CN104592174A - A plurality of new tetrahydrofuran compounds having strong powdery mildew inhibition effects, and applications thereof - Google Patents
A plurality of new tetrahydrofuran compounds having strong powdery mildew inhibition effects, and applications thereof Download PDFInfo
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Abstract
The present invention discloses a plurality of new tetrahydrofuran compounds having strong powdery mildew inhibition effects, and applications thereof. The tetrahydrofuran compound production strain CQT14-24 is marine Streptomyces nitrosporeus, wherein the strain is adjusted through an artificial culture method, and the obtained fermentation product is extracted by the conventional chemical method so as to obtain four new tetrahydrofuran compounds, wherein the four new tetrahydrofuran compounds have strong inhibition effects on powdery mildew and a variety of plant pathogenic bacteria. According to the present invention, the natural resources of the special habitat marine organisms are completely utilized; the strain is subjected to acclimation through the artificial breeding and culture, such that the strain can be subjected to artificial culture and large amount of fermentation under the simple condition, and the extraction is simple; the four new tetrahydrofuran compounds have the good plant pathogenic fungi inhibition effects and the plant disease prevention and control effect in the in vitro or in vivo form, and have the good development potential and values of the new agricultural bactericidal agent; and the strain has characteristics of easy culture, simple and feasible operation method, short period, no environmental pollution, cheap raw materials, easy large-scale mass production, and low production cost.
Description
Technical field
The invention belongs to marine microorganism field, habitat, ocean streptomycete obtains 4 new compounds by artificial culture, fermentation, purification specifically, also relates to this compound as the application preventing and treating cultivated plant Powdery Mildew and other disease of plant.This culture presevation is in China Committee for Culture Collection of Microorganisms's common micro-organisms center (CGMCC), address is No. 3, BeiChen West Road, Chaoyang District, BeiJing City, Institute of Microorganism, Academia Sinica, preservation date on February 25th, 2011, deposit number CGMCC No.4607, Classification And Nomenclature Streptomyces nitrosporus.
background technology
In recent years, in the world to Pesticide Residue pay attention to day by day, the agricultural chemicals that forbidding limits the use of is more and more, residue criterion improves constantly, the direct and consequential damage every year causing China's Agricultural to export because of chemical pesticide residue problem is huge, simultaneously along with the development of China's economic and the raising of living standards of the people, agricultural product security problem is also subject to government and street levels common concern, is badly in need of the novel pesticide of exploitation high-efficiency low-toxicity.The new lead compound developing high-efficiency low-toxicity from natural product is the key of initiative novel pesticide.Compared with other biological source pesticide, the advantage that microbial pesticide is low with its development cost, more easily realize industrialization, become the first-selected resource of exploitation novel pesticide both at home and abroad, the searching new texture active substance of microbial source or the New function of existing compound are the important channels of biological pesticide initiative.
In existing Plant diseases, Powdery Mildew is one of wide, harm is heavy, difficulty the is prevented and treated disease that distributes, extensively parasitize grain, vegetables, economic dispatch cultivated plant, tremendous economic is caused to lose to agricultural every year, and development of drug resistance is rapid, need to continually develop novel pesticide, and find that the probability of new agricultural microorganism obviously reduces from the Biological resources developed, the Microbial resources developing new habitat become the breach addressed this problem, marine microorganism is special with its habitat, and new compound pick-up rate is high and come into one's own.
Tested after deliberation to obtain by us and produce the suitable culture condition of tetrahydrofurans, fermented product extracts through chemical ordinary method, obtain 4 new tetrahydrofurans, these 4 new tetrahydrofurans all have high inhibition effect to plant powdery mildew, also suppress other plant pathogenic fungi simultaneously, wherein compound 1-3 is new compound, two kinds of compounds C-8 epimer each other of the cyclo-nonactic acid that compound 4 and Marc Stadler reported in calendar year 2001, never someone reports that these 4 new tetrahydrofurans have pesticide activity.
Summary of the invention
The object of this invention is to provide the new tetrahydrofuran-compound that four kinds are suppressed Powdery Mildew and other plant pathogenic fungi, habitat, ocean streptomycete bacterial strain preparation method and the application thereof of generation are provided simultaneously, take full advantage of the natural resource of this special habitats of marine microorganism, bacterial strain is fermented by artificial culture, chemical process extraction, purifying, structure elucidation obtain 4 new tetrahydrofurans, and in vitro or live body all has the effect well suppressing plant pathogenic fungi.
