CN105330655A - Compound for inhibiting growth of cucumber cladosporium cucumerinum - Google Patents
Compound for inhibiting growth of cucumber cladosporium cucumerinum Download PDFInfo
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- CN105330655A CN105330655A CN201510723797.2A CN201510723797A CN105330655A CN 105330655 A CN105330655 A CN 105330655A CN 201510723797 A CN201510723797 A CN 201510723797A CN 105330655 A CN105330655 A CN 105330655A
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
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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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/86—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms six-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,3
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Abstract
The invention discloses a compound for inhibiting growth of cucumber cladosporium cucumerinum. The value of the minimal inhibitory concentration (MIC) of the cucumber cladosporium cucumerinum is 16 micrograms per milliliter, and the value of the minimal bactericidal concentration (MBC) of the cucumber cladosporium cucumerinum is 64 micrograms per milliliter.
Description
Technical field
The present invention relates to the novelty teabag of compound, illustrate the relation between pharmaceutical chemistry structure and the biological activity of bacterium, in particular, is explore compound to the antibacterial of dosporium cucumerinumand its and fungicidal activity.
Background technology
Cucumber is a kind in Curcurbitaceae Cucumis, annual climbing up by holding on to property herbaceous plant, another name cucumber, chromosome number 2n=2x=14.Cucumber is China and even global important vegetable.According to the data statistics of Food and Argriculture OrganizationFAO, the harvest area of global cucumber in 2008 is 263.50 ten thousand hectares, and wherein the harvest area of China reaches 170.28 ten thousand hectares, accounts for global 64%, ranks first in the world.
Cucumber originates from the Yunnan Province of the north India of southern foot, the Himalayas, Sillim, Nepal and China.Cucumber imported China at B.C. 100 years, imported France in nineth century, and 16 middle of century import North America into, and before and after 1600 Christian eras, cucumber has been transmitted to all over the world.Cucumber natural selection and artificial culture domestication process in, define rich and varied Cucumber type and kind, as European greenhouse-type cucumber, American-European outdoor cropping type cucumber, North China type cucumber, In South China type cucumber, processed-type cucumber etc.At present, Cucumber Germplasm 1521 parts is saved respectively in China country long-term storehouse of Germplasm Resources of Farm Crop and national Germplasm Resources of Vegetables storehouse in mid-term, wherein derive from the domestic Cucumber Germplasm of China totally 1462 parts, account for and preserve 96% of total number, be respectively the local variety and incubation conventional variety that derive from 29 provinces, municipalities and autonomous regions (comprising Taiwan) in the whole nation.Wherein 215 parts, Shandong Province, 115 parts, Hebei province, 98 parts, Liaoning Province, apportion front three.
Scab of cucumber is a kind of worldwide disease, brings huge loss to cucumber production.1889, by black spot infringement situation on Arthur reported first cucumber sugar-preserved gourd.Black spot all can be fallen ill in the whole breeding time of cucumber, can endanger stem, leaf and fruit, and can cause sugar-preserved gourd deformity, " bleed ", lost commodity value.This disease is once at regional serious threat cucumber productions such as Europe, North America and South East Asia.50 ~ sixties of 20th century U.S., the state such as Holland once there occurs being very popular of black spot.First China found this germ in nineteen fifty on the bottle gourd in Henan Province, and 1966 and 1979 have found this disease respectively on the cucumber production of Jilin Province and Mudanjiang City of Heilongjiang Province, but all do not cause big area disaster.Since the eighties, scab of cucumber first in Heilungkiang, Jilin, Liaoning San Sheng pandemic, cause larger financial loss.The diseased plant rate of 1983 ~ 1985 years Dandong City's dependent territory cucumber black spots reaches 65%, and the diseased plant rate in grave illness district is more than 90%, and the underproduction 73%, the lighter regional underproduction about 20% occurs disease.Hunjiang, Jilin province city grinds in open country main cultivation cucumber variety Tianjin No. two and reaches 53% at the withered dead plant rate in black spot district, and sick melon rate is up to 100%.Grind No. six cucumber varieties in Tianjin of greenhouse cultivation, diseased plant rate reaches 100%, and sick melon rate reaches more than 90%.According to investigations, in scab of cucumber lesion, more than 90%, there is the serious regional underproduction and can reach 50 ~ 70% in diseased plant rate.As can be seen here, black spot, once outburst, causes very serious harm by cucumber production.
