CN106074466A - Stilbene compound application in suppression chromobacterium violaceum intervention school-based - Google Patents
Stilbene compound application in suppression chromobacterium violaceum intervention school-based Download PDFInfo
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- CN106074466A CN106074466A CN201610454892.1A CN201610454892A CN106074466A CN 106074466 A CN106074466 A CN 106074466A CN 201610454892 A CN201610454892 A CN 201610454892A CN 106074466 A CN106074466 A CN 106074466A
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- resveratrol
- chromobacterium violaceum
- piceatannol
- quorum sensing
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/045—Hydroxy compounds, e.g. alcohols; Salts thereof, e.g. alcoholates
- A61K31/05—Phenols
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N31/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic oxygen or sulfur compounds
- A01N31/08—Oxygen or sulfur directly attached to an aromatic ring system
- A01N31/16—Oxygen or sulfur directly attached to an aromatic ring system with two or more oxygen or sulfur atoms directly attached to the same aromatic ring system
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Abstract
The invention discloses stilbene compound application in suppression chromobacterium violaceum intervention school-based, including three kinds of stilbene compounds, i.e. resveratrol, piceatannol and oxidized resveratrol.In chromobacterium violaceum, the generation of purple pigment is controlled by quorum sensing.Resveratrol, piceatannol and three kinds of stilbene compounds of oxidized resveratrol, under sublethal concentration, i.e. in the case of not affecting chromobacterium violaceum growth, all can significantly inhibit its quorum sensing, and wherein the activity of resveratrol is the highest.Resveratrol, piceatannol and three kinds of stilbene compounds of oxidized resveratrol can be prepared as chromobacterium violaceum quorum sensing inhibitor, effectively suppress quorum sensing, and prevention thalline infects, and has important real value in clinical antibacterial application.
Description
Technical field
The invention belongs to pharmaceutical technology field, relate to stilbene compound in suppression chromobacterium violaceum intervention school-based
Application, is specifically related to resveratrol, piceatannol and three kinds of stilbene compounds of oxidized resveratrol suppression chromobacterium violaceum group
Application in body induction system.
Background technology
Antibacterial can produce, discharge and detect a kind of chemical signal being referred to as auto-inducer (autoinducers, AI)
Molecule, the concentration of this signaling molecule increases along with the increase of population density, and according to the change of signaling molecule concentration, antibacterial can
To find out the situation of change of flora concentration around.When signaling molecule concentration reaches certain threshold value, antibacterial can communication and coordination
Group behavior, the expression of controlling gene.Antibacterial this chemistry exchange mechanism be referred to as quorum sensing (Quorum Sensing,
QS).The intervention school-based of antibacterial regulates and controls some important physiological function of antibacterial, including the toxicity of pathogenic bacteria factor generation and
The formation of biofilm.Therefore, find suitable quorum sensing inhibitor (Quorum sensing inhibitors, QSIs),
On the premise of not killing pathogenic bacterium, reduce it pathogenic, and then reduce the usage amount of antibiotic, it is to avoid the formation of Resistant strain,
Become the New Policy that treatment antibacterial infects.
The natural product with QS inhibitory activity found the earliest is the bromination furanone of isolated from red algae, its energy
Enough suppress the QS activity of the antibacterials such as Pseudomonas aeruginosa, bacterial biof iotalm resistance (Gram, L., et to antibiotic is greatly reduced
al.Applied and environmental microbiology,1996.62(11):4284-4287).From Fructus Vitis viniferae and Semen arachidis hypogaeae
Deng one isolated in food natural antitoxin resveratrol, have been demonstrated that there is the various active such as antiinflammatory, antioxidation, and energy
Expression (Won-Bo Wang, the et al.Journal of Medical of suppression proteus mirabilis virulence factor
Microbiology(2006),55,1313-1321)。
Stilbene compound is a kind of antibacterial phytoalexin, is widely present in plant kingdom, at present, and stilbene compound
Research concentrates on its antibacterial, antioxidation and the biological activity aspect such as anticancer, but whether it has QSI activity still to chromobacterium violaceum
Do not have been reported that.Therefore we select stilbene compound as object of study to screen quorum sensing inhibitor.
Summary of the invention
An object of the present invention is to provide stilbene compound application in suppression chromobacterium violaceum intervention school-based,
Specifically resveratrol, piceatannol and three kinds of stilbene compounds of oxidized resveratrol are in suppression chromobacterium violaceum quorum sensing
Application.
The two of the purpose of the present invention are to provide stilbene compound answering in preparing chromobacterium violaceum quorum sensing inhibitor
With.
The three of the purpose of the present invention are to provide minimum in chromobacterium violaceum quorum sensing inhibitor of stilbene compound to be had
Effect concentration, wherein, the minimal effective concentration of resveratrol is 25 μMs, preferably more than 100 μMs；Piceatannol minimum the denseest
Degree is 50 μMs, preferably more than 150 μMs；The minimal effective concentration of oxidized resveratrol is 25 μMs, preferably more than 150 μMs.
