CN105153140A - Compound for inhibiting growth of xanthomonas citri - Google Patents
Compound for inhibiting growth of xanthomonas citri Download PDFInfo
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- CN105153140A CN105153140A CN201510730268.5A CN201510730268A CN105153140A CN 105153140 A CN105153140 A CN 105153140A CN 201510730268 A CN201510730268 A CN 201510730268A CN 105153140 A CN105153140 A CN 105153140A
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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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- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
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- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines Containing Plant Substances (AREA)
Abstract
The invention discloses a compound which has bacteriostasis and bactericidal activity to xanthomonas citri. The minimal inhibitory concentration (MIC) value of the xanthomonas citri is 8 micrograms/mL, and the minimal bactericidal concentration (MBC) value of the xanthomonas citri is 32 micrograms/mL.
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 citrus processing and fungicidal activity.
Background technology
Oranges and tangerines are important tropical and subtropical fruit trees, and production distribution is extensive, and the whole world has 145
countryproduce oranges and tangerines, output occupies first of world's fruit.According to FAO statistics, within 2011, world W tangerine ultimate production reaches 1.29 hundred million tons, accounts for 21.2% of world's fruit ultimate production.China is the large Orange Producing state of the first in the world, according to
countryagricultural statistics data, within 2011, citriculture area reaches 3432.5 ten thousand mu, and output reaches 2,944 ten thousand tons.Oranges and tangerines are extensively cultivated in 19 Continental Area provinces (city, district) of China tropical and subtropical region, and wherein Hunan is maximum Orange Producing province, and within 2011, area reaches 586.2 ten thousand mu, and output reaches 420.4 ten thousand tons.Oranges and tangerines are own through becoming one of topmost agricultural industry pillar of south China.But the same with other farm crop, oranges and tangerines are also subject to causing harm of various sick worm biology, cause harm yellow twig and Peptic Ulcers at present most serious of all on China's oranges and tangerines.These two diseases are all quarantine Micobial Disease.Yellow twig mainly causes harm seriously in the oranges and tangerines producing region, south China that heat is higher, and in Hunan, its communication media of most of area---Mu Wind can not survive the winter, so this disease only has fragmentary morbidity in the area, south, Hunan near south China.Citrus bacterial canker disease had morbidity report early than 1919 in China, spread province oranges and tangerines main producing region at the most subsequently.There is generation present 15 provinces and regions, wherein Guangdong, Guangxi, Fujian, Jiangxi, Zhejiang, Hunan,
taiwanoccur comparatively general in main product province and the oranges and tangerines producing region such as Yunnan, Guizhou, have fragmentary distribution in other areas.
In Hunan, only the morbidity of minority area is serious at first for citrus bacterial canker disease, but, along with producing greatly developing of upper susceptible sweet orange veriety, make this disease spread across the entire province.According to investigations, Hunan Province's existing 65 counties and cities morbidity, epidemic-stricken area counties and cities account for 57.5% of total counties and cities of the whole province, and sweet orange and shaddock morbidity orchard account for Lee's 43%(high aim etc., 2005).At present, along with the popularization of the contour susceptible improved seeds of sweet orange, disease is also in continuous expansion.
After citrus bacterial canker disease is caused harm, oranges and tangerines leaf, branch and fruit form crateriform scab, time serious, cause fallen leaves, shedding, tree vigo(u)r fail, directly affect the growth result of oranges and tangerines, particularly fruit susceptible after, lose marketing fresh commodity value.Because pathogenic bacteria can be propagated with fruit, therefore, by the restriction of quarantine act, the fruit in Peptic Ulcers epidemic-stricken area can not sell any market of the Pest-or disease-free area of Orange Producing, seriously constrains the market development of epidemic-stricken area fruit.876.73 ten thousand tons, European Union's import oranges and tangerines fresh fruit in 2010 of Pest-or disease-free area, account for 65.3% of world's oranges and tangerines fresh fruit import total amount, gross import value accounts for 70.5% of the world, due to European Union have Spain, Italy,
francein Orange Producing state, the citrusfruit in all Peptic Ulcers epidemic-stricken areas all cannot enter European Union, loses a very important world market.Chongqing is first Pest-or disease-free area of current China construction, forbids to call in any epidemic-stricken area and comprises the sweet orange fruit processing sweet orange.Therefore, the restriction of the domestic and international market developing caused by this disease causes larger loss to China's Citrus Industry, this disease becomes the oranges and tangerines producing regions, subtropics such as Hunan, the particularly topmost dangerous disease in sweet orange main cultivation producing region is also the dangerous disease with yellow twig with equal importance at south subtropics and torrid areas.
