CN101235068A - Method for preparing hederacoside C from bindwood - Google Patents

Abstract

A method for preparing hedera helix glycoside C from hedera helix comprises drying and breaking hedera helix stems, adding into alcohol-water mixed solvent as an extract solvent to reflux and extract hedera helix crude extractive, adding the crude extractive into an ultrasonic wave generator, adding water and dissolving, using ether, acetic acid ethyl ester and butanol to respectively extract three times, dissolving the extractive via alcohol, mixing and adding acetic acid ethyl ester until no deposit generation, standing, filtering and collecting deposits, dissolving the deposits via methanol, using silicon gel as stationary phase, using the mixture of chloroform and methanol as flowing phase to process column chromatography elution, collecting eluent, freezing and drying to obtain the hedera helix glycoside with at least 98% purity. The invention has simple process, which can obtain hedera helix glycoside C single compound with at least 98% purity and is suitable for preparing hedera helix glycoside C.

Description

A kind of method that from ivy, prepares hederin C

Technical field:

The present invention relates to a kind of method for preparing hederin C, specifically is a kind of method for preparing hederin C from ivy.Belong to the Chinese medicine preparation field.

Background technology:

Ivy (Hedera nepalensis k.) is an Araliaceae Hedera plant, is distributed in provinces such as Central China, south China, southwest and sweet, Shan, and hederin C has significant biological activity, have and dispel the wind, dampness removing, flat liver, functions such as detoxifcation have very big pharmaceutical use and market outlook.At present, Rhizoma Calystegiae Hederaceae extract has been successfully used to treat respiratory tract disease, because this extract demonstrates spasmolysis, eliminates the phlegm and antijamming effect.These effects are especially owing to the important activity composition of Rhizoma Calystegiae Hederaceae extract, and this one-tenth belongs to triterpene saponin, and main saponin(e wherein is the hederin C (Hederacoside C) of disaccharide chain, molecular formula C ₅₉H ₉₆O ₂₆, molecular weight 1221.Because the significant biological action of hederin C, it has become the active skull cap components that people pay attention to, has very big pharmaceutical use and market outlook.

Chinese patent CN 1384110A discloses a kind of preparation method of ivy aglycon, mainly comprise hederin is degraded to the ivy aglycon by acid hydrolysis, and this invention is a preparation ivy aglycon from the Chinese medicine Radix Dipsaci.CN 1852724A and CN 1856317A disclose from Rhizoma Calystegiae Hederaceae and have prepared the method for extract and the extract of preparation in this way, but two methods all are through simple alcohol extracting, preparation be the ivy extract that contains hederin C tens percent.In addition, DE 3025223A1 discloses based on the pharmaceutical preparation of ivy extract and the method for preparing them, contains the extract that contains hederin C or α-hederin as 60% content of activeconstituents in the described preparation.This extract obtains with acetone and methyl alcohol, for hederin C is converted into α-hederin, in above-mentioned application, is hydrolyzed with sodium hydroxide or potassium hydroxide.

Summary of the invention

At the deficiency that existing method exists, the purpose of this invention is to provide a kind of hederin C monomer methods that from ivy, prepares.

A kind of method that from ivy, prepares hederin C, the concrete grammar step is as follows:

(1) ivy stem, leaf are collected, dry and pulverize;

(2) adding alcohol concn is that the ethanol-water mixed solvent of 30%-95% extracts 2 times as extracting solvent refluxing, the 6-10 that its consumption is respectively raw material by volume doubly, 3-7 doubly, extraction time is respectively 2-4 hour, 1-3 hour, merge extracted twice liquid, decompression and solvent recovery gets the ivy crude extract;

(3) the ivy crude extract is put into ultrasonic generator and be dissolved in water, this aqueous solution is extracted respectively three times with equal-volume ether, ethyl acetate and propyl carbinol successively;

(4) merge butanol extraction liquid, be evaporated to nearly back 95% dissolve with ethanol of doing;

(5) under agitation add ethyl acetate in the 95% dissolve with ethanol liquid gradually till no longer produce precipitation, leave standstill, filter the collecting precipitation thing;

(6) throw out dissolve with methanol is a stationary phase with silica gel, is that moving phase is carried out the column chromatography wash-out with the mixed solution of chloroform and methyl alcohol, chloroform and methyl alcohol volume ratio 50-70: 50-30;

(7) collect elutriant, the elutriant of collecting that contains hederin C is concentrated, lyophilize obtains purity greater than 98% hederin C.

Processing condition of the present invention are simple, and obtainable purity is fit to a large amount of preparation hederin C up to 98% hederin C simplification compound.

Embodiment

Provide specific embodiment below in conjunction with summary of the invention, the invention will be further described.

