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Methyl reduced oleanane triterpenoid saponin, preparation method of its active composition and application thereof

A technology for normethyloleanane and methyloleanane is applied in the field of preparation and application of normethyloleanane-type triterpene saponins and active compositions thereof, and can solve problems such as limited application and the like

Active Publication Date: 2015-09-16
SHENYANG PHARMA UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although Huanglaguo has great medicinal value, there are still no relevant reports about its chemical composition and medicinal mechanism at home and abroad, which greatly limits its application.

Method used

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  • Methyl reduced oleanane triterpenoid saponin, preparation method of its active composition and application thereof
  • Methyl reduced oleanane triterpenoid saponin, preparation method of its active composition and application thereof
  • Methyl reduced oleanane triterpenoid saponin, preparation method of its active composition and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028] Huanglaguo root 4kg, crushed and extracted three times with 12 times, 10 times and 8 times of 35% alcohol at 80°C, filtered (3 hours for the first time, 2 hours for the second time, 2 hours for the third time) and combined The filtrate was recovered from the solvent or evaporated to dryness until the alcohol concentration was less than 5%, diluted with water to 4 liters, and extracted with petroleum ether, dichloromethane, ethyl acetate, and n-butanol at a ratio of 1:2, and extracted 4 liters respectively. Once, the n-butanol extract was combined, the solvent was reclaimed, and the extract was obtained, which was separated by silica gel column chromatography, and 1.5 grams of silica gel was added for every gram of extract to mix the sample packing column, and the dichloromethane / methanol system 20:1, 15:1 , 12:1, 10:1, 7:1, 5:1, 3:1, 2:1 gradient elution. Fractions of 10:1-2:1 were separated by ODS, methanol / water 1:9, 2:8, 3:7, 5:5, 6:4, 7:3 gradient elution, compound ...

Embodiment 2

[0030] Huanglaguo root 4kg, crushed and extracted three times with 12 times, 10 times and 8 times of 95% alcohol at room temperature, (4 hours for the first time, 4 hours for the second time, 3 hours for the third time) filtered, combined Filtrate, recover the solvent or evaporate to dryness until concentrated to no alcohol smell, add water to dilute to 2 liters, use non-polar macroporous adsorption resin D-101 to separate, mobile phase is methanol / water, pass through water, 40%, 85% in turn Methanol was eluted to obtain 40% alcohol eluate, further separated by silica gel column chromatography, adding 1.5 grams of silica gel for every gram of extract and mixing sample packing, using dichloromethane / methanol system 20:1, 15:1, 12: 1, 10:1, 7:1, 5:1, 3:1, 2:1 gradient elution. Take the fraction of 10:1-2:1 and use ODS to separate it, and pass 1:15, 1:10, 3:20, 1:5, 1:4, 1:3, 2:5, 1:1, 4: 3 was eluted with an acetonitrile / water gradient, and compounds 2 (5.6 mg) and 1 (4.3 mg) w...

Embodiment 3

[0032] 3 kg of yellow wax fruit stems, heated and extracted three times at 80°C with 12 times, 10 times and 8 times of 60% alcohol after crushing, (4 hours for the first time, 3 hours for the second time, 3 hours for the third time) filtered, combined Filtrate, recover the solvent or evaporate to dryness until the alcohol concentration is less than 5%, add water to dilute to 6 liters, extract with cyclohexane, chloroform, ethyl acetate, n-butanol at a ratio of 1:1, and extract twice respectively, the target compound It is mainly enriched in the n-butanol layer, the n-butanol extract is combined, the solvent is recovered, and the extract is obtained, which is separated by silica gel column chromatography, and 1.5 grams of silica gel is added to each gram of the extract to mix the sample and packed into the column, and the dichloromethane / methanol system is used 20:1, 15:1, 12:1, 10:1, 7:1, 5:1, 3:1, 2:1 gradient elution. Take the fraction of 10:1-2:1 and use ODS to separate it, a...

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Abstract

The invention belongs to the technical field of medicine, which relates to two methyl reduced oleanane triterpenoid saponin compound stauntonia brachyanthera saponin, and two mthyl reduced oleanane triterpenoids have the following structure. The invention also comprises two compound compositions, its preparation method, and the exploitation and application of the composition on medicine, health product and functional food for anti inflammatory, analgesia, liver protecting, and dieresis.

Description

technical field [0001] The invention belongs to the technical field of medicine, and relates to two new normethyl oleanane type triterpene saponins, flavonoid saponins, namely: 3-O-α-L-arabinopyranosyl-(1→3)-α-L -arabinopyranosyl-(1→3)-α-L-Ara binopyranosyl-[β-D-xylopyranosyl-(1→2)]30-norolean-12-en-28-oic acidα-L-rhamnopyranosyl-(1→4 )-β-D-glucopyranosyl-(1→6)-β-D-glucopyra nosyl ester and 3β,20α,24-trihydroxy-29-norolean-12-en-28-oic acid24-O-6′-O- acetyl-β-D-glucopyranoside, and the active composition containing these two new compounds and their separation, preparation, development and application in anti-inflammatory, analgesic, hepatoprotective, diuretic drugs, health products and functional foods. Background technique [0002] Huanglaguo (Stauntonia brachyanthera Hand-Mazz) is a plant of the genus Papaya in Akebiaceae, which is widely distributed in southern China. Because the fruit shape is similar to pork kidney, it is commonly known as "pork kidney" in the local a...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07J63/00C07H15/256C07H1/08A61K31/704A61P29/00A61P1/16A61P7/10A23L1/30
CPCA23V2002/00C07H1/08C07H15/256C07J63/008A23V2200/30
Inventor 孟大利王子豪张建华徐丽焕
Owner SHENYANG PHARMA UNIVERSITY
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