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Six novel flavone saponin meroterpenoid compounds in clinopodium chinense

A mixed-source terpene and compound technology, applied in 6 new compound fields, can solve problems such as no patents or literature reports

Inactive Publication Date: 2016-11-16
INST OF MEDICINAL PLANT DEV CHINESE ACADEMY OF MEDICAL SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] Compounds 1-6 involved in the present invention are mixed-source terpenoids containing flavonoids and saponins. This mixed-source terpenoid is discovered for the first time. So far, the above research results have not been patented or reported in the literature.

Method used

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  • Six novel flavone saponin meroterpenoid compounds in clinopodium chinense
  • Six novel flavone saponin meroterpenoid compounds in clinopodium chinense
  • Six novel flavone saponin meroterpenoid compounds in clinopodium chinense

Examples

Experimental program
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Effect test

Embodiment example 1

[0030] Embodiment one The preparation of compound described in the present invention

[0031] After crushing 15kg of the above-ground part of the spinach, extract twice with 70% ethanol under reflux, and recycle the ethanol to obtain about 1.8kg of extract. After dissolving the extract in 6000ml of water, extract three times with 6000ml of petroleum ether, 2000ml each time, recover the solvent under reduced pressure to obtain petroleum ether extract (FS, 100g); extract three times with 18000ml ethyl acetate, 6000ml each time, reduce The solvent was recovered under pressure to obtain ethyl acetate extract (FY, 700g), extracted three times with 18000ml n-butanol, 6000ml each time, and the solvent was recovered under reduced pressure to obtain n-butanol extract (FZ, 310g). The n-butanol layer was treated with D101 macroporous adsorption resin, eluted with water, 20% ethanol, 85% ethanol, and 95% ethanol in sequence, and the 50-85% ethanol eluate (180 g) was combined. The 20-85% ...

Embodiment example 2

[0032] Example 2 Characterization of the compound of the present invention

[0033] The structure of compounds 1-6 was determined by testing their physical and chemical properties and spectral data.

[0034] The spectral data of compounds 1-6 are shown in Table 1-3 and the structure is shown below.

[0035]

[0036] Spectral data (600MHz, Pyridine-d 5 )

[0037]

[0038]

[0039]

[0040] Spectral data (600MHz, Pyridine-d 5 )

[0041]

[0042]

[0043] The spectral data of table 3 compound 5-6 (600MHz, Pyridine-d 5 )

[0044]

[0045]

[0046] The high-resolution mass spectrometry data of compounds 1-11 are shown in Table 7

[0047] Table 7 High resolution mass spectrometry data of compounds 1-11

[0048] sample name

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Abstract

The invention relates to application for patent protection for chemical structures of six flavone saponin meroterpenoid compounds with a novel structure and separated from clinopodium chinense, as well as an application of the six flavone saponin meroterpenoid compounds in preparation of drugs for treatment and / or prevention of cardiovascular diseases. Herb of clinopodium chinense is extracted with water or / and an alcohol solvent, and after the n-butyl alcohol extract is purified and enriched through macroporous resin, an 50-85% ethanol eluate is obtained. Six novel flavone saponin meroterpenoid components are obtained through separation of the 50-85% ethanol eluate through various separation techniques of column chromatography and the like. The chemical structures of the six flavone saponin meroterpenoid compounds with novel structures, which are obtained after separation, are identified through a modern spectrum technique (IR, UV, MS, 1D-NMR, 2D-NMR), and are separately named as clinoposide A(1), clinoposide B (2), clinoposide C (3), clinoposide D (4), clinoposide E (5), and clinoposide D (6). The six new compounds are structurally characterized by being flavone saponin meroterpenoid compounds with the novel structures.

Description

technical field [0001] The present invention relates to six new compounds separated from the aerial parts of Clinopodium chinense (Benth.) O Kuntze, a plant of Labiatae, by means of phytochemical extraction and separation. The chemical structures of the six novel flavonoid saponin mixed-source terpenoids and their application in the preparation of therapeutic and / or cardiovascular drugs are applied for patent protection. Background technique: [0002] Cardiovascular disease has become the world's number one health killer due to its high incidence and high mortality rate. Tens of millions of people die from cardiovascular disease every year in the world, and cardiovascular disease seriously endangers human health. According to the latest research, new protective measures for patients with high cardiovascular risk can effectively prevent cardiovascular death and disability through drug intervention. As a major public health problem that needs to be solved more and more urgent...

Claims

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Application Information

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IPC IPC(8): C07J63/00A61K31/58A61P9/00A23L33/105
Inventor 许旭东朱寅荻余世春吴海峰马国需朱乃亮李朋飞孙忠浩
Owner INST OF MEDICINAL PLANT DEV CHINESE ACADEMY OF MEDICAL SCI
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