The object of the invention is to be realized by following technical scheme, have developed the new tetrahydrofuran-compound of several high inhibition Powdery Mildew and apply in controlling plant diseases, described tetrahydrofuran-compound producing bacterial strain CQT14-24 is habitat, ocean streptomycete Streptomyces nitrosporeus, regulated by artificial culture method, obtain fermented product to extract through conventional chemical processes again, obtain 4 new tetrahydrofurans, 4 new compounds all have high inhibition effect to powdery mildew and various plants pathogenic bacteria, and its feature comprises the steps:
1) with its deposit number be: the CQT14-24 bacterial strain of CGMCC No.4607, bacterial strain is tested through medium optimization, and the formula of its fermentation culture is: Zulkovsky starch 17-25g, oat leaching juice 100-150ml, peptone 2-5g, arginine 1-2g, KNO
31-3g, K
2hPO
40.3-0.5g, MgSO
40.5-1.0g, NaCl, 10-15g, KCl0.03-0.05g, MgCl
20.23-0.50g, FePO
40.01-0.02g, water 650-700ml, pH7.0-7.5, above-mentioned is nutrient solution, and adding agar 16-19g is solid medium;
2) bacterial strain is put 22 DEG C of-25 DEG C of incubators at above-mentioned solid medium and is cultivated 5-6 days, the thalline that solid culture basal growth is good scrapes, nutrient solution in access step 1 cultivates 7 days for seed liquor, again seed liquor is accessed in the above-mentioned nutrient solution of 40-50L, 22 DEG C-25 DEG C, rotating speed 150rpm, shaking culture 9-10 days, obtain fermented product;
3) fermented product is by XAD-16 macroporous resin adsorption, 95% ethanol elution, and concentrated extract, carries out chromatographic separation by acquisition medicinal extract silicagel column, with petroleum ether-ethyl acetate-methyl alcohol for eluent gradient wash-out;
4) collect 10%-80% ethyl acetate/petroleum ether elutriant, through silica gel normal-phase chromatography, be that 10%-50% ethyl acetate/petroleum ether wash-out is separated with elutriant, then with the separation and purification of ODS reverse chromatograms, obtain 4 new tetrahydrofuran-compounds.
4 described new tetrahydrofuran-compounds are pale yellow oil, its structure is butyl-homononactiat (1), 8-OAc-homonoactic acid (2), homononactoyl-nonactic acid (3) and cyclo-nonactic acid (4).
Conventional 96 well plate method are adopted to carry out in vitro antibacterial test to plant pathogenic fungi, with the potted plant of routine and the application of field experiment test cultivation plant prevention disease.
Described 4 new tetrahydrofuran-compounds under ex vivo to Rice Blast Fungus Pyricularia oryzae, eggplant pink mold Alternaria salani, Fusarium Fusarium oxysporrum, the pathogen of Botrytis cinerea Botrytis cinerea, verticillium dahliae Verticillium dahliae, bud branch mould Cladosporium fulvum, anthrax-bacilus Coletotrichum phomoides, phytophthora infestans Phytophthora infestans has high inhibition effect, the chemical pesticide derosal that effect is more traditional is strong, potted plant and control in field cucumber, tomato, wild cabbage Powdery Mildew, graw mold of tomato, early blight effect prevents and treats efficiency can reach 65.5%-90.1%, prevention effect is higher than traditional chemical pesticide triadimefon.
New tetrahydrofuran-compound producing bacterial strain effect of the present invention is:
1, the natural resource of this special habitats of marine microorganism are taken full advantage of, this bacterium is tamed by biological engineering and cultivation, can artificial culture bulk fermentation under better simply condition, extraction is easier to, thus obtained 4 new tetrahydrofuran derivatives bacteriostatic compounds, in vitro or live body all has well the suppression effect of plant pathogenic fungi and the effect of controlling disease, has potentiality to be exploited and the value of good new disinfectant use in agriculture.
2, this bacterial strain is easily cultivated, and working method is simple and feasible, and the cycle is short, does not pollute environment, raw materials used cheapness, and be easy to carry out fairly large batch production, production cost is low.
