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Novel sea asparagus triterpenoid saponin reducing compound as well as preparation method and application thereof

A technology of triterpene saponins and compounds, applied in the field of new compounds of sea asparagus nortriterpene saponins and their preparation

Active Publication Date: 2013-09-18
NANJING AGRICULTURAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] Scholars at home and abroad have conducted relevant research on the chemical components of sea asparagus, and found a variety of compounds, such as: quercetin 3-O-β-D-glucoside, isorhamnetin 3-O-β-D-glucose Glycosides, chlorogenic acid derivatives 3-caffeoyl-4-dihydrocaffeoylquinic acid (CDCQ), isoquercin 6″-O-methyl oxalate, methyl 4-caffeoyl-3-dihydrocaffeoyl quinic acid, 3,5-dicaffeoylquinic acid, methyl 3,5-dicaffeoylquinic acid and 3,4-dicaffeoylquinic acid, etc.; There are less than 20 kinds of triterpenoid saponins, and there is only one report on nortriterpenoid saponins from sea asparagus (Qi-zhi Wang; Xiao-feng Liu; Yu Shan; et al.Two new nortriterpenoid saponins from Salicornia bigelovii Torr. and their cytotoxic activity. Fitoterapia.2012,83:742-749)

Method used

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  • Novel sea asparagus triterpenoid saponin reducing compound as well as preparation method and application thereof
  • Novel sea asparagus triterpenoid saponin reducing compound as well as preparation method and application thereof
  • Novel sea asparagus triterpenoid saponin reducing compound as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0020] The preparation of embodiment 1 compound

[0021] 22.6 kg of freshly picked sea asparagus aerial parts were crushed with a homogenizer, placed in a 20 L volumetric flask, soaked in 10 L of 80% acetone aqueous solution, and left to extract for 24 h; the extract was filtered through a Buchner funnel , the filtered sea asparagus residue was repeatedly extracted twice with 10 L of 80% acetone aqueous solution, and the extract was concentrated under reduced pressure to contain no acetone; it was extracted three times with an equal volume of ethyl acetate to remove most of the fat-soluble components, and the raffinate Extract with an equal volume of methanol 3 times, filter, take the upper layer, concentrate to dryness, and obtain methanol extract.

[0022] The methanol extract (85 g) was mixed with 60 g of silica gel in a dry method, and then mounted on an atmospheric column equipped with 200 g of silica gel (300-400 mesh), followed by petroleum ether-acetone (50:1, 20:1, 10...

Embodiment 2

[0032] Example 2 Test of antitumor activity

[0033] 1. Experimental method and reagent preparation

[0034] MTT method was used to determine the inhibitory effect of two compounds on A549 and hepG2 cells: take A549 (human lung cancer cells) and hepG2 (human liver cancer cells) in logarithmic growth phase, adjust the concentration of cell suspension, and add 100 μL per well to 96-well cells In the culture plate, plate to make the cell density to be tested 3000 / well, and in 5% CO 2 , in an incubator at 37°C for 4 h; 5 concentration gradients of 0.1, 1, 10, 25, and 50 μM were set for the samples to be tested, and 5 parallels were set for each concentration. Add 100 μL of sample solution or blank solution (cells, drug dissolution medium, and cell culture medium) to each well, culture for 72 h, add 20 μL of MTT solution (5 mg / mL, prepared in PBS solution) to each well, and continue to culture for 4 h. Centrifuge at 2,000 rpm for 8 minutes at 37°C, and remove the supernatant with...

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Abstract

The invention relates to a novel sea asparagus triterpenoid saponin reducing compound as well as a preparation method and application thereof, and belongs to the technical field of marine organisms. A novel triterpenoid saponin reducing compound with antineoplastic activity, as shown in the formula I, is prepared through the following steps of: with an aboveground part of freshly picked sea asparagus serving as a raw material, mashing the raw material; digesting with a 70-90% acetone aqueous solution for two to three times; performing pressure-reduced concentration on the extracting solution until no acetone is contained; extracting through equivoluminal ethyl acetate to remove most of fat soluble components; extracting the raffinate through equivoluminal methanol for two to three times; filtering; performing pressure-reduced concentration on a supernatant to obtain a methanol extract; processing the methanol extract by column chromatography on silica gel and Sephadex LH-20 column chromatography repeatedly; separating and purifying to obtain the product. The experiment result shows that the triterpenoid saponin reducing compound performs proliferation inhibition to tumor cells, can be used for preparing antineoplastic drugs and also can be used as a raw material for preparing healthy foods.

Description

technical field [0001] The invention belongs to the technical field of marine organisms, and relates to a new compound of sea asparagus nortriterpene saponin, a preparation method and application thereof. Background technique [0002] Salted sea asparagus is commonly known as salicornia or sea beans, and its scientific name is Salicornia bigelovii. It is a delicious, juicy, salty and crunchy green seawater vegetable. Studies have confirmed that sea asparagus lowers blood pressure and blood lipids, promotes the transformation of fat into muscle cells, promotes liver metabolism, improves human immunity and prevents Parkinson's disease. In vitro activity studies have shown that sea asparagus extract has significant antioxidant activity and antitumor activity. [0003] Scholars at home and abroad have conducted relevant research on the chemical components of sea asparagus, and found a variety of compounds, such as: quercetin 3-O-β-D-glucoside, isorhamnetin 3-O-β-D-glucose Glyc...

Claims

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Application Information

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IPC IPC(8): C07J63/00A61K31/58A61P35/00A23L1/29A23L33/00
Inventor 辛志宏赵育卉王惠王晓敏
Owner NANJING AGRICULTURAL UNIVERSITY