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Method for converting diester-type and ester-type aconite alkaloids into monoester pyrolysis-type alkaloids

A technology for alkaloids and aconitum, which is applied in the field of monoester pyrolysis alkaloids, and can solve problems such as poor reproducibility, poor water solubility, and low conversion efficiency

Active Publication Date: 2009-12-02
CHANGCHUN INST OF APPLIED CHEMISTRY - CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] For the conversion of aconitum diester alkaloids to monoester alkaloids, in traditional Chinese medicine, it is mainly realized through the processing of this type of traditional Chinese medicine (including steaming, boiling, sand scalding and adding auxiliary materials, etc.), However, these methods have poor reproducibility, and most of the obtained products are a mixture of hydrolyzed monoester hydrolyzed alkaloids and pyrolyzed monoester pyrolyzed alkaloids, and the conversion efficiency is not high. The availability of alkali is very low, because the alkaloids of lipid type aconitum have low polarity and poor water solubility, and they are mostly not dissolved in the decoction process and remain in the medicinal residues (Rapid Commun.Mass Spectrom.2003; 17:279-284 )

Method used

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  • Method for converting diester-type and ester-type aconite alkaloids into monoester pyrolysis-type alkaloids
  • Method for converting diester-type and ester-type aconite alkaloids into monoester pyrolysis-type alkaloids
  • Method for converting diester-type and ester-type aconite alkaloids into monoester pyrolysis-type alkaloids

Examples

Experimental program
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Effect test

Embodiment 1

[0017] Add 1 mg of mesoaconitine standard substance into 100 ml of pyridine. At this time, pyridine is submerged in the added standard substance, and heated to 115° C. and boiled and refluxed for 2 hours to obtain monoester pyrolysis type alkaloid deacetic acid mesoaconitine (m / z 572).

[0018] The obtained reaction product was diluted 100 times with methanol and then detected by electrospray mass spectrometry. According to its relative abundance ratio equal to the molar concentration ratio in electrospray mass spectrometry, the conversion rate of aconitine was 91%. The alkaloid components in the system after the reaction were deacetated mesoaconitine (m / z 572) and incompletely reacted mesoaconitine (m / z 632).

Embodiment 2

[0020] Add 1 mg of mesoaconitine standard substance into 100 ml of pyridine. At this time, the pyridine is submerged in the added standard substance, and heated to 115° C. and boiled and refluxed for 6 hours to obtain monoester pyrolysis type alkaloid deacetic acid mesoaconitine (m / z 572).

[0021] The obtained reaction product was diluted 100 times with methanol and then detected by electrospray mass spectrometry. According to its relative abundance ratio equal to the molar concentration ratio in electrospray mass spectrometry, the conversion rate of aconitine was 92%. The alkaloid components in the system after the reaction were deacetated mesoaconitine (m / z 572) and incompletely reacted mesoaconitine (m / z 632).

Embodiment 3

[0023] Add 1 mg of the standard substance of aconitine to 100 ml of pyridine. At this time, the pyridine was submerged in the standard substance added, and heated to 115° C. and boiled and refluxed for 8 hours to obtain the monoester pyrolysis type alkaloid deacetic acid, aconitine (m / z 572).

[0024] The obtained reaction product was diluted 100 times with methanol and then detected by electrospray mass spectrometry. According to its relative abundance ratio equal to the molar concentration ratio in electrospray mass spectrometry, the conversion rate of aconitine was 93%. The alkaloid components in the system after the reaction were deacetated mesoaconitine (m / z 572) and incompletely reacted mesoaconitine (m / z 632).

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Abstract

The invention provides a method for converting diester-type and ester-type aconite alkaloids into monoester pyrolysis-type alkaloids. The method comprises the following steps: adding an aconite alkaloids material into pyridine, making the pyridine submerge the aconite alkaloids material, heating the mixture to 115 DEG C, and boiling and refluxing the mixture for 2 to 8 hours to obtain a product, wherein the aconite alkaloids material is an aconitine standard product, a medium aconitine standard product or a defective aconitine standard product, or dried powder of Chinese medicinal aconite root or radix aconiti agrestis. The product is detected by using electric spray mass spectrometry and the structure of the product is determined. The method converts virulent diester-type aconite alkaloids into the monoester pyrolysis-type alkaloids so as to achieve the aims of attenuation and synergism; in addition, the method converts the ester-type aconite alkaloids into the monoester pyrolysis-type alkaloids so as to increase the source and yield of the monoester pyrolysis-type alkaloids. The conversion rate of converting the diester-type aconite alkaloids into the monoester pyrolysis-type alkaloids is more than 90 percent, and the conversion rate of converting the ester-type aconite alkaloids into the monoester pyrolysis-type alkaloids is more than 80 percent.

Description

technical field [0001] The invention belongs to the technical field of traditional Chinese medicine, and in particular relates to a method for converting diester type and fat type aconitum alkaloids into monoester pyrolysis type alkaloids. technical background [0002] Aconitum traditional Chinese medicine is a commonly used traditional Chinese medicine, which has the effects of restoring yang and rescuing the adversity, expelling cold and dampness, and warming and supporting kidney yang. Modern studies have shown that this type of traditional Chinese medicine has pharmacological effects such as strengthening the heart, lowering blood pressure, slowing down the heart rate, analgesic, anti-inflammatory, local anesthesia, anti-cold, and exciting the adrenal cortex system. These traditional Chinese medicines all contain diterpene alkaloids, which are collectively called aconitum alkaloids, including diester aconitum alkaloids, monoester alkaloids and lipid aconitum alkaloids, a...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D221/22
Inventor 刘淑莹刘文龙宋凤瑞刘志强董欣
Owner CHANGCHUN INST OF APPLIED CHEMISTRY - CHINESE ACAD OF SCI
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