Accompanying drawing explanation
Fig. 1 is compound 1
1h NMR;
Fig. 2 is compound 1
13c NMR;
Fig. 3 is compound 1
1h-H COSY;
Fig. 4 is the HMBC of compound 1;
Fig. 5 is the NOESY of compound 1;
Fig. 6 is compound 2
1h NMR;
Fig. 7 is compound 2
13c NMR;
Fig. 8 is compound 2
1h-H COS;
Fig. 9 is the HMBC of compound 2;
Figure 10 is the NOESY of compound 2
Figure 11 is compound 3
1h NMR;
Figure 12 is compound 3
13c NMR;
Figure 13 is compound 3
1h-H COSY;
Figure 14 is the HMBC of compound 3;
Figure 15 is the NOESY of compound 3;
Figure 16 is compound 4
1h NMR;
Figure 17 is compound 4
13c NMR;
Figure 18 is compound 4
1h-H COSY;
Figure 19 is the HMBC of compound 4;
Figure 20 is the 1D NOE of compound 4.
Embodiment
Protection scope of the present invention is not only confined in following examples, and concrete technological step of the present invention is as follows:
Embodiment 1: cultivate new tetrahydrofuran-compound by marine streptomyces and prepare
Tetrahydrofuran-compound producing bacterial strain CQT14-24 is habitat, ocean streptomycete Streptomyces nitrosporeus, regulated by artificial culture method, obtain fermented product to extract through conventional chemical processes, obtain 4 new tetrahydrofurans, its feature comprises the steps: again
1) with its deposit number be: the CQT14-24 bacterial strain of CGMCC No.4607, bacterial strain is tested through medium optimization, the formula of its fermentation culture is: Zulkovsky starch 17-25g, oat leaching juice 100-150ml, peptone 2-5g, arginine 1-2g, KNO31-3g, K2HPO40.3-0.5g, MgSO40.5-1.0g, NaCl, 10-15g, KCl0.03-0.05g, MgCl20.23-0.50g, FePO40.01-0.02g, water 650-700ml, pH7.0-7.5, above-mentioned is nutrient solution, and adding agar 16-19g is solid medium;
2) bacterial strain is put 22 DEG C of-25 DEG C of incubators at above-mentioned solid medium and is cultivated 5-6 days, the thalline that solid culture basal growth is good scrapes, nutrient solution in access step 1 cultivates 7 days for seed liquor, again seed liquor is accessed in the above-mentioned nutrient solution of 40-50L, 22 DEG C-25 DEG C, rotating speed 150rpm, shaking culture 9-10 days, obtain fermented product;
3) fermented product is by XAD-16 macroporous resin adsorption, 95% ethanol elution, and concentrated extract, carries out chromatographic separation by acquisition medicinal extract silicagel column, with petroleum ether-ethyl acetate-methyl alcohol for eluent gradient wash-out;
4) collect 10%-80% ethyl acetate/petroleum ether elutriant, through silica gel normal-phase chromatography, be that 10%-50% ethyl acetate/petroleum ether wash-out is separated with elutriant, then with the separation and purification of ODS reverse chromatograms, obtain 4 new tetrahydrofuran-compounds.
The new tetrahydrofuran-compound structure elucidation of embodiment 2:4 with determine:
Compound 1:
Light yellow oil, [α]
20 d=+7.3 ° (c0.008, MeOH).It is m/z273.1635 (Δ-42.6mmu) [M+H] that HRFABMS spectrum provides molecular ion peak
+, in conjunction with
1h-NMR and
13c-NMR data, deterministic adduct molecule formula is: C
15h
28o
4, degree of unsaturation is 2.UV208nm；IR v1732cm
-1，1196cm
-1，1060cm
-1；
1H NMR(500MHz，CDCl
3)：δ4.16(m，1H)，4.11(t，6.0，12.0，2H)，4.02(m， 1H)，3.76(m，1H)，2.55(m，1H)，2.01(m，1Hb)，1.62(m，1Ha)，2.00(m，1Hb)，1.64(m，1Ha)，1.73(m，1H)，1.67(m，1H)，1.55(m，1H)，1.50(m，1H)，1.63(m，1H)，1.65(m，1H)，1.39(m，2H)，1.13(d，7.0，3H)，0.95(t，6.5，13.0，3H)，0.93(t，14.5，7.0，3H)；
13C NMR(125MHz，CDCl
3)：δ174.9，81.0，77.2，70.5，64.4，45.4，40.7，30.7，30.7，30.0，28.7，19.1，13.7，13.4，10.1。According to above-mentioned data inspection document, determine that structure is butyl-homononactate.
