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Biflavone-zinc complexes as well as preparation method and application thereof

A technology of zinc complexes and biflavones, which is applied in the field of bisflavone-zinc complexes and its preparation, can solve the problems that the research on the synthetic biological activity of bisflavone complexes has not been reported.

Inactive Publication Date: 2017-06-30
NANJING FORESTRY UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] However, so far, the research on the synthesis and biological activity of biflavone complexes has not been reported

Method used

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  • Biflavone-zinc complexes as well as preparation method and application thereof
  • Biflavone-zinc complexes as well as preparation method and application thereof
  • Biflavone-zinc complexes as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0039] Accurately weigh 53.8mg (0.1mmol) of Ame in a round bottom flask, dissolve it with 5mL of ethanol, accurately weigh 14.9mg (0.05mmol) of zinc nitrate hexahydrate, dissolve it with 5mL of ethanol, and add the zinc nitrate solution dropwise to the Ame solution , add ethanol-ammonia water (V / V, 3:1) solution dropwise to the reaction solution, adjust the pH to 6, keep the reaction at 30°C for 4-5h, a precipitate occurs, filter, wash with ethanol and water in turn, recrystallize with DMSO, The Ame-Zn complex was obtained by freeze-drying.

Embodiment 2

[0041] Accurately weigh 53.8 mg of Ame in a round bottom flask, dissolve it with 5 mL of 90% ethanol, accurately weigh 14.9 mg of zinc nitrate hexahydrate, dissolve it with 5 mL of 90% ethanol, add the zinc nitrate solution dropwise to the Ame solution, add to the reaction solution Add ethanol-sodium ethoxide solution dropwise to adjust the pH to 5, keep at 30°C for 4-5h to react, precipitate, filter, wash with ethanol and water successively, recrystallize in DMSO, and freeze-dry to obtain the Ame-Zn complex.

Embodiment 3

[0043] Accurately weigh 53.8mg of Ame in a round bottom flask, dissolve it with 5mL of methanol, accurately weigh 14.9mg of zinc nitrate hexahydrate, dissolve it with 5mL of methanol, add the zinc nitrate solution to the Ame solution dropwise, and add methanol dropwise to the reaction solution - Sodium methoxide solution, adjust the pH to 7, keep at 40°C for 3-4 hours to react, a precipitate occurs, filter, wash with methanol and water in sequence, recrystallize in DMSO, and freeze-dry to obtain the Ame-Zn complex.

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Abstract

The invention discloses biflavone-zinc complexes as well as a preparation method and an application thereof. Amentoflavone is taken as a ligand, zinc ions are taken as central ions, amentoflavone-zinc complexes are obtained through a reaction, and structures of the complexes are characterized with infrared spectra, ultraviolet-visible absorption spectra and high-resolution mass spectra. Meanwhile, the anti-tumor activity and the anti-oxidation activity of the amentoflavone-zinc complexes are studied. An MTT method proves that the amentoflavone-zinc complexes have better anti-tumor activity which is higher than that of amentoflavone; a pyrogallol auto-oxidation method and an ABTS method prove that the anti-oxidation activity of the amentoflavone-zinc complexes is higher than that of amentoflavone. By means of forming of the amentoflavone-zinc complexes, the anti-tumor activity and the anti-oxidation activity of amentoflavone are improved, and the complexes are expected to be used for developing drugs.

Description

technical field [0001] The invention belongs to the technical fields of organic synthesis and medicine, and in particular relates to a biflavone-zinc complex and its preparation method and application. Background technique [0002] Biflavonoids are unique chemical components of gymnosperms, such as Ginkgo biloba and Selaginella, which have biological activities such as anti-oxidation, anti-inflammation, anti-virus, and anti-tumor. Among them, Amentoflavone (Amentoflavone, Ame) is a relatively common type of amentoflavone compounds, and its structural formula is as follows: [0003] [0004] Sun et al. found that amentoflavone increased the expression of anti-cancer genes by activating hPPARγ, thereby achieving the effect of inhibiting breast cancer cells and cervical cancer cells [Lee E., Shin S., Lee J. et al. Cytotoxic activities of amentoflavone against human Breast and cervical cancers are mediated by increasing of pten expression levels due to peroxisome proliferato...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F3/06A61P35/00A61P39/06
CPCC07F3/003C07F3/06
Inventor 曹福亮杨世龙徐莉唐颖周梦怡卢雯汪贵斌赵俸艺
Owner NANJING FORESTRY UNIV
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