The cause of disease of scab of cucumber is that fungi Deuteromycotina melon scab branch spore is mould, and bacterium colony is just white, and later color deepens gray gradually, and central authorities are greyish black, bit greenish, and in irregular shape or circle, tiling shape, periphery is white hypha.Mycelium color from colourless to filbert, sometimes by fine hair, have every, conidiophore is elongated, single raw or grow thickly, and upright or slightly curved, there is branch on top, and branch ends is blunt, and base portion expands sometimes, filbert to Vandyke brown or olive brown.Oval or the irregular shape of conidium, most unit cell, minority tool every, filbert, unit cell, the two born of the same parents of minority.
Black spot all can be fallen ill in the whole breeding time of cucumber susceptible variety, and the positions such as blade, stem, tendril, sugar-preserved gourd and vegetative point all can be injured, and was injured the most serious with tender leaf, tender stem, young fruit, and Lao Ye and old melon insensitive.Seedlings suffer injury, cotyledon produces yellow-white circular spot, and after expansion, cotyledon rots, and time serious, lobus cardiacus is withered, and complete stool is dead.During blade morbidity, be initially the subcircular speckle of chlorisis, diametrically 2 ~ 5mm subcircular spot after expansion, perforation after later stage scab is withered, edge is star line shape.When sugar-preserved gourd infects black spot, originally be circle or oval chlorisis stigma, scab place has jelly to overflow, after become amber, be commonly called as " bleed ".The tissue growth at scab place is suppressed, and makes sugar-preserved gourd deformity.The stem of cucumber is climing, tendril, petiole also can infect by black spot, and browning rots.
Pathogenic bacteria realizes the destruction of host by various virulence factor on the Ultrastructural impact of host.Cell wall degrading enzyme and toxin are that dosporium cucumerinumand its is infecting virulence factor important in cucumber process.
Black star germ can produce a series of enzyme in the process infecting cucumber plant, and realizes the impact on host with this.Played a major role in the degraded of cell walls by the polygalacturonase of the mould secretion of melon fruit fly and galacturonic acid enzyme, and obtain carbon source nutrition with this, fungal cellulase is also played an important role in decomposition host cell tissue simultaneously.From the culturing filtrate of dosporium cucumerinumand its, purifying obtains a kind of polygalacturonase, and this polygalacturonase can cause the lignification of cucumber hypocotyl.Inoculate susceptible variety with germ, in pathogenic process, the activity of polygalacturonase increases.Thinking after black star germ infects cucumber it is first that polygalacturonase works, is then that cellulase works.
Summary of the invention
The present invention adopts In vitro Bactericidal Experiments, and research compound is to the biological activity of dosporium cucumerinumand its.
Concrete technical scheme of the present invention is as follows:
Innovative point of the present invention finds that compound has good antibacterial and fungicidal activity to dosporium cucumerinumand its, and measurement obtains its minimal inhibitory concentration MIC value and minimal bactericidal concentration MBC value, belongs to first public.
Described compound structure feature following graphic shown in:
Embodiment
Below in conjunction with concrete embodiment, in further detail the present invention is described.Embodiment below should be understood and be only not used in the restriction scope of the invention for illustration of the present invention.
embodiment 1
Measure minimal inhibitory concentration MIC value.
(1) preparation of nutrient broth: get nutrient broth 30g and add 1000mL distilled water and get final product.Use front 121 DEG C of high pressure steam sterilization 20min stand-by.
(2) preparation of nutrient agar medium solid medium: get nutrient agar medium 45g and add 1000mL distilled water and get final product.Use front 121 DEG C of high pressure steam sterilization 20min stand-by.
