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Use of neogambogic acid or derivatives thereof in preparing of drugs for prevention and/or treatment of related diseases caused by bacteria

A new technology of gambogic acid and derivatives, applied in antibacterial drugs, applications, food science, etc.

Active Publication Date: 2018-02-02
HARBIN VETERINARY RES INST CHINESE ACADEMY OF AGRI SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, what is more troublesome is the host infection caused by drug-resistant pathogens, which brings new challenges to clinical anti-infective treatment

Method used

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  • Use of neogambogic acid or derivatives thereof in preparing of drugs for prevention and/or treatment of related diseases caused by bacteria
  • Use of neogambogic acid or derivatives thereof in preparing of drugs for prevention and/or treatment of related diseases caused by bacteria
  • Use of neogambogic acid or derivatives thereof in preparing of drugs for prevention and/or treatment of related diseases caused by bacteria

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] Embodiment 1 prepares 4-oxo neogambogic acid (XTHS-1)

[0025]

[0026] In a 50mL two-neck flask equipped with mechanical stirring, add acetone (15mL), glacial acetic acid (2mL), neogambogic acid (0.65g, 0.001mol, purchased from Chengdu Pufeide Biotechnology Co., Ltd., article number: JOT10142), After stirring evenly, cool down to about -5°C, add 1.0mL of newly prepared Jones reagent (2.67g of chromium trioxide dissolved in 23ml of concentrated sulfuric acid, and then dilute to 100ml with distilled water) dropwise under stirring, react for 2 hours, add 2mL of ethanol was used to stop the reaction, filtered under reduced pressure, the filtrate was poured into 50mL of ice water, filtered, washed with water, and the filter cake was vacuum-dried to obtain 0.51g of a yellow solid, which was separated on a silica gel column (mobile phase: different mixtures of acetone-ethyl acetate) Volume ratio solution carries out gradient elution), collects the eluted portion of acetone...

Embodiment 2

[0029] Embodiment 2 prepares 35,39-dicyano-neogambogic acid (XTHS-2)

[0030]

[0031] In a 50mL two-necked bottle, add anhydrous pyridine (50mL), neogambogic acid (0.65g, 0.001mol, purchased from Chengdu Pufeide Biotechnology Co., Ltd., article number: JOT10142), N-bromosuccinyl Amine (0.40g, 0.0023mol), after reflux reaction for 12 hours, add sodium cyanide (0.078g, 0.002mol), filter under reduced pressure, pour the filtrate into 500mL ice water, filter, wash with water, the filter cake is vacuum-dried, Obtain yellow solid 0.81g, separate through silica gel column (mobile phase is: the solution of different volume ratios of acetone-ethyl acetate carries out gradient elution), collect the elution part of acetone-ethyl acetate (10:1 volume ratio), subtract After recovering the solvent under pressure, 0.41 g of 35,39-dinitrile neogambogic acid (formula (V)) was obtained, with a yield of 57.40%.

[0032] 1 H-NMR (CDCl 3 , 300MHz) δ: 12.80 (1H, S, COO H), 7.53(1H, d, H-10)...

Embodiment 3

[0034] Example 3 Preparation of 10-cyanohydrogenated neogambogic acid (XTHS-3)

[0035]

[0036] In a 50mL two-necked bottle, add anhydrous pyridine (50mL), neogambogic acid (0.65g, 0.001mol, purchased from Chengdu Pufeide Biotechnology Co., Ltd., article number: JOT10142), hydrocyanic acid (0.027g, 0.001 mol), at about 0°C, after stirring and reacting for 24 hours, the reaction solution was poured into 500mL of ice water, filtered, washed with water, and the filter cake was vacuum-dried to obtain 0.71g of a light yellow solid, which was separated through a silica gel column (mobile phase: Different volume ratio solutions of acetone-ethyl acetate carry out gradient elution), collect the elution part of acetone-ethyl acetate (10:3 volume ratio), after decompression recovery solvent, obtain 10-cyanohydrogenated neogambogic acid ( Formula (VI)) 0.54g, the yield is 80.23%.

[0037] 1 H-NMR (CDCl 3 , 300MHz) δ: 12.80 (IH, S, COO H ), 7.53(1H, d, H-10), 6.45(1H, t, H-27), 5.8...

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PUM

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Abstract

The present invention provides use of neogambogic acid or derivatives thereof respectively shown as formula (I), formula (II) and formula (III) in preparing of drugs, feed additives or food for prevention and / or treatment of related diseases caused by bacteria such as sensitive or drug-resisting staphylococcus, streptococcus or enterococcus. The present invention also provides the drugs, the feedadditives or the food used for prevention and / or treatment of the related diseases caused by bacteria such as the sensitive or drug-resisting staphylococcus, the streptococcus or the enterococcus. Thedrugs, feed additives or food comprise an effective amount of the neogambogic acid shown as the formula (I) or the derivatives, shown as the formula (II) and formula (III), of the neogambogic acid.

Description

technical field [0001] The invention relates to the field of pharmaceutical technology, in particular to the use of neogambogic acid or derivatives thereof in the preparation of medicines for preventing and / or treating related diseases caused by bacteria. Background technique [0002] For thousands of years, the death caused by bacterial infection has always ranked first in the death of human diseases, and people are helpless against bacterial infection. Since the discovery of penicillin in 1999, people have been researching and applying antibiotics more and more widely. In the prevention and treatment of bacterial diseases, antibiotics have played a huge role, enabling many diseases to be effectively controlled and completely cured, and have become the most commonly used drugs at present [1 -3]. With the discovery of penicillin, aminoglycoside antibiotics (such as gentamicin), β-lactam (penicillin) antibiotics, tetracycline antibiotics (tetracycline, macrolide antibiotics ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A61K31/352A61P31/04C07D493/20A23K20/121A23L33/00
CPCA23K20/121A23L33/00A23V2002/00A61K31/352C07D493/20A23V2200/30
Inventor 华欣刘思国张万江
Owner HARBIN VETERINARY RES INST CHINESE ACADEMY OF AGRI SCI
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