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1,4,6-trihydroxy-8-branched-chain-9,10-anthraquinone compound and application thereof in preparation of bacteriostatic agent

A compound, anthraquinone technology, applied in the field of medicinal chemistry

Pending Publication Date: 2022-01-11
HUBEI BIOPESTICIDE ENG RES CENT
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] In the present invention, on the basis of the structure of compound 1-8, the applicant further obtained compound 9-11, and found that compound 1-11 has obvious growth inhibitory effect on bacteria, especially Staphylococcus aureus, Erysipelas suis and Streptococcus suis , have not been reported in domestic and foreign literature

Method used

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  • 1,4,6-trihydroxy-8-branched-chain-9,10-anthraquinone compound and application thereof in preparation of bacteriostatic agent
  • 1,4,6-trihydroxy-8-branched-chain-9,10-anthraquinone compound and application thereof in preparation of bacteriostatic agent
  • 1,4,6-trihydroxy-8-branched-chain-9,10-anthraquinone compound and application thereof in preparation of bacteriostatic agent

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023] 1,4,6-trihydroxy-8-branched-9,10-anthraquinone compound, the structural formula of the compound is as follows:

[0024]

[0025] Among them, R is: propyl, butyl, isopentyl, pentyl, pentylcarboxy, 2'-carbonylpentyl, 2'-carbonylhexyl, hexyl, 2'-hydroxypropyl, 4'-hydroxyisopentyl Or 2'-hydroxypentyl.

[0026] When the above-mentioned R is a different group, they are named as compound 1-11 in sequence. Specifically, the structural formula of compound 1-11 is as follows:

[0027]

[0028] Among them, the applicant of compound 1-8 has reported that the UV, HR-ESI-MS and NMR spectral data of the structural identification of compound 9-11 are as follows:

[0029] Compounds 9-11 are all red powders, and their common UV absorption spectrum (466, 277, 225 nm) indicates that these compounds have a common 1,4,6,8-substituted anthraquinone skeleton.

[0030] HR-ESI-MS data: compound 9 (m / z337.0688, [M+Na] + ) deduces that its molecular formula is C 17 h 14 o 6 . Compound...

Embodiment 2

[0037] Compound 1-11 antibacterial activity test:

[0038] Select Staphylococcus aureus, Erysipelothrix rhusiopathiae, Streptococcus suis, Escherichia coli and Pseudomonas aeruginosa for subculture on nutrient agar slant medium Once, inoculate it into the nutrient broth medium and culture it at 37°C for 6-12 hours, and place it in the refrigerator for later use. Take the sample to be tested and the positive control (streptomycin and penicillin), and dilute to 100 μg / mL, 50 μg / mL, 25 μg / mL, 12.5 μg / mL, 6.25 μg / mL, 3.125 μg / mL, 1.56 μg / mL and 0.78μg / mL, shake and mix, transfer 1mL to a 96-well plate, use the culture medium as the blank control, select 3 replicates for the blank and each concentration, repeat the experiment 3 times, and incubate at 37°C for 12-18h. The absorbance was measured with a microplate reader at 630 nm to determine the MIC value.

[0039] Results: Compounds 1, 2, 4, 5, 8 and 10 had significant antibacterial activity against Staphylococcus aureus (MIC<0....

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PUM

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Abstract

The invention relates to the technical field of pharmaceutical chemistry, and particularly discloses a 1,4,6-trihydroxy-8-branched-chain-9,10-anthraquinone compound and application thereof in preparation of a bacteriostatic agent. Antibacterial activity tests show that the 1,4,6-trihydroxy-8-branched-chain-9,10-anthraquinone compound can significantly inhibit growth of Staphylococcus aureus, Erysipelothrix rhusiopathiae and Streptococcus suis, and the compound can be used for preparing novel antibacterial veterinary drugs.

Description

technical field [0001] The invention belongs to the technical field of medicinal chemistry, and specifically relates to 1,4,6-trihydroxy-8-branched-9,10-anthraquinone compounds and their application in the preparation of antibacterial agents. Background technique [0002] Bacterial infectious diseases have always been an important threat to human and animal health. Streptococcus suis (Streptococcus suis) is an important pathogen of bacterial infectious diseases, which has the characteristics of wide prevalence and strong pathogenicity. Various diseases of various animals cause infection or even death, seriously affecting the development of the pig industry and human health. Erysipelothrixrhusiopathiae is the pathogenic bacterium of swine erysipelas, which can occasionally infect humans, birds and lambs, and "like erysipelas" can occur after human infection. Antibiotics play an important role in the control of bacterial infections. The emergence of clinical multidrug-resist...

Claims

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Application Information

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IPC IPC(8): C07C50/16C07C59/84A61P31/04
CPCC07C50/16C07C59/84A61P31/04Y02A50/30
Inventor 吴兆圆方伟刘曼莉刘芳张志刚张亚妮万中义石丽桥李奎王开梅
Owner HUBEI BIOPESTICIDE ENG RES CENT
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