Forefathers' research shows, citrus processing growth temperature range is 12 ~ 40 DEG C, 42 DEG C time, do not have illness to occur.At present, most report thinks optimum ulcer bacteria
?growth temperature is 20 ~ 30 DEG C, and ultimate temperature is minimum is 5 DEG C, is up to 35 DEG C; Best humidity condition is more than 50%.After Storms and typhoon, susceptible disease.The tissue of citrus bacterial canker disease main harm oranges and tangerines over-ground part, comprises blade, stem section and fruit that children is tender.Under suitable onset condition, first scab forms oily projection at blade abaxial side, along with the hamartoplasia of pathogenic bacterium inducing, and oily bulge rupture, and continue to increase, then form crateriform protruding, namely typical Peptic Ulcers scab.Scab affects fruit appearance, because affecting blade photosynthesis, tree vigo(u)r is gone down time serious.If envrionment conditions is not suitable for, the appearance of classical symptom at least needs more than 60d.
Pathogenic bacteria hides in sick leaf, sick branch or sick fruit, meets water and overflows from sick portion, and by wind and rain conditional diffusion to the position of not infecting, through pore, the passages such as wound invade host's mesophyll cell gap.Blade, fruit and spray all can be susceptible, and the scab of formation runs into accelerating growth after wind and rain weather, and pathogenic bacteria is finally spilled over to host surfaces from scab, run into suitable envrionment conditions and form a new round and infect.In different areas, due to weather condition and the difference in oranges and tangerines phenological period, disease time has larger difference.In subtropical zone, the former spring tip and autumn growth are seldom fallen ill, mainly summer shoot susceptible disease, and in production, normal Bian summer way slightly of erasing controls Peptic Ulcers.But recent years, most of sweet orange gardens spring tip is also fallen ill, the crystal sugar orange orchard of some areas is sometimes also very serious.In present cultivation, many Bian control summer shoots urge the measure of early autumn growth, to obtain large measured bearing basal shoot, avoid the susceptible increase with causing shedding of summer shoot.The time that autumn growth is put in various places differs, but many at pumping autumn growth in 7 ~ August, at the latest in early September.So, the autumn slightly the pumping phase also at a time when high temperature season, therefore autumn growth now also susceptible disease.
Summary of the invention
The present invention adopts In vitro Bactericidal Experiments, and research compound is to the biological activity of citrus processing.
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 citrus processing, and measurement obtains its minimal inhibitory concentration MIC value and minimal bactericidal concentration MBC value, belongs to first public.
Described compound structure feature as
undershown in formula:
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 8 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 32 μ g/mL.
Claims (1)
1. suppress a compound for citrus bacterial canker disease bacteria growing, it is characterized in that:
(1) shown in following structural features formula:
(2) it can be used as inhibitor and the sterilant of citrus processing;
(3) it is 8 μ g/mL to the minimal inhibitory concentration MIC value of citrus processing;
(4) it is 32 μ g/mL to the minimal bactericidal concentration MBC value of citrus processing.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510730268.5A CN105153140A (en) | 2015-11-02 | 2015-11-02 | Compound for inhibiting growth of xanthomonas citri |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510730268.5A CN105153140A (en) | 2015-11-02 | 2015-11-02 | Compound for inhibiting growth of xanthomonas citri |
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| Publication Number | Publication Date |
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| CN105153140A true CN105153140A (en) | 2015-12-16 |
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| Application Number | Title | Priority Date | Filing Date |
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| CN201510730268.5A Pending CN105153140A (en) | 2015-11-02 | 2015-11-02 | Compound for inhibiting growth of xanthomonas citri |
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Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1987000006A1 (en) * | 1985-07-09 | 1987-01-15 | Agri-Shield, Inc. | Plant microbiocidal compound and method |
| CN1951187A (en) * | 2005-10-20 | 2007-04-25 | 广西大学 | Preparation for preventing and treating citrus canker |
| CN101904338A (en) * | 2010-07-28 | 2010-12-08 | 江西农业大学 | Compound drug for preventing and curing citrus canker |
-
2015
- 2015-11-02 CN CN201510730268.5A patent/CN105153140A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1987000006A1 (en) * | 1985-07-09 | 1987-01-15 | Agri-Shield, Inc. | Plant microbiocidal compound and method |
| CN1951187A (en) * | 2005-10-20 | 2007-04-25 | 广西大学 | Preparation for preventing and treating citrus canker |
| CN101904338A (en) * | 2010-07-28 | 2010-12-08 | 江西农业大学 | Compound drug for preventing and curing citrus canker |
Non-Patent Citations (2)
| Title |
|---|
| MIN CHEOL KIM,ET,AL.: "Salinazinones A and B: Pyrrolidinyl-Oxazinones from Solar Saltern-Derived Streptomyces sp. KMF-004", 《ORGANIC LETTERS》 * |
| PENG FU，ET,AL.: "1,3-Oxazin-6-one Derivatives and Bohemamine-Type Pyrrolizidine Alkaloids from a Marine-DerivedStreptomyces spinoverrucosus", 《JOURNAL OF NATURAL PRODUCTS》 * |
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Application publication date: 20151216 |