Aminopyridine type acetyl synanthrin and preparation method thereof

A technology of aminopyridine acetyl inulin and aminopyridine, which is applied in the field of daily chemicals and achieves the effects of easy promotion, low cost and high yield

Active Publication Date: 2014-04-30
YANTAI INST OF COASTAL ZONE RES CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, there are few reports on the utilization of this renewable resource compared to other polysaccharides with better utilization.

Method used

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  • Aminopyridine type acetyl synanthrin and preparation method thereof
  • Aminopyridine type acetyl synanthrin and preparation method thereof
  • Aminopyridine type acetyl synanthrin and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0034] The synthetic route of aminopyridine chloroacetyl inulin is as follows.

[0035]

[0036] Wherein R is a pyridine compound containing an amino group, and the average value range of n is 10-35.

[0037] In this example, the target compound aminopyridine acetylinulin was synthesized according to the above synthetic route.

[0038] 1) Preparation of chloroacetyl inulin: 3.2g inulin (see figure 1 ) was dissolved in 100mL distilled water at room temperature for 20min, and after adding 4.4mL chloroacetyl chloride, reacted at room temperature for 24h. , to obtain the cyan product chloroacetyl inulin (see figure 2 ) 2.5g, set aside. Chloroacetyl inulin is blue powder or lumpy solid, easily soluble in cold and boiling water and various organic reagents without being pasty, yellow transparent liquid.

[0039] 2) Preparation of 4-aminopyridine acetyl inulin: 0.5 g of chloroacetyl inulin (see figure 2 ) into 20mL DMF (N,N-dimethylformamide), then add 2-3 times the molar a...

Embodiment 2

[0043] The difference from Example 1 is:

[0044] 1) Preparation of chloroacetyl inulin: 3.2g inulin (see figure 1 ) was added to 100mL distilled water and dissolved at room temperature for 20min, after adding 4.4mL chloroacetyl chloride, reacted at room temperature for 12h, after the reaction was completed, concentrated by rotary evaporation under reduced pressure, and precipitated with 50mL acetone after cooling, suction filtered, washed, and vacuum freeze-dried , to obtain the cyan product chloroacetyl inulin (see figure 2 ) 1.8g, set aside.

[0045] 2) Preparation of 4-aminopyridine acetyl inulin: 0.5 g of chloroacetyl inulin (see figure 2 ) into 20mL DMF (N,N-dimethylformamide), then add 1.5 times the molar amount of aminopyridine compound, and react at 50°C for 12h. After the reaction, precipitate with acetone, suction filter, wash, and dialyze 36h, vacuum freeze-drying to obtain the target product. The target product is a blocky solid which is readily soluble in w...

Embodiment 3

[0047] The difference from Example 1 is:

[0048] 1) Preparation of chloroacetyl inulin: 3.2g inulin (see figure 1 ) was dissolved in 50mL distilled water at room temperature for 20min, added 4.4mL chloroacetyl chloride, and reacted at room temperature for 8h. , to obtain the cyan product acetyl inulin (see figure 2 ) 1.2g, set aside.

[0049] 2) Preparation of 4-aminopyridine acetyl inulin: 0.5 g of chloroacetyl inulin (see figure 2 ) into 20mL DMF (N,N-dimethylformamide), then add 1 times the molar amount of aminopyridine compound, and react at 50°C for 24h. After the reaction, precipitate with acetone, suction filter, wash, and dialyze 36h, vacuum freeze-drying to obtain the target product.

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Abstract

The invention relates to the daily chemical field and the medical industry, and particularly relates to aminopyridine type acetyl synanthrin and a preparation method thereof. The structural formula of the aminopyridine type acetyl synanthrin is as shown in formula (1) in the specification. The preparation method comprises the following steps: firstly, reacting synanthrin with chloroacetyl chloride, then reacting with aminopyridine, and purifying to finally obtain the aminopyridine type acetyl synanthrin as shown in the formula (1), wherein the molar weight of chloroacetyl chloride is 1-2 times that of the synanthrin; the molar weight ratio of the aminopyridine to acetyl synanthrin is (2-3):1. According to the aminopyridine type acetyl synanthrin and the preparation method provided by the invention, the reaction is simple and convenient, high efficiency is realized, promotion is easy to implement, and required equipment and raw materials are easy to get. A research shows that the derivative has good water solubility and remarkable antioxidant activity, improves the biological activity of the synanthrin, widens the application range of the synanthrin, and can be widely applied to the daily chemical and medical fields.

Description

technical field [0001] The invention relates to the field of daily chemicals and the pharmaceutical industry, in particular to an aminopyridine acetyl inulin and its preparation. Background technique [0002] Inulin, also known as inulin, is a biological polysaccharide. It is produced by connecting D-fructofuranose molecules with β-(2,1) glycosidic bonds, and the end of each inulin molecule is connected with a glucose residue with α-(1,2) glycosidic bonds. The degree of polymerization is usually 2-60, the average The degree of polymerization is 10. [0003] Inulin is a safe, non-toxic and easy-to-obtain plant polysaccharide, which widely exists in some microorganisms and fungi in nature. However, inulin mainly exists in plants as energy storage substances, such as Jerusalem artichoke, chicory, salsify, dahlia tubers, etc. Among them, Jerusalem artichoke is the main raw material source for inulin production. Jerusalem artichoke, commonly known as Jerusalem artichoke and g...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08B37/18A61K31/733A61P39/06
Inventor 郭占勇胡云霞王刚董方李青李琬聪周婷
Owner YANTAI INST OF COASTAL ZONE RES CHINESE ACAD OF SCI
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