Isoflavones compound and preparation and application thereof

A technology of isoflavones and compounds, applied in the field of natural medicinal chemistry, can solve the problems of less research on chemical components and unreported research on Dahongpao

Active Publication Date: 2010-02-17
BASILEA PHARM CHINA LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] Dahongpao contains a variety of isoflavones, but there are few studies on its chemical constituents, especially the research on the chemical constituents in Dahongpao in the preparation of immunosuppressants or treatment of immune diseases has not been reported.

Method used

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  • Isoflavones compound and preparation and application thereof
  • Isoflavones compound and preparation and application thereof
  • Isoflavones compound and preparation and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0113] Embodiment 1: the preparation of compound 1

[0114] First, 2 kg of Dahongpao medicinal material was added, and 16 L (2 L was added for the first time) of 80% ethanol was heated and extracted at 80° C. for 3 times, each time for 1 hour. Then the extract was concentrated under reduced pressure (pressure 98Kpa) at a temperature of 50° C., and the concentrate was dispersed in 2 L of water to prepare a suspension. Add chloroform for extraction three times, 2 L each time, to obtain chloroform extract, which is concentrated under reduced pressure at 40° C. (pressure 98 Kpa), to obtain 91.3 g of chloroform extract.

[0115] Take 15 g of the chloroform extract and mix the sample with an equal amount of silica gel, separate by silica gel column chromatography (300-400 mesh), elute with petroleum ether: ethyl acetate (3:1), check with TLC, combine the eluents, concentrate, Sephadex LH-20 (methanol isocratic elution) was applied to the eluate, and the eluate was collected accordi...

Embodiment 2

[0128] Embodiment 2: the preparation of compound 2

[0129] First use 2kg of Dahongpao medicinal material, add 12L (add 2L for the first time) 70% ethanol to heat and extract at 90°C for 2 times, each time for 1 hour, then the extract is concentrated under reduced pressure (pressure 98Kpa) and the temperature is at 50°C. Disperse in 2L of water to make a suspension. Add chloroform for extraction three times, 2 L each time, to obtain chloroform extract, which is concentrated under reduced pressure at 40° C. (pressure 98 Kpa), to obtain 82.5 g of chloroform extract.

[0130] Take 20 g of chloroform extract, mix the sample with an equal amount of silica gel, separate by silica gel column chromatography (300-400 mesh), elute with petroleum ether: ethyl acetate (2:1), check with TLC, combine the eluents, and concentrate , and the eluate was separated by a reversed-phase C18 column, eluting with methanol:water (7:3), the eluate was collected according to TLC inspection, and the elu...

Embodiment 3

[0142] Embodiment 3: the preparation of compound 3

[0143] First, 2 kg of Dahongpao medicinal material was added, and 16 L (2 L was added for the first time) of 80% ethanol was heated and extracted at 80° C. for 3 times, each time for 1 hour. Then the extract was concentrated under reduced pressure (pressure 98Kpa) at a temperature of 50° C., and the concentrate was dispersed in 2 L of water to prepare a suspension. Add chloroform for extraction three times, 2 L each time, to obtain chloroform extract, which is concentrated under reduced pressure at 40° C. (pressure 98 Kpa), to obtain 91.3 g of chloroform extract.

[0144] Take 15 g of the chloroform extract, mix the sample with an equal amount of silica gel, separate by chromatography on a silica gel column (200-300 mesh), elute with petroleum ether: ethyl acetate (5:1), check with TLC, combine the eluents, and concentrate , and the eluate was separated by a reversed-phase C18 column, eluting with methanol:water (8:2), and ...

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Abstract

The invention discloses a novel isoflavones compound as shown by a formula I. The results of animal experiments show that the isoflavones compound can significantly inhibit the proliferation of T cells and B cells, and can be used for preparing immunosuppressants or medicaments for treating immunologic diseases. The SI values (IC50/CC50) of the isoflavones compound are high, so the toxic side effects of the isoflavones compound are small, and the treatment interval of the isoflavones compound is wide. The isoflavones compound is obtained by extracting and separating clovershrubs, and the preparation method is simple and convenient.

Description

Technical field: [0001] The invention relates to natural medicinal chemistry, in particular to isoflavone compounds extracted and separated from the stem of Myrsine Africana L. and its preparation method and application in the preparation of immunosuppressants or medicines for treating various immune diseases. Background technique: [0002] It is known that naturally occurring plant isoflavones exhibit a wide range of biological activities, including anti-oxidation, regulation of signal transduction and enzyme activity; inhibition of mitosis and cytotoxicity of human cancer cells; increased capillary permeability; increased cell adhesion; increased Response of vascular smooth muscle to vasodilators; stimulation of estrogen receptors, etc. [0003] These biological activities have produced certain therapeutic effects, including treatment and prevention of endometriosis, uterine fibroids, hyperlipidemia, cardiovascular disease, premenstrual syndrome, symptoms of infertility su...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D311/36A61K31/352A61K36/185A61P35/00A61P37/00
Inventor 沈征武寿清耀
Owner BASILEA PHARM CHINA LTD
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