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(2S,3S,4R,9E)-2-[(2'R)-2'-hydroxyl-nonacosane amide]-octadecanoic-1,3,4-triol and preparing method and application thereof

A 29-carbon amide and 18-carbon technology is applied in the directions of amide active ingredients, carboxylic acid amide separation/purification, carboxylic acid compound separation/purification, etc., which can solve the problem of insignificant dietary effect, high price, and few effective compounds. and other problems, to achieve the effect of good research and development and application prospects, easy operation and few steps

Inactive Publication Date: 2016-10-12
QINGDAO UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0002] American ginseng is a relatively expensive traditional Chinese medicine, which can be used for diseases such as wind-heat cold, cough with phlegm, measles rubella, sore throat, etc. There are many beneficial ingredients in American ginseng, but the price is expensive, and the therapeutic effect is not good. Significantly, in recent years, relevant scholars have conducted a large number of studies on American ginseng. The research shows that the extract of American ginseng plays a role in cardiovascular diseases, and has the functions of regulating blood lipids, preventing atherosclerosis, and preventing coronary heart disease. At present, it has successfully isolated There are very few effective compounds, so it is imminent to study the separation of drugs with high efficacy, long-lasting stability and low price from Panax ginseng

Method used

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  • (2S,3S,4R,9E)-2-[(2'R)-2'-hydroxyl-nonacosane amide]-octadecanoic-1,3,4-triol and preparing method and application thereof
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  • (2S,3S,4R,9E)-2-[(2'R)-2'-hydroxyl-nonacosane amide]-octadecanoic-1,3,4-triol and preparing method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0033] (2S,3S,4R,9E)-2-[(2′R)-2′-Hydroxy-nonacosanamide]-octadec-1,3,4-triol and 2-hydroxypentacosane acid preparation

[0034] Soak 20kg of herbal decoction pieces of American ginseng in 90% ethanol, reflux in a water bath at 60°C for 8 hours, extract twice, combine twice to obtain the extract of American ginseng; concentrate under reduced pressure, recover ethanol, and obtain a relatively pure extract of American ginseng . After adding an appropriate amount of water to suspend the extract water; sequentially extract and purify with 3 times the volume of petroleum ether, 3 times the volume of chloroform, 3 times the volume of ethyl acetate, and 3 times the volume of n-butanol to obtain 4 different poles. After concentration under reduced pressure, 90 g of the petroleum ether fraction, 90 g of the chloroform fraction, 78 g of the ethyl acetate fraction, and 290 g of the n-butanol fraction were obtained.

[0035] The part of ethyl acetate was mixed, put on the column, separat...

Embodiment 2

[0037] (2S,3S,4R,9E)-2-[(2′R)-2′-Hydroxy-nonacosanamide]-octadec-1,3,4-triol and 2-hydroxypentacosane acid preparation

[0038] Soak 20kg of herbal decoction pieces of American ginseng in 95% ethanol, reflux in a 70°C water bath for 6 hours, extract twice, combine twice to obtain the extract of American ginseng; concentrate under reduced pressure, recover ethanol, and obtain a relatively pure extract of American ginseng . After adding an appropriate amount of water to suspend the extract water; sequentially extract and purify with 3 times the volume of petroleum ether, 3 times the volume of chloroform, 3 times the volume of ethyl acetate, and 3 times the volume of n-butanol to obtain 4 different poles. After concentration under reduced pressure, 98g of petroleum ether fraction, 100g of chloroform fraction, 80g of ethyl acetate fraction and 300g of n-butanol fraction were obtained.

[0039] The part of ethyl acetate was mixed, put on the column, separated by silica gel column...

Embodiment 3

[0041] (2S,3S,4R,9E)-2-[(2′R)-2′-Hydroxy-nonacosanamide]-octadec-1,3,4-triol and 2-hydroxypentacosane acid preparation

[0042] Soak 20kg of herbal decoction pieces of American ginseng in 95% ethanol, extract in a 80°C water bath for 5 hours under reflux, extract twice, combine twice to obtain the extract of American ginseng; concentrate under reduced pressure, recover ethanol, and obtain a relatively pure extract of American ginseng . After adding an appropriate amount of water to suspend the extract water; sequentially extract and purify with 3 times the volume of petroleum ether, 3 times the volume of chloroform, 3 times the volume of ethyl acetate, and 3 times the volume of n-butanol to obtain 4 different poles. After concentration under reduced pressure, 95g of petroleum ether fraction, 95g of chloroform fraction, 80g of ethyl acetate fraction and 296g of n-butanol fraction were obtained.

[0043]The part of ethyl acetate was mixed, put on the column, separated by silic...

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PUM

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Abstract

The invention discloses a novel compound (2S,3S,4R,9E)-2-[(2'R)-2'-hydroxyl-nonacosane amide]-octadecanoic-1,3,4-triol deriving from great burdock roots. The structural formula of the compound is shown in the description. The compound has a selection inhibition effect on cholesterol acyltransferase, can be effectively used for controlling and treating diseases including hyperlipidemia, atherosclerosis and coronary heart disease, and has broad research, development and application prospects. The number of steps for preparing the compound is small, operation is easy, and the obtained compound is natural and free of toxicity.

Description

technical field [0001] The invention relates to the technical field of extraction of active ingredients of traditional Chinese medicines, in particular to (2S, 3S, 4R, 9E)-2-[(2′R)-2′-hydroxy-nonacosamide]-octadecane derived from Panax ginseng Carbon-1,3,4-triol and its preparation method and application. Background technique [0002] American ginseng is a relatively expensive traditional Chinese medicine, which can be used for diseases such as wind-heat cold, cough with phlegm, measles rubella, sore throat, etc. There are many beneficial ingredients in American ginseng, but the price is expensive, and the therapeutic effect is not good. Significantly, in recent years, relevant scholars have carried out a lot of research on American ginseng. Studies have shown that the extract of American ginseng plays a role in cardiovascular diseases, and has the functions of regulating blood lipids, preventing atherosclerosis, and preventing coronary heart disease. Currently, it has succe...

Claims

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Application Information

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IPC IPC(8): C07C235/08C07C231/24C07C59/01C07C51/42C07C51/47A61K31/164A61K31/20A61P3/06A61P9/10A61P9/00
CPCA61K31/20C07C51/42C07C51/47C07C231/24C07C235/08C07C59/01
Inventor 韩彦弢王春波朱莉陈雪红
Owner QINGDAO UNIV
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