(3) cultivation of bacterial strain: operate on Bechtop and carry out.Drawing sterilized liquid nutrient medium l0mL, be placed in sterilized test tube, then with connecing collarium picking bacterium colony, being added in liquid nutrient medium, be put in incubator and cultivate, microbial culture 24h, culture temperature is 28 DEG C.
(4) preparation of bacterium liquid and counting: by the bacterium liquid after cultivation, Bian 10 times of dilution method liquid nutrient mediums dilute, and with blood counting chamber preliminary observation counting on microscope, then bacterium liquid liquid nutrient medium is diluted, as the bacterium liquid added in trial-product.Bacterium adopts colony counting method to count, and by above bacterium liquid stroke-physiological saline solution redilution 100 times, gets 50 μ L, is evenly applied to and has been covered with in the plate of solid medium, and cultivate 24h, culture temperature is 28 DEG C.After cultivation, single bacterial growth alive forms a bacterium colony, statistics colony count, can calculate in sample containing bacterium number.
Calculation formula is: bacterial concentration=n × 20 × 100cfu/mL
(5) preparation of drug solution: Weigh Compound, adds sterile saline, shakes hook, obtains homogeneous solution, for subsequent use.Deposit in 4 DEG C of Refrigerator stores stand-by.
(6) mensuration of minimal inhibitory concentration (MIC) and minimal bactericidal concentration (MBC): adopt micro-broth dilution method minimal inhibitory concentration MIC(MinimalInhibitoryConcentration).MIC is minimal inhibitory concentration, namely after medicine and the effect of certain density bacterium liquid, can suppress the minimum concentration of visible bacteria growing.
Adopt doubling dilution by liquid stroke-physiological saline solution by liquid dilution series concentration, 0.5,1,2,4,8,16,32,64,128 and 256 μ g/mL, 1 ~ 10 row on 96 orifice plates, every hole adds liquid and the 100 μ L bacterium liquid of 100 μ L different concns, makes final bacterial concentration be 1 ~ 5 × 10
5cfu/mL, 11st row adds bacterium liquid as positive control using stroke-physiological saline solution, 12nd row is not to add the stroke-physiological saline solution of bacterium liquid for negative control, 24h is cultivated in 28 DEG C after mixing, with visual inspection medicine minimum concentration Guan Zhongwu bacterial growth, person is the MIC of this trial drug, and each experiment in triplicate.
Recording minimal inhibitory concentration MIC value is 16 μ g/mL.
embodiment 2
Measure minimal bactericidal concentration MBC value.
(1) preparation of nutrient broth: get nutrient broth 30g and add 1000mL distilled water and get final product.Use front 121 DEG C of high pressure steam sterilization 20min stand-by.
(2) preparation of nutrient agar medium solid medium: get nutrient agar medium 45g and add 1000mL distilled water and get final product.Use front 121 DEG C of high pressure steam sterilization 20min stand-by.
(3) cultivation of bacterial strain: operate on Bechtop and carry out.Drawing sterilized liquid nutrient medium l0mL, be placed in sterilized test tube, then with connecing collarium picking bacterium colony, being added in liquid nutrient medium, be put in incubator and cultivate, microbial culture 24h, culture temperature is 28 DEG C.
(4) preparation of bacterium liquid and counting: by the bacterium liquid after cultivation, Bian 10 times of dilution method liquid nutrient mediums dilute, and with blood counting chamber preliminary observation counting on microscope, then bacterium liquid liquid nutrient medium is diluted, as the bacterium liquid added in trial-product.Bacterium adopts colony counting method to count, and by above bacterium liquid stroke-physiological saline solution redilution 100 times, gets 50 μ L, is evenly applied to and has been covered with in the plate of solid medium, and cultivate 24h, culture temperature is 28 DEG C.After cultivation, single bacterial growth alive forms a bacterium colony, statistics colony count, can calculate in sample containing bacterium number; Calculation formula is: bacterial concentration=n × 20 × 100cfu/mL.
(5) preparation of drug solution: Weigh Compound, adds sterile saline, shakes hook, obtains homogeneous solution, for subsequent use.Deposit in 4 DEG C of Refrigerator stores stand-by.