The method have the advantages that
Three kinds of stilbene compounds all can significantly inhibit its colony in the case of not affecting chromobacterium violaceum CV026 growth
Sensing, wherein the activity of resveratrol is the highest.When resveratrol concentration is more than 100 μMs, its suppression ratio is more than 80%；Rhizoma Euonymus China fir
When determining alcohol is 100 μMs and 150 μMs, can suppress the synthesis of purple pigment significantly, suppression ratio is respectively 46% and 73%；Phase
Ratio is in other two kinds of stilbene compounds, and oxidized resveratrol shows medium QSI activity, and concentration, can be notable when 150 μMs
The generation of ground suppression purple pigment, suppression ratio is up to 86%.
Accompanying drawing explanation
Fig. 1 be in embodiment 1 three kinds of stilbene compounds to chromobacterium violaceum quorum sensing inhibitory activity experimental result picture, its
In, a is resveratrol, and b is piceatannol, and c is oxidized resveratrol.
Fig. 2 is the suppression result figure that growth and the purple pigment of chromobacterium violaceum are produced by resveratrol.
Fig. 3 is the suppression result figure that growth and the purple pigment of chromobacterium violaceum are produced by piceatannol.
Fig. 4 is the suppression result figure that growth and the purple pigment of chromobacterium violaceum are produced by oxidized resveratrol.
Detailed description of the invention
Below by embodiment and accompanying drawing, the present invention is further illustrated, its objective is to help those skilled in the art
Be more fully understood that present disclosure, but for embodiment be not limiting as protection scope of the present invention.
Embodiment 1
The quorum sensing inhibitory activity judgment experiment of three kinds of stilbene compounds.
Preparation LB fluid medium is dispensed in test tube, prepares LB solid medium, by LB fluid medium, solid culture
The sterilizing, dryings such as base, rifle head, culture dish, centrifuge tube, the scraps of paper are stand-by.The picking mono-bacterium colony of the most streak culture good CV026, is inoculated into
In LB fluid medium, it is placed in 30 DEG C of constant-temperature table overnight incubation.LB fluid medium is used to do blank reference, with sterilized
LB fluid medium is by the OD of overnight bacterium solution620It is adjusted to about 0.1.Uniformly pour the LB solid medium that 100mL melts into 6
As bottom agar plate in flat board.After bottom agar plate solidifies, take OD620The CV026 bacterium solution of=0.1 joins 100mL cooling
In not solidified LB solid medium (about 50 DEG C), it is simultaneously introduced signaling molecule C6-HSL and kanamycin, after being vigorously mixed
It is poured on the surface of above-mentioned bottom agar plate equably, as top-layer agar plate.After flat board condenses, beat with sterilized card punch
Hole, adds the testing compound of 25 μ L variable concentrations in hole, solvent DMSO and gentamycin as negative control, 30 DEG C of inversions
Observation experiment phenomenon after cultivating 24 hours.
Fig. 1 be three kinds of stilbene compounds to chromobacterium violaceum quorum sensing inhibitory activity experimental result picture, wherein, a is white
Veratryl alcohol, b is piceatannol, and c is oxidized resveratrol, 1,2,3,4 four hole adding consistencies be respectively 1mg/mL, 2mg/mL,
3mg/mL, 4mg/mL, D be DMSO, G be gentamycin.As it is shown in figure 1, resveratrol, piceatannol and oxidized resveratrol press down
Made the generation of CV026 purple pigment, in hole formed around white halo, and the diameter of white halo is with drug level
Increase and increase, present dose-dependent effect.Wherein, around resveratrol, the place in close hole occurs in that big with matched group celebrating
Transparent inhibition zone similar around mycin, shows bacteriostatic activity；Along with medicine spreads on a lbmc agar plate, the concentration of medicine also with
Reduction, occur in that again opaque, muddy white halo in the periphery of transparent inhibition zone, show quorum sensing suppression live
Property.Additionally, under identical working concentration, the diameter piceatannol to be significantly greater than of resveratrol surrounding white haloing and oxidation
Resveratrol, this shows that resveratrol has stronger quorum sensing inhibitory activity.
Embodiment 2
Three kinds of stilbene compound suppression chromobacterium violaceum CV026 growths and purple pigment produce experiment.
Preparation LB fluid medium is dispensed in conical flask, stand-by after sterilizing.The picking mono-bacterium of the most streak culture good CV026
Fall, be inoculated in LB fluid medium, be placed in 30 DEG C of constant-temperature table overnight incubation.Sterilized LB fluid medium adds
The testing compound (final concentration 25,50,75,100,125 and 150 μMs) of C6-HSL (signaling molecule), overnight bacterium solution and each concentration,
Using DMSO as blank.After cultivating 16-18h, draw in the 1.5mL centrifuge tube of 1mL × 6 to 6 for every bottle.It is centrifuged and abandons supernatant,
To precipitate resuspended with DMSO, centrifugal after fully having hanged, draw and supernatant 200 μ L to 96 orifice plate is measured OD585, using DMSO as sky
White comparison.According to OD585Judge the impact that CV026 purple pigment is produced by three kinds of stilbene compounds.
