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Application of amide compounds to preparation of quorum sensing activity inhibitors

A technology of amide compounds and activity inhibitors, which is applied in the application field of amide compounds in the preparation of bacterial quorum sensing activity inhibitors, can solve problems such as drugs that have not yet been seen, and achieve controllable fermentation conditions and reduce purple pigment The effect of simple production and preparation process

Inactive Publication Date: 2017-12-15
ZHEJIANG UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
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Problems solved by technology

There are no related drugs on the market at present

Method used

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  • Application of amide compounds to preparation of quorum sensing activity inhibitors
  • Application of amide compounds to preparation of quorum sensing activity inhibitors
  • Application of amide compounds to preparation of quorum sensing activity inhibitors

Examples

Experimental program
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Embodiment 1

[0028] Purification and structure identification of embodiment 1 active compound

[0029] (1) Preparation of crude extract: inoculate Pacific bacillus XC22919 (Oceanobacillus sp.XC22919) into slant medium (ie: LB seawater solid medium: peptone 10g / L, yeast extract 5g / L, NaCl 10g / L, sea salt 33.3g / L, agar 18g / L, the solvent is deionized water, pH 7.4; 121°C, sterilized for 20min), cultivated overnight in a constant temperature incubator at 30°C to obtain slant bacteria; then inoculate the slant bacteria to the seeds Culture medium (that is, LB seawater liquid medium, remove the agar in LB seawater solid medium, and the others are the same), in a constant temperature shaker at 30°C, vibrate at 180rpm and cultivate overnight to obtain seed liquid; The inoculum was inoculated into LB seawater liquid medium (peptone 10g / L, yeast extract 5g / L, NaCl 10g / L, sea salt 33.3g / L, solvent was deionized water, pH 7.4; 121°C, sterilized for 20min) Fermentation culture was carried out, and sh...

Embodiment 2

[0041] Example 2 Test of two kinds of amide compounds inhibiting quorum sensing activity of P. violaceum CV026

[0042] (1) Experimental method: inoculate CV026 containing exogenous signal molecule Chromobacterium violaceum (given from Professor David C. Rowley, University of Rhode Island, USA) into LB liquid medium, and culture overnight at 30°C to obtain Violet bacteria CV026 bacteria liquid.

[0043] After diluting the violaceum bacteria CV026 liquid with fresh LB liquid medium at a volume ratio of 1:100, 10 mL per bottle. The monomer compound 2-methyl-N -(2'-phenylethyl)butanamide (added as a 50 mg / mL solution in methanol) and 3-methyl-N-(2'-phenylethyl)butanamide (added as a 50 mg / mL solution in methanol ), with methanol as a negative control. Put it on a shaker at 30°C and 150rpm for about 18h, take 1mL of the bacterial solution, centrifuge for the first time at 12000rpm for 10min, discard the supernatant, add 1mLDMSO, vortex and shake to completely dissolve violacein...

Embodiment 3

[0045] Example 3 Effects of two kinds of amide compounds on the growth of Pseudomonas aeruginosa PAO1 and the output of pyocyanin

[0046] (1) Experimental method: Pseudomonas aeruginosa (Pseudomonas aeruginosa) PAO1 was inoculated into LB medium, cultured overnight at 37° C. to obtain Pseudomonas aeruginosa PAO1 bacterial liquid.

[0047] Pseudomonas aeruginosa PAO1 bacteria liquid was used fresh PB liquid culture medium (peptone 20g / L, magnesium chloride 1.4g / L, potassium sulfate 10g / L, solvent was deionized water, pH natural; 121 ℃, sterilization 20min) with After dilution by volume ratio of 1:100, each bottle is 10mL. Add monomer compound 2-methyl-N-(2'-phenylethyl ) butanamide (added in the form of a 50 mg / mL methanol solution) and 3-methyl-N-(2'-phenylethyl) butanamide (added in the form of a 50 mg / mL methanol solution), with methanol as a negative control. Place it on a shaker at 37°C and 150rpm for about 24h. Take 6mL of bacterial liquid, add 3mL of chloroform for e...

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Abstract

The invention discloses application of amide compounds to the preparation of quorum sensing activity inhibitors. Oceanobacillus sp. XC22919 fermentation broth is utilized for separation and purification to prepare compounds 2-methyl-N-(2'-phenethyl)butyramide and 3-methyl-N-(2'-phenethyl)butyramide, which do not inhibit the growth of chromobacterium violaceum CV026 within a concentration range from 0Mu g / mL to 70Mu g / mL, but can remarkably reduce the generation of chromobacterium violaceum purpurin; moreover, as concentration is gradually increased, the effect of inhibiting the generation of purpurin is higher; within a concentration range from 0Mu g / mL to 100Mu g / mL, the compounds do not affect the growth of pseudomonas aeruginosa PAO1, but can remarkably decrease the expression of the virulence factor of pseudomonas aeruginosa, and can remarkably decrease the expressions of virulence factors such as pyocyanin, elastase, proteolytic enzyme and organism membranes, and the effect of the compounds in inhibiting quorum sensing is concentration-dependence.

Description

(1) Technical field [0001] The invention relates to a compound with bacterial quorum sensing inhibition activity isolated and purified from Pacific bacillus XC22919 (Oceanobacillussp. (2) Background technology [0002] It is traditionally believed that there is information exchange only between eukaryotic cells, but not between lower microorganisms. However, it was later discovered that during the process of growth and reproduction, bacteria also secrete some specific signal molecules into the surrounding environment according to changes in the environment, and detect changes in themselves or other microbial populations in the environment by sensing changes in these signal molecules Scientists call this signaling molecule an autoinducer (AI). Bacteria continuously secrete signal molecules to the outside world. When a threshold is reached in a certain period of time, bacteria will adjust their relevant systems in the body to cope with the change of the living environment. Th...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C233/05C07C231/24G01N33/569C12P13/02C12R1/01
CPCC07C231/24C12P13/02G01N33/56911G01N2333/195G01N2333/4704C07C233/05
Inventor 王鸿严银春陈小春陈建伟章华伟
Owner ZHEJIANG UNIV OF TECH
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