Application of quercetin dimer flavone for preparing anti-oxidation medicines

A technology of quercetin and dimer, which is applied in the field of medicine, can solve the problem that quercetin dimer protects PC12 cells that have not been seen, and achieves low pollution, large-scale production, and powerful removal The effect of free radicals

Inactive Publication Date: 2012-03-28
DALI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] So far, there have been no reports on the use of the quercetin dimer in the development of scavenging free radicals, protecting PC12 cells from oxidative damage, and preparing drugs for preventing and treating Alzheimer's disease caused by impaired oxidation of brain nerves; There is no report of the dimeric compound inhibiting the activity of xanthine oxidase to prepare medicines or pharmaceutical compositions for preventing and treating diseases caused by xanthine oxidase, including gout

Method used

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  • Application of quercetin dimer flavone for preparing anti-oxidation medicines
  • Application of quercetin dimer flavone for preparing anti-oxidation medicines
  • Application of quercetin dimer flavone for preparing anti-oxidation medicines

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0017] Example 1 : the preparation of compound (1)

[0018]

[0019] Add 343 milligrams of quercetin (prepared by ourselves, HPLC detection purity 98%), 550 milligrams of silver carbonates in the dry reaction bottle, add 20 milliliters of dry acetone and 60 milliliters of anhydrous benzene solution under nitrogen protection, in Stir between 55-60°C for 20 hours. The mixture was left standing, and insoluble matter was filtered off. The mother liquor was concentrated under reduced pressure to obtain a yellow solid. It was chromatographed on a 200-300 mesh silica gel column and eluted with chloroform / methanol (20:1). 182mg of yellow solid was obtained. R f (chloroform:methanol=10:1)=0.18; infrared IR (KBr tablet) cm -1 : 3195, 1689, 1647, 1588, 1495; H NMR 1 H NMR (400MHz, deuterated acetone): 6.05 (doublet, J=2.0Hz, 1H, H-6'), 6.10 (doublet, J=2.0Hz, 1H, H-8'), 6.28 (doublet , J=2.0Hz, 1H, H-6), 6.62 (doublet, J=2.0Hz, 1H, H-8), 6.81 (doublet, J=8.4Hz, 1H, H-13), 7.16...

Embodiment 2

[0026] Example 2 : activity test of formula (1) compound in vitro scavenging superoxide anion free radical

[0027] 2.1 Experimental materials and samples:

[0028] 2.1.1 Experimental reagents:

[0029] 2.1.1.1 Phenazine methosulfate (PMS), nitroblue tetrazolium (NBT), and phenanthrozine (ferrozine) were purchased from Sigma;

[0030] 2.1.1.2 Quercetin (quercetin) was provided by the Laboratory of Traditional Chinese Medicine and Natural Medicine, School of Pharmacy, Zhejiang University (purity: 99%);

[0031] 2.1.1.3 Tris base, DMEM medium was purchased from Gibco;

[0032] 2.1.1.4 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) and NADH (reduced coenzyme I) were purchased from Amresco;

[0033] 2.1.1.5 Other reagents are domestic analytical reagents, purchased from Hangzhou Huadong Pharmaceutical Reagent Co., Ltd.

[0034] 2.1.2 Instruments:

[0035] 2.1.2.1 Microplate reader: Synergy-HT type, BIO-TEK company;

[0036] 2.1.2.2 Vertical automatic el...

Embodiment 3

[0048] Example 3 : formula (1) compound to hydrogen peroxide H 2 o 2 Protective activity test of induced PC12 cell injury

[0049] 3.1 Experimental materials and samples:

[0050] 3.1.1 Cells: Rat adrenal pheochromoma cells (PC12) were purchased from Shanghai Institute of Cells, Chinese Academy of Sciences.

[0051] 3.1.2 Experimental reagents:

[0052] 3.1.2.1 Hydrogen peroxide (H 2 o 2 ), nitrobluetetrazolium (NBT), phenanthrozine (ferrozine) were purchased from Sigma Company;

[0053] 3.1.2.2 Quercetin (quercetin) was provided by the Laboratory of Traditional Chinese Medicine and Natural Medicine, School of Pharmacy, Zhejiang University (purity: 99%);

[0054] 3.1.2.3 Tris base, DMEM medium was purchased from Gibco;

[0055] 3.1.2.4 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) was purchased from Amresco;

[0056] 3.1.2.5 Calf serum was purchased from Hangzhou Sijiqing Bioengineering Materials Co., Ltd.;

[0057] 3.1.2.6 Penicillin and strept...

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PUM

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Abstract

The invention relates to an application of quercetin dimer flavone for preparing anti-oxidation medicines, in particular to an application of a quercetin dimmer flavonoid compound for preparing medicines for preventing and curing senile dementia or gout disease. Pharmacodynamic tests prove that the compound has the effects of powerfully eliminating superoxide anion radicals and resisting PC12 cell damage caused by radicals, namely, having anti-oxidation damage protection to the PC12 cells which imitate brain nerve cells, thus being expected to develop into the medicines for protecting brain nerve and preventing and curing the senile dementia caused by radical damage. Moreover, the compound has the activity of inhibiting xanthine oxidase efficiently, thus being expected to develop into themedicines for curing the gout disease.

Description

technical field [0001] The invention relates to the technical field of medicine, in particular, the invention relates to a medicinal use of a quercetin dimer flavonoid or a pharmaceutically acceptable salt thereof for preparing an antioxidant. Pharmacological tests on the compound show that the compound has the activity of scavenging superoxide anion free radicals in vitro; in addition, the compound also exhibits a strong anti-free radical-induced damage to rat adrenal pheochromoma PC12 cells, that is, to The PC12 cells simulating brain nerve cells have protective effect against oxidative damage, indicating that they have a positive effect on protecting brain cell tissue against oxidation and cranial nerves, preventing and treating Alzheimer's disease, and can be expected to be used in the preparation of such drugs. Furthermore, the compound also shows a certain inhibitory effect on xanthine oxidase, and can be expected to be used in the preparation of medicaments for treating...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): A61K31/357A61P39/06A61P25/28A61P19/06
Inventor 白丽宋丽艳雷婷李海波陈绍媛巫秀美赵昱谭仁祥
Owner DALI UNIV
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