Compound 2:
Light yellow oil, [α]
20 d=-2.9 ° of (c0.0068, CHCl
3).FABMS spectrum provides molecular ion peak m/z259 [M+1]
+, ESI-TOF m/z257.0977 [M-1]
-, ESI-TOF
+m/z281.0631 [M+Na]
+; , in conjunction with
1h-NMR and
13c-NMR data, deterministic adduct molecule formula is: C
13h
22o
5.UV208nm；IR v1735cm
-1，1243cm
-1，1062cm
-1；
1H NMR(500MHz，CDCl
3)：δ2.52(m，1H)，4.01(m，1H)，2.00(m，1Hb)，1.65(m，1Ha)，2.01(m，1Hb)，1.67(m，1Ha)，3.97(m，1H)，1.82(m，1H)，1.74(m，1H)，4.94(m，1H)，2.06(s，3H)，1.19(d，7.0，3H)，1.62-1.64(m，1H)，0.90(t，7.0，3H)；
13C NMR(125MHz，CDCl
3)：δ177.9，170.8，80.1，76.8，73.3，44.9，39.9，31.1，29.0，27.4，21.2，13.3，9.4。According to above-mentioned data inspection document, determine that structure is 8-OAc-homononactic acid.
Compound 3:
Light yellow oil, [α]
20 d=+15.0 ° (c0.008, MeOH).It is m/z415.2600 (Δ-9.0mmu) [M+H] that HRFABMS spectrum provides molecular ion peak
+, in conjunction with
1h-NMR and
13c-NMR data, deterministic adduct molecule formula is: C
22h
38o
7, degree of unsaturation is 4, UV208nm, IR v1730em
-1, 1195cm
-1, 1064cm
-1,
1h NMR (500MHz, CDCl
3): δ 4.98 (m, 1H), 4.17 (m, 1H), 4.01 (m, 1H), 4.00 (m, 1H), 3.98 (m, 1H), 3.77 (m, 1H), 2.54 (m, 1H), 2.48 (m, 1H), 2.03 (m, 1Hb), 1.65 (m, 1Ha), 2.02 (m, 1Hb), 1.63 (m, 1Ha), 1.78 (m, 1H), 2.03 (m, 1Ha), 1.65 (m, 1Hb), 2.01 (m, 1Hb), 1.69 (m, 1Ha), 1.68 (m, 2H), 1.64 (m, 1H), 1.57 (m, 1H), 1.57 (m, 1H), 1.49 (m, 1H), 1.18 (d, 7.0, 3H), 1.14 (d, 7.0, 3H), 0.94 (t, 6.0, 3H), 0.90 (t, 6.5, 3H),
13c NMR (125MHz, CDCl
3): δ 177.0,174.7,81.1,80.6,77.0,76.8,73.2,70.4,45.6,45.0,40.6,40.2,31.1,30.5,30.0,29.2,28.8,27.3,13.9,13.5,10.1,9.4.According to above-mentioned data inspection document, determine that structure is homononactoyl-nonactic acid.
Compound 4:
Light yellow oil, [α]
20 d=+7.5 ° (c0.004, MeOH).It is m/z207 [M+Na] that FABMS spectrum provides molecular ion peak
+; In conjunction with
1h-NMR and
13c-NMR data, deterministic adduct molecule formula is: C
10h
16o
3, IR v1717cm
-1, 1166cm
-1, 1056cm
-1;
1h NMR (500MHz, CDCl
3): δ 4.98 (m, 1H), 4.02 (m, 1H), (3.86 m, 1H), 2.52 (m, 1H), (1.98 m, 1Hb), 1.62 (m, 1Ha), (2.00 m, 1Hb), 1.52 (m, 1Ha), (1.75 m, 2H), 1.24 (m, 3H), 1.10 (d, 7.0,3H);
13c NMR (125MHz, CDCl
3): δ 174.8,80.0,77.2,69.0,45.2,42.2,31.3,28.1,20.5,12.8.According to above-mentioned data inspection document, determine that structure is cyclo-nonactic acid.