(6) mensuration of minimal inhibitory concentration (MIC) and minimal bactericidal concentration (MBC): adopt micro-broth dilution method minimal bactericidal concentration MBC(MinimalBactericidalConcentration).On MIC basis, draw 10 μ L solution from every pipe, put on solid medium, continue to cultivate by under MIC culture condition, with the minimum concentration of complete kill bacteria for minimal bactericidal concentration (colony number is less than or equal to 5).
Adopt doubling dilution by liquid stroke-physiological saline solution by liquid dilution series concentration, 0.5,1,2,4,8,16,32,64,128 and 256 μ g/mL, 1 ~ 10 row on 96 orifice plates, every hole adds liquid and the 100 μ L bacterium liquid of 100 μ L different concns, makes final bacterial concentration be 1 ~ 5 × 10
5cfu/mL, 11st row adds bacterium liquid as positive control using stroke-physiological saline solution, 12nd row is not to add the stroke-physiological saline solution of bacterium liquid for negative control, and cultivate 24h in 28 DEG C after mixing, with visual inspection medicine minimum concentration Guan Zhongwu bacterial growth, person is the MIC of this trial drug.Meat soup in the above-mentioned each hole having no growth bacterium is got 10 μ L to be inoculated on nutrient agar plate, carries out mark, and cultivate 24h in 28 DEG C, to be still designated as the MBC of this medicine without drug level in the pipe of bacterial growth, each experiment in triplicate.
Recording minimal bactericidal concentration MBC value is 64 μ g/mL.
Claims (1)
1. suppress a compound for scab of cucumber bacteria growing, it is characterized in that:
(1) following structural features graphic shown in:
(2) it can be used as inhibitor and the sterilant of dosporium cucumerinumand its;
(3) it is 16 μ g/mL to the minimal inhibitory concentration MIC value of dosporium cucumerinumand its;
(4) it is 64 μ g/mL to the minimal bactericidal concentration MBC value of dosporium cucumerinumand its.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510723797.2A CN105330655A (en) | 2015-11-01 | 2015-11-01 | Compound for inhibiting growth of cucumber cladosporium cucumerinum |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510723797.2A CN105330655A (en) | 2015-11-01 | 2015-11-01 | Compound for inhibiting growth of cucumber cladosporium cucumerinum |
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| CN105330655A true CN105330655A (en) | 2016-02-17 |
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| Application Number | Title | Priority Date | Filing Date |
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| CN201510723797.2A Pending CN105330655A (en) | 2015-11-01 | 2015-11-01 | Compound for inhibiting growth of cucumber cladosporium cucumerinum |
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Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0360417A2 (en) * | 1988-08-24 | 1990-03-28 | Schering Agrochemicals Limited | Derivatives of 4-fluoroanthranilic acid and their use as fungicides |
| CN1344259A (en) * | 1999-02-16 | 2002-04-10 | 巴斯福股份公司 | Processes and intermediates for prepn. of 1,3-diazin-b 6-ones and uracils |
-
2015
- 2015-11-01 CN CN201510723797.2A patent/CN105330655A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0360417A2 (en) * | 1988-08-24 | 1990-03-28 | Schering Agrochemicals Limited | Derivatives of 4-fluoroanthranilic acid and their use as fungicides |
| CN1344259A (en) * | 1999-02-16 | 2002-04-10 | 巴斯福股份公司 | Processes and intermediates for prepn. of 1,3-diazin-b 6-ones and uracils |
Non-Patent Citations (2)
| Title |
|---|
| FENG FU ET AL.: "1,3-oxazin-6-one derivatives and bohemamine-type pyrrolizidine alkaloids from a marine-derived streptomyces spinoverrucosus", 《JOURNAL OF NATURAL PRODUCTS》 * |
| KIM, MIN CHEOL ETAL.: "Salinazinones A and B: pyrrolidinyl-oxazinones from solar saltern-derived Streptomyces sp. KMF-004", 《ORGANIC LETTERS》 * |
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