Discard whole supernatant, will precipitate with water resuspended again, draw after fully having hanged in 200 μ L to 96 orifice plates and measure
OD620, using water as blank.According to OD620Judge the impact that CV026 is grown by three kinds of stilbene compounds.
Fig. 2, Fig. 3, Fig. 4 are resveratrol in embodiment 2, piceatannol and three kinds of stilbene class chemical combination of oxidized resveratrol respectively
The suppression result figure that growth and the purple pigment of chromobacterium violaceum are produced by thing.
Bacteriostatic experiment shows, compared with matched group, under all mensuration concentration, piceatannol and oxidized resveratrol are the most not
Affect the growth of CV026 thalline, only resveratrol and the most somewhat inhibit the growth of CV026 thalline.
For studying the QSI activity of resveratrol, piceatannol and oxidized resveratrol further, we are fixed with purple pigment
Amount three kinds of stilbene compounds of detection are to CV026 quorum sensing inhibitory activity.It is as shown in Figure 2,3, 4, similar to primary dcreening operation experimental result,
Through the cultivation of 24h, resveratrol, piceatannol and oxidized resveratrol all can suppress the generation of CV026 purple pigment, and purple
The yield of color pigment reduces with the increase of drug level, presents inverse relation.Wherein, under all mensuration concentration, white Herba chenopodii
Reed alcohol all can significantly decrease the generation of purple pigment, and especially when mensuration concentration is more than 100 μMs, its suppression ratio exceedes
80%.For piceatannol, its initial inhibition concentration is 50 μMs, in higher concentrations (100 μMs and 150 μMs), piceatannol
Can suppress the synthesis of purple pigment significantly, suppression ratio is respectively 46% and 73%.Compared to other two kinds of stilbene compounds,
Oxidized resveratrol shows medium QSI activity, can significantly decrease the yield of purple pigment under all mensuration concentration,
When measuring concentration at 150 μMs, oxidized resveratrol can suppress the generation of purple pigment significantly, and suppression ratio is up to 86%.
Claims (4)
1. stilbene compound application in suppression chromobacterium violaceum intervention school-based, it is characterised in that described stilbene class
Compound is resveratrol, piceatannol or oxidized resveratrol.
2. stilbene compound application in preparing chromobacterium violaceum quorum sensing inhibitor, it is characterised in that described stilbene class
Compound is resveratrol, piceatannol or oxidized resveratrol.
The stilbene compound the most according to claim 2 application in preparing chromobacterium violaceum quorum sensing inhibitor, its
Being characterised by, the minimal effective concentration of resveratrol is 25 μMs；The minimal effective concentration of piceatannol is 50 μMs；Oxidation white hellebore
The minimal effective concentration of alcohol is 25 μMs.
The stilbene compound the most according to claim 3 application in preparing chromobacterium violaceum quorum sensing inhibitor, its
Being characterised by, in inhibitor, the concentration of resveratrol is more than 100 μMs；The concentration of inhibitor middle white skin China fir alcohol is more than 150 μMs；
In inhibitor, the concentration of oxidized resveratrol is more than 150 μMs.
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107213142A (en) * | 2017-06-13 | 2017-09-29 | 西南大学 | The application of oxidized resveratrol or oxidized resveratrol joint antibiotic in anti-fungal infection product is prepared |
| CN109169659A (en) * | 2018-09-21 | 2019-01-11 | 南京理工大学 | 4 '--2 '-hydroxy acetophenones of amino are preparing the application in anti-Agrobacterium infection pesticide |
| CN109479907A (en) * | 2018-11-30 | 2019-03-19 | 福建农林大学 | A kind of preparation method of natural fine bacteria quorum sensing inhibitor |
| CN113413764A (en) * | 2021-06-24 | 2021-09-21 | 南京财经大学 | Modified membrane module, preparation method thereof and application thereof in filtration |
-
2016
- 2016-06-21 CN CN201610454892.1A patent/CN106074466A/en active Pending
Non-Patent Citations (1)
| Title |
|---|
| JI-YANG SHENG: "The quorum-sensing inhibiting effects of stilbenoids and their potential structure–activity relationship", 《BIOORGANIC & MEDICINAL CHEMISTRY LETTERS》 * |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107213142A (en) * | 2017-06-13 | 2017-09-29 | 西南大学 | The application of oxidized resveratrol or oxidized resveratrol joint antibiotic in anti-fungal infection product is prepared |
| CN109169659A (en) * | 2018-09-21 | 2019-01-11 | 南京理工大学 | 4 '--2 '-hydroxy acetophenones of amino are preparing the application in anti-Agrobacterium infection pesticide |
| CN109169659B (en) * | 2018-09-21 | 2020-12-04 | 南京理工大学 | Application of 4-amino-2-hydroxyacetophenone in preparation of pesticide for resisting agrobacterium infection |
| CN109479907A (en) * | 2018-11-30 | 2019-03-19 | 福建农林大学 | A kind of preparation method of natural fine bacteria quorum sensing inhibitor |
| CN113413764A (en) * | 2021-06-24 | 2021-09-21 | 南京财经大学 | Modified membrane module, preparation method thereof and application thereof in filtration |
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Application publication date: 20161109 |