Wherein compound 1-3 is new compound, two kinds of compounds C-8 epimer (M.Stadler each other of the cyclo-nonactic acid that compound 4 and Marc Stadl er reported in calendar year 2001, M.Gruner, R.Frohlich, P.Metz.Tetrahedron Letters, 2001,42,5377-5380), structure is as follows:
The structural formula (C-8 epimerization) of cyclo-nonactic acid
Embodiment 3: compound is to the isolated activity of various plants pathogenic fungi;
Adopt 96 conventional well plate method to following common and endanger 8 serious kind of plant pathogenic fungies and carry out antibacterial test: by above-mentioned 4 new compounds with 1% DMSO solubilize become the mother liquor of 1mg/ml, then different concns is diluted to by sesquialter dilution method, get treatment solution 50 μ L and join the first row in 96 orifice plates of pathogenic fungi spore liquid, leave some space contrast row and positive control row, each row from the first row successively sesquialter be diluted to last hole, then cultivate 16 hours at 25 DEG C, under inverted microscope, spore and mycelial form and growing state is observed after taking-up, active situation is judged according to activity index, calculate minimum active concentration (MIC), blank adopts the DMSO solution of 1%, positive control adopts traditional chemical pesticide carbendazim (1000 times of liquid).Result shows below
4 compounds are to the bacteriostatic activity of 8 kinds of frequently seen plants pathogenic fungies
The less expression activity of minimum active concentration (MIC) is better, from upper table data, 4 tetrahydrofuran-compounds are to 8 kinds of pathogenic fungies that agricultural is common and harm is serious, there is good fungistatic effect, effect exceedes traditional chemical pesticide derosal, has the potentiality of development novel germicide.
The new tetrahydrofuran-compound of embodiment 4:4 to potted plant Powdery Mildew, gray mold preventive and therapeutic effect;
Potted plant cucumber, wild cabbage, tomato seedling are cultured to 3-4 sheet true leaf, and by the spore suspension ordinary method inoculation Powdery Mildew and gray mold of newly joining, 4 compounds become the mother liquor of 1mg/ml, then dilute with water 1000 times with the DMSO solubilize of 1% respectively.The 3 leaf phases of choosing infect Powdery Mildews or gray mold and the consistent potted plant cucumber of growing way, wild cabbage and tomato seedling, prevent and treat with above-mentioned diluted chemical compound liquid.Often process 9 strain seedling, 3 repetitions, the 7d " Invest, Then Investigate " state of an illness, calculate prevention effect.
4 compounds are to the prevention effect of potted plant Powdery Mildew, gray mold
"-" expression does not establish chemical pesticide to contrast
Upper table digital proof, potted plant live body is tested, and 4 tetrahydrofuran-compounds, to 3 kinds of cultivated plant Powdery Mildews and graw mold of tomato, have good prevention effect, and preventing and treating efficiency can reach 69.5%-90.1%, and prevention effect is higher than traditional chemical pesticide triadimefon.
The new tetrahydrofuran-compound of embodiment 5:4 is to the preventive and therapeutic effect of land for growing field crops cucumber, tomato Powdery Mildew and early blight;
The tomato of land for growing field crops natural occurrence and cucumber plant; test is divided into 9 communities; protection row is established in minizone, 20% triadimefon 1500 times liquid and clear water contrast, 3 process of often kind of disease; often process and repeat for 3 times; even spraying agent on tomato leaf, dosage with blade and blade back completely moistening for standard, after dispenser 7d random sampling investigation disease index; investigate 2 times altogether, ordinary method calculates disease index and prevention effect
4 compounds are to the prevention effect of land for growing field crops cucumber, tomato Powdery Mildew and early blight
"-" expression does not establish chemical pesticide to contrast
Control in field result shows, and 4 tetrahydrofuran-compounds are to 2 kinds of cultivated plant Powdery Mildews, and early blight of tomato has good prevention effect, and effect exceedes the chemical pesticide triadimefon preventing and treating Powdery Mildew, and the potentiality of exploitation novel germicide are larger
Although be described above object lesson of the present invention; but having a bit is obvious to those skilled in the art; namely can make various changes the present invention and change under the premise without departing from the spirit and scope of the present invention; all in protection scope of the present invention; above-described embodiment is modified; add and replace, it does not all exceed protection scope of the present invention.
