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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: 2015-04-22
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] Example 1 Preparation of compound

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

[0022] The methanol extract (85 g) was mixed with 60 g silica gel dry method, and then loaded on an atmospheric column equipped with 200 g silica gel (300-400 mesh), followed by petroleum ether-acetone (50:1, 20:1, 10:1). , 5:1, 1:1, 1:10, 1:50, 1:100, 0:1), acetone-meth...

Embodiment 2

[0032] Example 2 Test of anti-tumor activity

[0033] 1. Experimental method and reagent preparation

[0034] MTT method was used to determine the inhibitory effects of two compounds on A549 and hepG2 cells: A549 (human lung cancer cells) and hepG2 (human liver cancer cells) in logarithmic growth phase were taken, and the concentration of the cell suspension was adjusted. 100 μL per well was added to 96-well cells In the culture plate, spread the plate so that the cell density to be tested is 3000 / well, and the 2 , 37 ℃ incubator for 4 h; the samples to be tested are set with 5 concentration gradients of 0.1, 1, 10, 25, 50 μM, each concentration is set 5 parallel, and the zero adjustment hole and the control well are set at the same time. Add 100 μL of sample solution or blank solution (cells, drug lysis medium, cell culture solution) to the wells, and add 20 μL of MTT solution (5 mg / mL, PBS solution configuration) to each well after culturing for 72 hours. Continue to incubate for...

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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 biology, and relates to a new compound of sea asparagus nortriterpene saponin and its preparation method and application. Background technique [0002] Salted sea asparagus is commonly known as salicornia or sea peas, and its scientific name is Salicornia bigelovii (Salicornia bigelovii). It is a delicious, juicy, salty and crispy green sea 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 show that sea asparagus extract has significant antioxidant activity and anti-tumor activity. [0003] Researchers at home and abroad have successively carried out relevant studies on the chemical components of sea asparagus and discovered a variety of compounds, such as: quercetin 3-O-β-D-glucoside, isorhamnetin 3...

Claims

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Application Information

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Patent Type & Authority Patents(China)
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