Method for preparing high-purity capsaicin monomer

A capsaicin and high-purity technology, applied in the separation/purification of carboxylic acid amides, organic chemistry, etc., can solve the problems of difficult quality control, high price, and inability to separate, and achieves a mild separation environment, short separation time, and no loss of samples Effect

Active Publication Date: 2010-04-07
SHANDONG ANALYSIS & TEST CENT
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] Existing studies have shown that the absolute content and relative content of each component of capsaicin contained in peppers from different origins and varieties are different, each component cannot be accurately quantified, and the quality is difficult to control, which leads to the application of capsicum alkaloids in the field of medicine. restricted
In addition, because the structures of capsicum alkaloid components are very similar, among them, capsaicin and dihydrocapsaicin are only the difference between the single and double bonds at the 6th position of the carbon chain, and conventional separation methods cannot separate them
The products obtained by the technology described in Chinese patents CN1153711A, CN1267666A, CN1392135A, etc. are all capsicum total alkaloids of different purity, and what patent CN1915967A obtains is only a kind of capsicum alkaloid monomer, and it has not yet been seen that three kinds of high-purity capsicums are prepared simultaneously Report on Alkaloid Monomer
However, crude capsicum alkaloids cannot induce neuropeptide activity clinically, because some phenolic substances in the crude product can antagonize the effect of capsaicin on neuropeptides and aggravate pain and inflammation. Therefore, capsicum alkaloids must be purified before they can play a role
At present, the monomeric capsaicin used in domestic medical research units is all imported from abroad, and the price is very expensive

Method used

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  • Method for preparing high-purity capsaicin monomer
  • Method for preparing high-purity capsaicin monomer
  • Method for preparing high-purity capsaicin monomer

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0021] Embodiment 1: get capsicum 3000g pulverize and extract with 80% ethanol reflux 3 times (every time 1h), suction filtration, filtrate depressurizes to near dryness, add the diethyl ether and sherwood oil mixed solution that volume ratio is 1: 6 recrystallization, Place to obtain capsicum total alkaloid crude extract 9.3g, separate and prepare high-purity capsaicin monomer with the method of the present invention.

[0022] A semi-preparative high-speed countercurrent chromatograph is used to separate and prepare high-purity capsaicin monomer from capsicum total alkaloids with carbon tetrachloride, chloroform, ethanol and water as the solvent. First, carbon tetrachloride, chloroform, ethanol and water are used to configure the above solvent system in a separatory funnel with a volume ratio of 3:1:4:2, shake it up and let it stand for stratification. Separate the upper and lower phases, take the upper phase as the stationary phase, and the lower phase as the mobile phase, a...

Embodiment 2

[0024] Example 2: After taking 3000g of capsicum and pulverizing it, extract it 3 times with 60% ethanol under reflux (each time for 1h), filter it with suction, depressurize the filtrate to nearly dryness, add a mixed solution of diethyl ether and sherwood oil with a volume ratio of 1:6 for recrystallization, Place to obtain capsicum total alkaloid crude extract 8.5g, separate and prepare high-purity capsaicin monomer with the method of the present invention.

[0025]A semi-preparative high-speed countercurrent chromatograph is used to separate and prepare high-purity capsaicin monomer from total alkaloids of capsicum by using dichloromethane, methanol and water as solvents. Firstly, dichloromethane, methanol and water are arranged in the above-mentioned solvent system in a separatory funnel at a volume ratio of 4:3.5:2, shake well and then stand for stratification. After a period of equilibrium, the upper and lower phases are separated, and the upper and lower phases are take...

Embodiment 3

[0028] Embodiment 3: Separation The selected solvent system is carbon tetrachloride: methylene chloride: methanol: water is 3: 1: 1: 2, and the rest of the test steps are the same as in Example 1. 35 mg of dihydrocapsaicin with a purity of 98.4%, 74 mg of capsaicin with a purity of 99.3%, and 2.61 mg of nordihydrocapsaicin with a purity of 98.2% were obtained.

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Abstract

The invention discloses a method to prepare high-purity capsaicin monomers. The separation solvent system is composed of alkyl halies, alcohol, water, etc. The separation solvent system is arranged inthe separating funnel, and is shaken and then kept still for stratification, the upper phase is taken as fixed phase and the lower phase as mobile phase. A proper dosage of sample is weighed and dissolved in the mixed solution of the upper phase and the lower phase. Firstly, the fixed phase is pumped to fill fully a chromatographic separation column at the specified flow rate, and then the head end of the column is connected with a six-way sample-feeding valve. The speed controller is started; when the rotational speed reaches to 800r / min, the sample solution is pumped into the mobile phase atthe flow rate of 2.0mL / min; when the mobile phase effuses from the chromatographic column, the sample is loaded, and each separated peak is collected; high-performance liquid chromatography (HPLC) is adopted to measure the purity, and three monomers i.e. dihydrocapsaicin, capsaicin and nordihydro-capsaicin are achieved. The method is applicable to the preparation of such three high-purity capsaic in monomers by the crude extracts of the capsaicin obtained through various approaches. The method is characterized in simple operation, low production cost and free of organic solvent residue; and the method can be promoted for the preparation of high-purity capsaicin monomers.

Description

technical field [0001] The invention relates to a countercurrent chromatography preparation and separation method, in particular to a method for separating and preparing high-purity capsaicin monomer from capsicum total alkaloid crude extract by high-speed countercurrent chromatography (HSCCC). Background technique [0002] Pepper Capsicumfrutescens L var.conoides Bailey is a perennial herbaceous plant of the genus Capsicum in the family Solanaceae. Its fruit can be used not only as edible spices, but also as medicine. Traditional Chinese medicine believes that chili has the functions of dredging meridian and activating collaterals, promoting blood circulation and removing blood stasis, dispelling wind and cold, appetizing and invigorating stomach, nourishing liver and improving eyesight, warming the middle and lowering qi, inhibiting bacteria and oxygen, and preventing insect erosion. Therefore, it is often called "red medicinal material" and is used to prevent and treat ce...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C233/17C07C231/24
Inventor 王晓刘建华李福伟耿岩玲王岱杰
Owner SHANDONG ANALYSIS & TEST CENT
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