Claims (4)
1. the new tetrahydrofuran-compound of several high inhibition Powdery Mildew and application, described tetrahydrofuran-compound producing bacterial strain CQT14-24 is habitat, ocean streptomycete Streptomyces nitrosporus, regulated by artificial culture method, obtain fermented product to extract through conventional chemical processes again, obtain 4 new tetrahydrofurans, 4 new compounds all have high inhibition effect to powdery mildew and various plants pathogenic bacteria, and its feature comprises the steps:
1) with its deposit number be: the CQT14-24 bacterial strain of CGMCC No.4607, bacterial strain is tested through medium optimization, and the formula of its fermentation culture is: Zulkovsky starch 17-25g, oat leaching juice 100-150ml, peptone 2-5g, arginine 1-2g, KNO
31-3g, K
2hPO
40.3-0.5g, MgSO
40.5-1.0g, NaCl, 10-15g, KCl0.03-0.05g, MgCl
20.23-0.50g, FePO
40.01-0.02g, water 650-700ml, pH7.0-7.5, above-mentioned is nutrient solution, and adding agar 16-19g is solid medium;
2) bacterial strain is put 22 DEG C of-25 DEG C of incubators at above-mentioned solid medium and is cultivated 5-6 days, the thalline that solid culture basal growth is good scrapes, nutrient solution in access step 1 cultivates 7 days for seed liquor, again seed liquor is accessed in the above-mentioned nutrient solution of 40-50L, 22 DEG C-25 DEG C, rotating speed 150rpm, shaking culture 9-10 days, obtain fermented product;
3) fermented product is by XAD-16 macroporous resin adsorption, 95% ethanol elution, and concentrated extract, carries out chromatographic separation by acquisition medicinal extract silicagel column, with petroleum ether-ethyl acetate-methyl alcohol for eluent gradient wash-out;
4) collect 10%-80% ethyl acetate/petroleum ether elutriant, through silica gel normal-phase chromatography, be that 10%-50% ethyl acetate/petroleum ether wash-out is separated with elutriant, then with the separation and purification of ODS reverse chromatograms, obtain 4 new tetrahydrofuran-compounds.
2. the new tetrahydrofuran-compound of several high inhibition Powdery Mildew according to claim 1 and application, it is characterized in that: 4 described new tetrahydrofuran-compounds are pale yellow oil, its structure is butyl-homononactiat (1), 8-OAc-homonoactic acid (2), homononactoyl-nonactic acid (3) and cyclo-nonactic acid (4).
3. the new tetrahydrofuran-compound of several high inhibition Powdery Mildew according to claim 1 and application, it is characterized in that: adopt conventional 96 well plate method to carry out in vitro antibacterial test to plant pathogenic fungi, with the potted plant of routine and the application of field experiment test cultivation plant prevention disease.
4. the new tetrahydrofuran-compound producing strains of high inhibition Powdery Mildew according to claim 1 and application thereof, it is characterized in that: described 4 new tetrahydrofuran-compounds under ex vivo to Rice Blast Fungus Pyricularia oryzae, eggplant pink mold Alternaria salani, Fusarium Fusarium oxysporrum, the pathogen of Botrytis cinerea Botrytis cinerea, verticillium dahliae Verticillium dahliae, bud branch mould Cladosporium fulvum, anthrax-bacilus Coletotrichum phomoides, phytophthora infestans Phytophthora infestans has high inhibition effect, the chemical pesticide derosal that effect is more traditional is strong, potted plant and control in field cucumber, tomato, wild cabbage Powdery Mildew, graw mold of tomato, early blight effect prevents and treats efficiency can reach 65.5%-90.1%, prevention effect is higher than traditional chemical pesticide triadimefon.
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107136122A (en) * | 2017-04-19 | 2017-09-08 | 福建省农业科学院植物保护研究所 | A kind of biocontrol agent for preventing and treating the late blight of potato |
| CN113046281A (en) * | 2021-05-20 | 2021-06-29 | 福建省农业科学院植物保护研究所 | Streptomyces castochromosis JA58 for preventing and treating potato late blight and application thereof |
-
2013
- 2013-10-31 CN CN201310547717.3A patent/CN104592174A/en active Pending
Non-Patent Citations (2)
| Title |
|---|
| MARC STADLERA ET.AL: "Antifungal Actinomycete Metabolites Discovered in a Differential Cell-Based Screening Using a Recombinant TOPO1 Deletion Mutant Strain", 《ARCH. PHARM. PHARM. MED. CHEM》 * |
| TOMA´Sˇ R ˇ EZANKA ET. AL: "《Five new derivatives of nonactic and homo-nonactic acids from Streptomyces globisporus》", 《TETRAHEDRON 》 * |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107136122A (en) * | 2017-04-19 | 2017-09-08 | 福建省农业科学院植物保护研究所 | A kind of biocontrol agent for preventing and treating the late blight of potato |
| CN107136122B (en) * | 2017-04-19 | 2020-12-08 | 福建省农业科学院植物保护研究所 | Biocontrol microbial inoculum for preventing and treating potato late blight |
| CN113046281A (en) * | 2021-05-20 | 2021-06-29 | 福建省农业科学院植物保护研究所 | Streptomyces castochromosis JA58 for preventing and treating potato late blight and application thereof |
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Application publication date: 20150506 |