Embodiment 1

Get and do behaviour ivy stem, leaf 500g, pulverize, with 30% ethanol 4000mL, 2000mL priority reflux secondary under 80 ℃, return time was respectively 3 hours, 2 hours.Merge extracted twice liquid, decompression and solvent recovery gets the ivy crude extract.The ivy crude extract is put into ultrasonic generator add water 150mL dissolving, this aqueous solution is extracted respectively 3 times with equal-volume ether, ethyl acetate and propyl carbinol successively.Merge three times butanol extraction liquid, be evaporated to the nearly back of doing and dissolve with 95% ethanol 80mL.Under agitation add ethyl acetate in the 95% dissolve with ethanol liquid gradually till no longer produce precipitation, leave standstill 2 hours after-filtration collecting precipitation things.Throw out dissolves with small amount of methanol, is stationary phase with silica gel, uses chloroform: it is that moving phase is carried out the column chromatography wash-out that methyl alcohol equals 65: 35 mixed solution.Collect elutriant, the elutriant of collecting that contains hederin C is concentrated, lyophilize obtains hederin C 1.0759g, and detecting hederin C content through high performance liquid chromatography is 98.2%.

Embodiment 2

Get and do behaviour ivy stem, leaf 300g, pulverize, with 60% ethanol 3000mL, 1800mL priority reflux secondary under 80 ℃, return time was respectively 3 hours, 2 hours.Merge extracted twice liquid, decompression and solvent recovery gets the ivy crude extract.The ivy crude extract is put into ultrasonic generator add water 100mL dissolving, this aqueous solution is extracted respectively 3 times with equal-volume ether, ethyl acetate and propyl carbinol successively.Merge three times butanol extraction liquid, be evaporated to the nearly back of doing and dissolve with 95% ethanol 50mL.Under agitation add ethyl acetate in the 95% dissolve with ethanol liquid gradually till no longer produce precipitation, leave standstill 2 hours after-filtration collecting precipitation things.Throw out dissolves with small amount of methanol, is stationary phase with silica gel, uses chloroform: it is that moving phase is carried out the column chromatography wash-out that methyl alcohol equals 65: 35 mixed solution.Collect elutriant, the elutriant of collecting that contains hederin C is concentrated, lyophilize obtains hederin C 0.61849g, and detecting hederin C content through high performance liquid chromatography is 98.1%.

Embodiment 3

Get and do behaviour ivy stem, leaf 400g, pulverize, with 95% ethanol 3200mL, 2000mL priority reflux secondary under 80 ℃, return time was respectively 3 hours, 2 hours.Merge extracted twice liquid, decompression and solvent recovery gets the ivy crude extract.The ivy crude extract is put into ultrasonic generator add water 130mL dissolving, this aqueous solution is extracted respectively 3 times with equal-volume ether, ethyl acetate and propyl carbinol successively.Merge three times butanol extraction liquid, be evaporated to the nearly back of doing and dissolve with 95% ethanol 70mL.Under agitation add ethyl acetate in the 95% dissolve with ethanol liquid gradually till no longer produce precipitation, leave standstill 2 hours after-filtration collecting precipitation things.Throw out dissolves with small amount of methanol, is stationary phase with silica gel, uses chloroform: it is that moving phase is carried out the column chromatography wash-out that methyl alcohol equals 65: 35 mixed solution.Collect elutriant, the elutriant of collecting that contains hederin C is concentrated, lyophilize obtains hederin C 0.8526g, and detecting hederin C content through high performance liquid chromatography is 98.2%.

Claims (1)

1. method for preparing hederin C from ivy comprises:

(1) with ivy stem, leaf drying and pulverizing;

(2) adding alcohol concn is that the ethanol-water mixed solvent of 30%-95% extracts 2 times as extracting solvent refluxing, the 6-10 that its consumption is respectively raw material by volume doubly, 3-7 doubly, extraction time is respectively 2-4 hour, 1-3 hour, merge extracted twice liquid, decompression and solvent recovery gets the ivy crude extract;

(3) the ivy crude extract is put into ultrasonic generator and be dissolved in water, this aqueous solution is extracted respectively three times with equal-volume ether, ethyl acetate and propyl carbinol successively;

(4) merge butanol extraction liquid, be evaporated to nearly back 95% dissolve with ethanol of doing;

(5) under agitation add ethyl acetate in the 95% dissolve with ethanol liquid gradually till no longer produce precipitation, leave standstill, filter the collecting precipitation thing;

(6) throw out dissolve with methanol is a stationary phase with silica gel, is that moving phase is carried out the column chromatography wash-out with the mixed solution of chloroform and methyl alcohol, chloroform and methyl alcohol volume ratio 50-70: 50-30;

(7) collect elutriant, concentrate, lyophilize obtains purity greater than 98% hederin C.