2-furoacridone-beta-dihydroagarofuran sesquiterpene compound in leafy parnassia, and preparation method and application thereof

A technology of dihydro agarwood furans and sesquiterpenes, which is applied in the field of medicine, can solve the research on the anti-tumor activity of 2-keto-β-dihydro agarwood furans compounds with complex and diverse structure types, complex and diverse substitution types, and 2-keto-β-dihydro agarwood furans. Issues that have not been reported

Inactive Publication Date: 2013-05-01
NORTHWEST A & F UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] Although the parent structure of β-dihydroagarfuran compounds is simple, the number of substituents varies from 2 to 9, and the substitution types are complex and diverse, so the structure types of these compounds are complex and diverse
Most of the existing β-dihydroagarwood furan compounds with insecticidal and anti-tumor activities have a 4-β hydroxyl group as the core structure, while 2-keto-β-dihydroagarwood furan compounds have a rare structure, and have No report on the anti-anti-tumor activity of 2-keto-β-dihydroagarfuran compounds

Method used

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  • 2-furoacridone-beta-dihydroagarofuran sesquiterpene compound in leafy parnassia, and preparation method and application thereof
  • 2-furoacridone-beta-dihydroagarofuran sesquiterpene compound in leafy parnassia, and preparation method and application thereof
  • 2-furoacridone-beta-dihydroagarofuran sesquiterpene compound in leafy parnassia, and preparation method and application thereof

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0019] Compound preparation

[0020] 1. Extraction

[0021] The dry weight of the whole herb of Xanthium chinensis is 1250g, and it is extracted with 95% ethanol at room temperature for 5 times, each time for 12 hours. After rotary evaporation to dryness, the ethanol phase extract was obtained, then suspended in water, followed by extraction with petroleum ether, ethyl acetate, and n-butanol to obtain 36.43 g of petroleum ether phase, 9.52 g of ethyl acetate phase, and 13.00 g of n-butanol phase. g and the aqueous phase 35.37 g.

[0022] Two, rough classification

[0023] After the ethyl acetate extract of cocklebur heptaacetate was suspended in water, it was extracted with petroleum ether, ether, ethyl acetate and n-butanol respectively to obtain C-E-1 (petroleum ether extraction layer), C-E-2 (ether extraction layer), C-E- 3 (ethyl acetate extraction layer, 5 g), C-E-4 (n-butanol extraction layer).

[0024] 3. Separation

[0025] Take 5 g of C-E-3 extract, dissolve with...

Embodiment 2

[0039] In vitro anti-tumor experiment

[0040] 1. Determination of tumor cell inhibition rate: MTT method

[0041] Tested cell lines: Two cell lines of human liver cancer cell HepG2 and human breast cancer cell line MDA-10 were selected.

[0042] Operation steps: Inoculate 2.5×10 per well in a 96-well plate 4 Each cell was incubated in a carbon dioxide cell incubator at 37°C for 6 hours, the culture solution in each well was sucked off, monomer compounds were added and cultured for 72 hours, stained with methylene blue staining, and the absorbance value was detected with a microplate reader. Investigate and compare the inhibitory rate of monomeric compounds on tumor cell proliferation.

[0043] 2. Test results

[0044] Table 2 Compounds inhibit the IC of different tumor cell proliferation 50 Value (μM)

[0045] Test sample

[0046] The test results showed that (1S, 4R, 5S, 6R, 7R, 8S, 9S, 10R)-1β-acetoxy-6β, 9β-dibenzoyloxy-2-keto-8β-hydroxyl-β- Dihydro agarwoo...

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PUM

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Abstract

The invention discloses 2-furoacridone-beta-dihydroagarofuran sesquiterpene compound in leafy parnassia, and a preparation method and the application thereof. The method concretely comprises the step that a new beta-dihydroagarofuran sesquiterpene compound is separated from leafy parnassia plant in family saxifragaceae, with the molecular formula being C31H34O9. Modern spectral analysis determines the chemical structure and the spatial configuration of the compound, and the compound is named (1S, 4R, 5S, 6R, 7R, 8S, 9S, 10R)-1beta-acetoxyl-6beta, 9beta-diphenyl methanoyl-2-keto-8beta-oxhydryl-beta-dihydroagarofuran. In vitro antitumor test shows that the compound has obvious inbibitional effect on the proliferation of HepG2 human body hepatoma carcinoma cells and MDA-10 human body breast cancer cells. The compound can provide lead compound for researching new antineoplastic drugs, and provide an important theoretical basis for developing and utilizing a new plant origin--leafy parnassia plant in family saxifragaceae of beta-dihydroagarofuran sesquiterpene compound.

Description

technical field [0001] The invention belongs to the technical field of medicine, and relates to an anti-tumor compound, in particular to a new 2-keto-β-dihydroagarfuran sesquiterpene compound from Xanthium chinensis and its preparation method and application. Background technique [0002] Malignant tumor is a disease that seriously endangers human life. Its mortality rate is second only to cardiovascular and cerebrovascular diseases, and its incidence is increasing year by year. The study of anticancer drugs has been the focus and focus of the world's pharmaceutical research for many years. The clinical application of anti-tumor chemical drugs is greatly limited due to their high toxicity and side effects. Therefore, finding new anti-tumor active drugs from natural products has attracted more and more attention in recent years. [0003] At present, natural β-dihydroagarfuran compounds are mainly obtained from Euonymus plants. In recent decades, hundreds of β-dihydroagarfur...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D307/94A61K31/343A61P35/00A61P1/16A61P15/14
Inventor 王冬梅李登武浦文君刘建军
Owner NORTHWEST A & F UNIV
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