting under stirring conditions, and obtaining a reaction liquid after the reaction is completed, adjusting the pH of the reaction liquid to neutral with lye, and volatilizing to remove the solvent to obtain a crude product.

[0034] Step...

Embodiment 2

[0036] This embodiment provides an andrographolide and a preparation method thereof. In the preparation method, sulfur trioxide is used as a sulfonating agent to sulfonate andrographolide, which has the characteristics of high reactivity and mild reaction conditions. Specific steps are as follows:

[0037] Step 1: Take 15g of andrographolide and methanol, and dissolve the andrographolide in methanol to obtain a 30wt% andrographolide solution. Take 1 g of liquid sulfur trioxide, and dissolve the sulfur trioxide in methylene chloride to obtain a sulfur trioxide solution with a concentration of 15 wt%.

[0038] Step 2: add the sulfur trioxide solution into the andrographolide solution at a uniform speed, react under 40-60r / min stirring condition, the reaction is completed to obtain the reaction solution, adjust the pH of the reaction solution to neutral with lye, and volatilize to remove the solvent to obtain the crude product .

[0039] Step 3: Dissolving the crude product in ...

Embodiment 3

[0041] This embodiment provides an andrographolide and a preparation method thereof. In the preparation method, sulfur trioxide is used as a sulfonating agent to sulfonate andrographolide, which has the characteristics of high reactivity and mild reaction conditions. Specific steps are as follows:

[0042] Step 1: Take 17g of andrographolide and acetone, and dissolve the andrographolide in the acetone to obtain a 20wt% andrographolide solution. Take 1 g of liquid sulfur trioxide, and dissolve the sulfur trioxide in chloroform to obtain a sulfur trioxide solution with a concentration of 10 wt%.

[0043] Step 2: Add the sulfur trioxide solution to the andrographolide solution at a uniform speed, react at 40°C for 1 hour at a stirring speed of 40-60r / min to obtain a reaction solution, adjust the pH of the reaction solution to 7.0 with lye, and remove the solvent by rotary evaporation. The crude product was obtained.

[0044] Step 3: Dissolving the crude product in distilled wat...

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Abstract

The invention discloses an andrographolide sulfonate and a preparation method and application thereof, and relates to the technical field of pharmacy. The method comprises the following steps of: dissolving andrographolide in a first solvent; dissolving sulfur trioxide in a second solvent, wherein the second solvent is a non-aqueous or non-protic solvent; adding the sulfur trioxide into the andrographolide to react to obtain a reaction solution, adjusting the pH of the reaction solution to be neutral, and removing the solvent to obtain a crude product; and dissolving the crude product in distilled water, filtering to obtain a filtrate, removing the solvent to obtain a solid, and drying to obtain the andrographolide. The method uses sulfur trioxide as a sulfonating agent of andrographolide,and has the advantages of high reaction activity and mild conditions. The reaction system is an anhydrous system, and can effectively avoid sulfur trioxide and water from generating concentrated sulfuric acid, thereby avoiding hydrolysis damage and dehydration carbonization of the product and ensuring the yield and quality of the product. The method has simple process and convenient operation, and is suitable for industrial production. The andrographolide sulfonate has the effects of prolonging antibody protection period, increasing body weight and resisting tumor.

Description

technical field [0001] The invention relates to the technical field of pharmacy, in particular to andrographolide sulfonate and its preparation method and application. Background technique [0002] Andrographolide (andrographolide) is one of the main active ingredients of the traditional Chinese medicine andrographolide. Modern medical research has proved that andrographolide has the functions of clearing heat, detoxifying, antibacterial and anti-inflammatory, and has special curative effect on bacterial and viral upper respiratory tract infections and dysentery, and is known as a natural antibiotic drug. [0003] Andrographolide is a diterpenoid lactone compound with extremely poor water solubility and almost insoluble in water. Therefore, how to efficiently convert andrographolide into water-soluble derivatives through structural modification, and retain its pharmaceutical activity or make it have new pharmaceutical activity is a technical difficulty that modern researche...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D307/60A61K31/365A61P35/00A61P3/00
CPCY02A50/30
Inventor 王为民李纪前杨梧刘发龙唐志新杨红霞胡永萍刘晓菊
Owner 大理金明动物药业有限公司
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