Polynuclear flavonoid complex as well as preparation method and use thereof

A technology of flavonoids and complexes, applied in the field of pharmacy, can solve the problems of not achieving the ideal effect of selenium supplementation in animals, and achieve the effects of improving animal survival rate, increasing apoptosis rate, and preventing diseases

Active Publication Date: 2019-06-28
SHANGHAI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

They belong to inorganic selenium, which cannot achieve the ideal effect of animal selenium supplementation

Method used

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  • Polynuclear flavonoid complex as well as preparation method and use thereof
  • Polynuclear flavonoid complex as well as preparation method and use thereof
  • Polynuclear flavonoid complex as well as preparation method and use thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0037] In this embodiment, the polynuclear selenium-quercetin complex has the following structure:

[0038]

[0039] The molecular weight is: 1061.9297.

[0040] The H NMR spectrum of the polynuclear selenium-quercetin complex is shown in figure 1 ;

[0041] The mass spectrogram (ESI-MS) of this polynuclear selenium-quercetin complex is shown in figure 2 ;

[0042] ESI-MS (m / z): 1060.9158, 680.9757, 576.9495, 301.0310.

[0043] ICP-MS elemental analysis: Se (%) = 14.9%.

[0044] The preparation method of polynuclear selenium quercetin complex in the present embodiment is:

[0045]Get 0.906g quercetin (3mmol), dissolve with 30mL absolute methanol, adjust pH to 5 with the concentrated hydrochloric acid that mass concentration is 36.5%; Get another 0.222g selenium dioxide (2mmol), after dissolving with 20ml absolute methanol, The two were mixed and reacted in an autoclave at 70° C. and 3 MPa for 12 hours under the protection of nitrogen, and a yellow solid precipitated ...

Embodiment 2

[0047] In the present embodiment, polynuclear selenium myricetin complex has the following structure:

[0048]

[0049] The preparation method of polynuclear selenium myricetin complex in the present embodiment is:

[0050] Get 0.955g myricetin (3mmol), dissolve with 20mL absolute ethanol, adjust pH to 3.5 with the citric acid that mass concentration is 50%; Get another 0.426g selenium oxychloride (2.5mmol), after dissolving with 30ml absolute ethanol , Mix the two, and react in an autoclave at 50°C and 1.5MPa for 8 hours under the protection of nitrogen, and a yellow solid precipitates out. The reaction was stopped, and the yellow solid was filtered out, purified by ethyl acetate-petroleum ether column chromatography, and vacuum freeze-dried overnight at -40°C to obtain 0.34 g of tan solid polynuclear selenium myricetin complex.

Embodiment 3

[0052] In the present embodiment, polynuclear selenium kaempferol complex has the following structure:

[0053]

[0054] The preparation method of polynuclear selenium kaempferol complex in the present embodiment is:

[0055] Take 0.859g kaempferol (3mmol), dissolve it with 50mL 40°C dehydrated ethanol, and adjust the pH to 4 with glacial acetic acid with a mass concentration of 76%; After dissolving, the two were mixed, and reacted in a 2MPa autoclave at 60°C under nitrogen protection for 10 hours, and a yellow solid precipitated out. The reaction was stopped, and the yellow solid was filtered out, washed and purified repeatedly with hot absolute ethanol, and vacuum-dried at -30°C overnight; 0.27 g of polynuclear kaempferol complex was obtained as a yellow solid.

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Abstract

The invention relates to a polynuclear flavonoid complex or pharmaceutically acceptable salt, hydrate or solvate thereof and a preparation method and use of the complex. The technical scheme of the invention provides a multifunctional polynuclear flavonoid complex and a preparation method thereof. The invention relates to the polynuclear flavonoid complex. The polynuclear flavonoid complex has multiple central ions, is capable of inhibiting the replication of DNA and promoting the apoptosis of tumor cells and can be used for preparing drugs for preventing and treating tumors and immunodeficiency diseases or animal feeds.

Description

technical field [0001] The invention relates to the field of pharmacy, in particular to a polynuclear flavonoid complex and its preparation method and application. Background technique [0002] Selenium is an essential trace element in humans and animals, and has various biological functions. Studies have shown that selenium exerts biological functions in the form of selenoenzymes and selenoproteins in the body. It has the functions of anti-cancer, anti-oxidation, scavenging free radicals, participating in the regulation of protein synthesis, improving immune function, and regulating gene expression. Compared with organic selenium, inorganic selenium has high toxicity and relatively low utilization rate. Therefore, finding organoselenium compounds with high biological activity and low toxicity has become an important task for drug development. Using natural flavonoids as raw materials, the synthesis of selenoflavone complexes provides a new research idea for the developmen...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D311/30A61K31/352A61P35/00A61P37/06A61P31/18A23K20/121
CPCY02A50/30
Inventor 陈旭李根喜张凯凯吴显庸何梓钰朱小立于洋张娟毛东升
Owner SHANGHAI UNIV
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