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Isopentene isoflavanone compound as well as preparation method and application of compound

A technology of prenyl dihydroisoflavones and compounds, which is applied in the field of new prenyl dihydroisoflavones and their preparations, can solve the problems of poor water solubility, toxic and side effects, etc., and achieve industrial production of easy, compound The effect of high purity and good anticancer activity

Inactive Publication Date: 2015-03-11
YUNNAN MINZU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Chemically synthesized anticancer drugs, such as metal complex platinum complexes, organic germanium compounds, etc., have strong anticancer properties, but they have defects such as toxic side effects and poor water solubility.

Method used

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  • Isopentene isoflavanone compound as well as preparation method and application of compound
  • Isopentene isoflavanone compound as well as preparation method and application of compound
  • Isopentene isoflavanone compound as well as preparation method and application of compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0035] Compound preparation

[0036] Source of material: Wild bean was collected in Kaiyuan, Yunnan. It was identified as Uraria clarkei (Clarke) Gagnep. by researcher Tao Deding of Kunming Institute of Botany, Chinese Academy of Sciences. The specimen is preserved in the herbarium of College of Chemistry and Biology, Yunnan University for Nationalities.

[0037] Take the following steps:

[0038] a. Pulverize: dry the 10Kg wild bean stem and pulverize into coarse powder with a particle diameter of 0.1cm, for subsequent use;

[0039] b. Reflux extraction: reflux extraction of the coarse powder prepared in step a at a temperature of 70-74° C. for 4 times, each time for 2 hours, each extraction with 60 Kg of ethanol with 95% concentration, combined ethanol extract, for subsequent use;

[0040] c. Concentration: filter the ethanol extract prepared in step b through a filter paper with a pore size of 80-120 microns and concentrate under reduced pressure with a rotary evaporator a...

Embodiment 2

[0043] Example 2: Contrastive experiment of different concentrations of ethanol solutions to extract wild pea samples

[0044] Since there are not many reports on the chemical constituents of the wild pineapple, it is hoped that the optimum concentration of the ethanol solution can be found by extracting the wild pineapple samples with different concentrations of ethanol solutions. This does not imply that other solvents cannot be used for extraction.

[0045] a, pulverization: after drying the stalks of wild beans, pulverize them into a coarse powder with a particle diameter of 0.1-0.5 cm for subsequent use;

[0046]b, reflux extraction: use 6 times the ethanol of 70% concentration, 80% concentration of ethanol and 95% concentration of ethanol as the extraction solvent for the coarse powder prepared in step a at a temperature of 70-74°C, and reflux extraction for 4 Each time, each time for 2 hours, the ethanol extracts were combined for subsequent use;

[0047] c. Concent...

Embodiment 3

[0053] Structural identification of the light yellow amorphous powder obtained in Example 1

[0054] The light yellow amorphous powder (solvent is methanol), [ α ]22 D = -27.3 ( c = 0.23, MeOH); UV (MeOH) lambda max (logε): 291 (2.96) nm; CD ( c = 0.101, MeOH) λ (Δε) 258.5 (+0.435), 346 (+0.059); IR (KBr) ν max : 3360, 1640, 1601, 1507, 1453, 1274, 1108, 1010 cm -1 ; HRESI-MS (attached figure 2 ) shows its quasi-molecular ion peak m / z 453.2158 [M+H] + (calcd. 453.2232), combined with NMR spectrum to determine its molecular formula as C 27 h 32 o 6 , with an unsaturation of 12. 1 H and 13 C NMR (with image 3 , attached Figure 4 and accompanying drawings 5 , the data attribution is shown in the table- 1 ) shows that there are 2 benzene rings in the molecule (3 methine double bond carbons on the benzene ring), 2 isopentenyl groups (δ C 132.2, 131.8, 122.8, 122.1, 27.9, 25.8, 25.8, 21.0, 17.8, 17.7), 1 carbonyl (δ C 197.0), 2 methoxy groups (δ C 55.9...

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Abstract

The invention relates to a natural medicine, and in particular relates to a novel isoflavanone isoflavanone compound in wild peanuts as well as a preparation method and application of the compound. The novel isoflavanone isoflavanone compound provided by the invention has a structural formula shown in a formula (I). The preparation method comprises the following steps of: a, crushing; b, refluxing and extracting; c, concentrating; d, extracting; and e, separating. The novel isoflavanone isoflavanone compound shown in the formula (I) has a remarkable inhibition function to a human cervical carcinoma, human chronic myeloid leukemia or human acute myelogenous leukemia cell strain, has a better anti-cancer activity, and can be used as an anti-cancer active component or lead compound. The novel isoflavanone isoflavanone compound can be a natural organic compound, is wide in raw material source, is simple in preparation process, is high in purity, is easily realized in subsequent industrialized production, is used for preparing a medicament for preventing or treating tumors, and is used for clinically treating human cervical carcinoma, human chronic myeloid leukemia or human acute myelogenous leukemia.

Description

technical field [0001] The invention relates to a natural medicine, in particular to a novel isopentenyl dihydroisoflavone compound from wild pea and its preparation method and application. Background technique [0002] Cancer has developed into a common and frequently-occurring disease that seriously endangers people's lives. Together with cardiovascular and cerebrovascular diseases and diabetes, it is called one of the world's three major deaths. The World Health Organization released a report in February 2010 that it is estimated that 7.6 million people will die of cancer worldwide this year. If people do not take serious measures to prevent cancer, the annual number of cancer deaths worldwide may double on the current basis by 2030. , reaching 17 million. Statistics from the organization also show that, on average, 1 out of every 8 deaths in the world is due to cancer, which is higher than the total number of deaths caused by AIDS, tuberculosis and malaria. Therefore, ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D311/38C07D311/40A61K31/352A61P35/00A61P35/02
Inventor 黄相中江志勇胡秋芬郭俊明张英杰王超梁辉
Owner YUNNAN MINZU UNIV
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