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PD/graphyne catalyst and its preparation method and application and method for reducing aromatic nitro compounds

A technology of nitro compounds and aromatic nitro groups, applied in the field of biomedicine, can solve the problems of low nitro yield and harsh conditions, and achieve the effects of high reaction yield and overcoming cell drug resistance.

Active Publication Date: 2021-03-02
INST OF CHEM CHINESE ACAD OF SCI +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0005] The purpose of the present invention is to overcome the problem of low yield and harsh conditions for removing the nitro groups of aromatic nitro compounds that exist in the prior art, and to provide a Pd / graphyne catalyst and its preparation method and application and reduction of aromatic nitro compounds. base compound method

Method used

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  • PD/graphyne catalyst and its preparation method and application and method for reducing aromatic nitro compounds
  • PD/graphyne catalyst and its preparation method and application and method for reducing aromatic nitro compounds
  • PD/graphyne catalyst and its preparation method and application and method for reducing aromatic nitro compounds

Examples

Experimental program
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Effect test

Embodiment 1

[0079] This example is used to illustrate the catalyst of the present invention and its preparation method.

[0080] (1) Add 3.0 mg graphyne (GDY), 100 mg phospholipid-polyethylene glycol (DSPE-PEG, wherein DSPE is 1000 segments, PEG is 2000 segments, and the number average molecular weight is 3000) and 20 mL of water are sequentially added to the beaker , sonicated for 12 hours to make the graphyne dispersed evenly, then ultrafiltration and centrifugation to remove excess DSPE-PEG, and washed three times with ultrapure water to obtain GDY / DSPE-PEG.

[0081] (2) Dissolve GDY / DSPE-PEG in 10mL water, and add K dropwise under ice bath conditions 2 PdCl 4 Aqueous solution (1mL, 30mg / mL), and kept stirring at 0°C for 6h.

[0082] (3) Centrifuge and wash three times with ultrapure water to remove unreacted K 2 PdCl 4 , freeze-dried to obtain the catalyst GDY / DSPE-PEG / PdGDY / DSPE-PEG / Pd.

[0083] With a transmission electron microscope (such as figure 1 a. figure 1 b. figure 1...

Embodiment 2

[0087] This example is used to illustrate the catalyst of the present invention and its preparation method.

[0088](1) Add 3.0 mg graphyne (GDY), 6 mg polyethylene glycol (PEG, number average molecular weight 3000) and 5 mL water to a beaker in sequence, ultrasonically disperse graphyne for 12 hours, and then ultrafiltration and centrifugation to remove excess PEG, and washed three times with ultrapure water to obtain GDY / PEG.

[0089] (2) Dissolve GDY / PEG in 3mL water, add K dropwise under ice bath condition 2 PdCl 4 Aqueous solution (0.1mL, 30mg / mL), and kept stirring at 0°C for 6h.

[0090] (3) Centrifuge and wash three times with ultrapure water to remove unreacted K 2 PdCl 4 , freeze-dried to obtain the catalyst GDY / PEG / Pd.

[0091] GDY / PEG and GDY / PEG / Pd were characterized by transmission electron microscope, respectively, and it was found that GDY / PEG and GDY / PEG / Pd catalysts were well dispersed in water.

[0092] GDY / PEG was characterized by dynamic light scatte...

Embodiment 3

[0095] This embodiment is used to illustrate catalyst of the present invention and preparation method thereof

[0096] (1) Add 1.0mg graphyne (GDY), 500mg polyarginine (PArg, number average molecular weight 3000) and 50mL water to a beaker in sequence, ultrasonically disperse graphyne for 12 hours, and then ultrafiltration and centrifugation to remove excess Parg, and washed three times with ultrapure water to obtain GDY / PArg.

[0097] (2) Dissolve GDY / PArg in 50mL water, add K dropwise under ice bath condition 2 PdCl 4 Aqueous solution (6.7mL, 30mg / mL), and kept stirring at 0°C for 6h.

[0098] (3) Centrifuge and wash three times with ultrapure water to remove unreacted K 2 PdCl 4 , freeze-dried to obtain the catalyst GDY / PArg / Pd.

[0099] GDY / PArg and Pd / GDY / PArg were characterized by transmission electron microscopy, and it was found that GDY / Parg and GDY / PArg / Pd catalysts were well dispersed in water.

[0100] GDY / PArg was characterized by dynamic light scattering, a...

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Abstract

The invention relates to the field of biomedicine, and discloses a Pd / graphdiyne catalyst, a preparation method and application thereof, and a method for reducing an aromatic nitro compound. The catalyst comprises graphdiyne, zero-valent palladium loaded on graphdiyne, and a surfactant, which is arranged between graphdiyne and has a hydrophobic effect. The catalyst not only can selectively and mildly remove nitro of the nitro compound, but also has high reaction yield and basically has no side reaction. Besides, the reaction of removing nitro of the nitro-containing compound by adopting the catalyst can be carried out under physiological conditions, and nitro of a series of nitro prodrugs can be reduced and removed in cells and bacteria, so that the nitro prodrugs are activated, the effectof killing tumor cells and bacteria is achieved, and a new thought is provided for overcoming cell drug resistance.

Description

technical field [0001] The invention relates to the field of biomedicine, in particular to a Pd / graphyne catalyst, a preparation method and application thereof, and a method for reducing aromatic nitro compounds. Background technique [0002] Nitro prodrugs (especially aromatic nitro compounds) are widely used in tumors and bacterial infections. This type of prodrug itself is non-toxic. After entering the cell, the nitro group is reductively activated by reductase to generate the corresponding hydroxylamine or amino compound, causing DNA cross-linking or inhibiting DNA synthesis, thereby achieving the effect of killing cells. However, tumor cells or bacteria will quickly develop drug resistance after a period of medication, and the cells no longer express nitroreductase to reduce nitroprodrugs, and such nitroprodrugs will be inactivated. [0003] The removal of nitro groups from aromatic nitro compounds is a very challenging chemical reaction, which is due to the strong ele...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): B01J23/44B01J31/38B01J37/16C07D201/02C07D203/14C07D233/64C07D233/60A61P35/00A61P31/04A61K33/24
CPCA61K33/24A61P31/04A61P35/00B01J23/44B01J31/38B01J37/16C07D201/02C07D203/14C07D233/60C07D233/64
Inventor 王树陈艳艳吕凤婷刘礼兵
Owner INST OF CHEM CHINESE ACAD OF SCI
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