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Application of di-(2,2'-dipyridine) copper complex with double-cation side arm in eliminating the superoxide ion free radical

A technology of copper complexes and dications, which is applied in the directions of medical preparations, drug combinations, and pharmaceutical formulations containing active ingredients, can solve the problems of low SOD activity and achieve the effect of improving SOD activity.

Inactive Publication Date: 2008-10-15
SUN YAT SEN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, so far, the SOD activity of the reported mimics is relatively low, and the highest activity can only reach 20% of the natural Cu, Zn-SOD activity.

Method used

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  • Application of di-(2,2'-dipyridine) copper complex with double-cation side arm in eliminating the superoxide ion free radical
  • Application of di-(2,2'-dipyridine) copper complex with double-cation side arm in eliminating the superoxide ion free radical
  • Application of di-(2,2'-dipyridine) copper complex with double-cation side arm in eliminating the superoxide ion free radical

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0016] The activity assay method (X-XO-NBT method) of embodiment 1 complex

[0017] The X-XO-NBT method refers to the xanthine-xanthine oxidase-nitrotetrazolium chloride method. Use ultrapure water to prepare a phosphate buffer solution with a pH value of 7.8 and a concentration of 50 mM, and use the buffer solution as a solvent to prepare a concentration of 1.50×10 -3 M and 1.50×10 -3 M xanthine and NBT solution, and then use the buffer to prepare a 1U / mL xanthine oxidase solution, keep it in the dark and refrigerate, and prepare the solution of the complex with phosphate buffer containing 5% DMSO. When doing SOD activity determination, first measure O without adding SOD or complexes 2 - According to the change of absorbance, add 1.0mL xanthine solution, 1.0mL NBT solution, and 0.070-0.100mL phosphate buffer solution in sequence, stir and keep the temperature in a water bath at 25±0.1°C for 10min, then add xanthine oxidase solution 0.100mL while stirring. -0.130mL, and st...

Embodiment 2

[0019] The SOD activity assay result of embodiment 2 natural enzyme and complex

[0020] The complex and natural bovine erythrocyte superoxide dismutase (BeSOD) catalyze O 2 - The disproportionation activity was determined using the X-XO-NBT method.

[0021]When no natural enzyme or complex is added and different concentrations of natural enzyme or complex are added, the absorbance data of the sample is measured over time, and a linear regression is performed on the data of the absorbance of each sample over time to fit a straight line. The slope of is the change value of absorbance per unit time (ΔA / Δt). When no natural enzyme or complex is added, the absorbance change of the sample is expressed by A 0 Indicates that the absorbance change of the sample when the natural enzyme or complex is added is expressed by A s Said, with the formula I (%) = (A 0 -A s )×100 / A 0 Calculate the inhibition rate I of each natural enzyme or complex to superoxide ion at various concentrat...

Embodiment 3

[0024] Example 3 pH value changes on the SOD activity of 5,5'-bis(tri-n-butylammonium methyl)-2,2'-bipyridyl copper complexes

[0025] IC of 5,5′-bis(tri-n-butylammoniummethyl)-2,2′-bipyridine copper complex 50 The value hardly changes in the range of pH 6-8.5, which is consistent with the characteristics of natural enzymes. At pH 7.2, the SOD activity of the 5,5′-bis(tri-n-butylammoniummethyl)-2,2′-bipyridyl copper complex was the highest (IC 50 = 0.072±0.01 μM). The results show that 5,5'-bis(tri-n-butylammonium methyl)-2,2'-bipyridine copper complex exhibits the highest SOD activity at human physiological pH value, surpassing natural bovine erythrocyte superoxide dismutase ( BeSOD) activity (IC 50 =0.04μM), and with the reported activity (IC 50 =0.07μM) is equivalent. see test results figure 2 .

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Abstract

The invention discloses a technical proposal for eliminating ozone ion free radicals using di(2,2'-dipyridine)-copper complex with two cation side arms. The technical proposal comprises simulating hydrophobic environment of copper and zinc superoxide dismutase (Cu, Zn-SOD) active region and arginine residue with recognition function through ligating di(2,2'-dipyridine)-copper complex with quaternary ammonium ions having positive charges, so as to efficiently eliminate ozone ion free radicals. The technical proposal changes the thought of designing SOD substitute by simply simulating natural Cu, Zn-SOD active region structure in the prior art, and provides a new path of searching SOD analogues. Test results show that the SOD activity of the di(2,2'-dipyridine)-copper complex is better than that of all the analogues in the prior art, reaching half of the natural Cu, Zn-SOD from cattle erythrocyte and approaching the natural SOD from horseradish.

Description

technical field [0001] The invention relates to the application of bis(2,2'-bipyridine) copper complexes with double cation side arms in eliminating superoxide ion free radicals. Background technique [0002] In recent years, the theory of free radicals causing disease and mourning has been widely supported in the medical field. The superoxide ion free radical (O 2· - ) are the first free radicals formed by oxygen metabolism in the human body. They play an important role in inter-molecular and intracellular signal transmission, cell growth and differentiation, and host immune defense mechanisms. However, O 2· - It is very active, can participate in a series of chain reactions, and can further produce highly chemically reactive hydroxyl radicals. Therefore, it can also attack genes in replication, cause protein denaturation and cross-linking, cause gene mutations, activate the human immune system, and cause many enzymes and hormones in the body to lose their biological a...

Claims

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Application Information

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IPC IPC(8): A61K31/555A61K31/444A61P39/06
Inventor 毛宗万安燕胡平李佶辉黄华珍
Owner SUN YAT SEN UNIV
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