Berberine and its derivatives and synthetic method

A derivative, the technology of barberry, which is applied in the field of compound drug synthesis, can solve the problems of poor absorption, suboptimal drug absorption, large drug dose, etc., and achieve the goal of overcoming poor absorption by the human body, improving blood indicators, and simple synthesis method Effect

Inactive Publication Date: 2011-12-28
FUDAN UNIV +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, because berberine is a quaternary ammonium salt, there has always been the disadvantage of poor absorption, so the combination of oryzanol and berberine is often used clinically. The treatment results show that the combination of oryzanol and berberine can make berberine The absorption has been increased, which can make the blood indicators of the patients be comprehensively improved, and finally reach the normal range
However, practice also shows that when taking the above-mentioned medicines, there are still many shortcomings as follows, such as: taking as many as 33 pills a day, troublesome taking, large doses of medicines, less than ideal absorption of medicines, etc.
[0004] There are several reports at home and abroad to improve the method of absorbing berberine, but there are still many shortcomings that cannot be solved.

Method used

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  • Berberine and its derivatives and synthetic method
  • Berberine and its derivatives and synthetic method
  • Berberine and its derivatives and synthetic method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] Prepare hydrogenated berberine according to the following formula (2)

[0026]

[0027] Wherein, n=1, X=CH, Y=CH 2 C=O

[0028] Dissolve oryzanol (4) in pyridine, slowly add berberine-8-acetyl chloride (3) at room temperature, and stir at room temperature for 4 hours after the addition is complete. After the reaction is complete, pour the reaction mixture into stirring ice water to precipitate Crystallized, filtered, washed with water and dried to obtain crude product. Take the crude product and recrystallize it with ethanol to obtain the fine product of hydrogenated berberine (2).

Embodiment 2

[0030] Prepare hydrogenated berberine according to the following formula (2)

[0031]

[0032] Wherein, n=1, X=CH, Y=CH 2

[0033] Dissolve 8-chloroethyl berberine (3) in DMF, add oryzanol sodium salt, stir at 40°C for 10 hours, after the reaction is complete, pour the mixture into ice water under stirring, precipitate crystals, filter, wash with water, and dry , get crude products. Take the crude product and recrystallize it with ethanol to obtain the refined product of hydrogenated berberine (2).

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PUM

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Abstract

The invention belongs to the field of compound medicine synthesis, and relates to beibericin and its derivatives and a preparation method thereof. In the present invention, oryzanol and berberine derivatives are used as reaction starting materials, and chain reaction is carried out under appropriate conditions to obtain berberine and its derivative compounds of formula 1 and formula 2, and the fat solubility of the compound is obviously improved, Berberine and oryzanol, which are produced after decomposition in the body, can play a complementary role in the treatment of metabolic syndrome. The compound of the present invention overcomes the disadvantages of poor absorption of berberine by the human body, troublesome administration, and high dosage; it can be used as a drug for treating metabolic syndrome, especially cardiovascular disease, and can comprehensively improve various blood indexes of patients. The method of the present invention is simple and cheap , easy to industrialize.

Description

technical field [0001] The invention belongs to the field of compound drug synthesis, and specifically relates to beibericin and its derivatives and a preparation method thereof. Background technique [0002] At present, my country has entered an aging society, and the accompanying geriatric diseases have also received more and more attention. Among them, metabolic syndrome, such as hypertension, hyperlipidemia, hyperglycemia and hyperuric acid, is particularly prominent, and these diseases are becoming younger and younger. [0003] At present, in the clinical treatment of related metabolic syndrome, berberine drugs are often used, and they have shown very good therapeutic effects. However, because berberine is a quaternary ammonium salt, there has always been the disadvantage of poor absorption, so the combination of oryzanol and berberine is often used clinically. The treatment results show that the combination of oryzanol and berberine can make berberine The absorption o...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07J53/00C07J75/00A61K31/58A61P9/00A61P3/00
Inventor 张沪跃洪裕斌
Owner FUDAN UNIV
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