CN110551782A - Application of rhamnolipid and preparation method thereof - Google Patents
Application of rhamnolipid and preparation method thereof Download PDFInfo
- Publication number
- CN110551782A CN110551782A CN201910502106.4A CN201910502106A CN110551782A CN 110551782 A CN110551782 A CN 110551782A CN 201910502106 A CN201910502106 A CN 201910502106A CN 110551782 A CN110551782 A CN 110551782A
- Authority
- CN
- China
- Prior art keywords
- rhamnolipid
- rha
- herba
- weeds
- compound
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
Classifications
-
- 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
- A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
- A01N43/04—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
- A01N43/14—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom six-membered rings
- A01N43/16—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom six-membered rings with oxygen as the ring hetero atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H1/00—Processes for the preparation of sugar derivatives
- C07H1/06—Separation; Purification
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
- C07H15/02—Acyclic radicals, not substituted by cyclic structures
- C07H15/04—Acyclic radicals, not substituted by cyclic structures attached to an oxygen atom of the saccharide radical
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P19/00—Preparation of compounds containing saccharide radicals
- C12P19/44—Preparation of O-glycosides, e.g. glucosides
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Zoology (AREA)
- Biochemistry (AREA)
- Biotechnology (AREA)
- Genetics & Genomics (AREA)
- Wood Science & Technology (AREA)
- Molecular Biology (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Dentistry (AREA)
- Agronomy & Crop Science (AREA)
- Crystallography & Structural Chemistry (AREA)
- Environmental Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Microbiology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Engineering & Computer Science (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
the invention discloses a preparation method of rhamnolipid, wherein the rhamnolipid is prepared from colletotrichum gloeosporioides secondary metabolites. Expands the preparation way of rhamnolipid and lays a foundation for further research of the functions of the compound. The invention also discloses application of the rhamnolipid and the agriculturally acceptable salt or ester thereof as a weeding active ingredient. The dirhamnolipid has obvious herbicidal activity on various weeds, can effectively inhibit the germination and growth of seeds of the weeds whether being used as a herbicidal active ingredient alone or being mixed with other common chemical herbicides, can be used for preventing and removing the weeds, can develop an efficient and pollution-free green herbicide composition, or provides a lead compound for creating a novel herbicide composition, and has obvious social benefit, economic benefit and ecological benefit.
Description
Technical Field
The invention relates to the field of biological pesticide research, and particularly relates to application of rhamnolipid and a preparation method thereof.
Background
With the progress of social civilization and the improvement of public health consciousness, the negative effects brought by the wide, long-term and large-scale use of chemical pesticides are increasingly shown and are concerned by the world. On one hand, the application of a large amount of chemical pesticide brings environmental pollution, and especially the application of long-residual pesticide causes residual toxicity and phytotoxicity, which leads to the reduction of yield of the next crop and even poisoning of people and livestock. On the other hand, excessive dependence and long-term use of a large amount of single pesticides result in generation and development of drug resistance of the diseases, pests and weeds, so that the pesticide effect is reduced, the dosage is increased, the cost is increased, the pollution is also increased, and the continuous use of the existing pesticide varieties and the safety of agricultural production are directly threatened. Therefore, the development of novel pesticides with broad spectrum, high efficiency and low toxicity, especially the development of biogenic pesticides, is very urgent.
the rhamnolipid has more agricultural application researches, can be used as an additive for production of related products in the agricultural field, and has the effects of promoting nutrient absorption of crops, improving soil environment, inhibiting fungi and mold, preventing and treating partial plant diseases and insect pests, and increasing yield and income. CN105454258A discloses an insecticidal composition containing rhamnolipid and matrine, which is prepared by reasonably compounding rhamnolipid and matrine to obtain the insecticidal composition with obvious synergy, thereby enhancing the quick action and reducing the cost of pesticides. CN105964676A discloses a method for reducing the accumulation of heavy metals in rice plants by using a biodegradable chelating agent. Diluting the degradable chelating agent rhamnolipid with water and uniformly stirring to obtain a diluent; the diluent is applied to the paddy field twice, thereby achieving the purpose of reducing the heavy metal in the paddy seeds. The application of the rhamnolipid in weeding is not reported temporarily.
disclosure of Invention
The invention aims to provide a preparation method of rhamnolipid.
The invention aims to provide an application of rhamnolipid, in particular to an application of rhamnolipid in preparation of a herbicide composition.
The technical scheme adopted by the invention is as follows:
A method for preparing rhamnolipid, wherein the rhamnolipid is prepared from secondary metabolite of colletotrichum gloeosporioides.
further, the method specifically comprises the following steps:
1) Extracting a secondary metabolite of colletotrichum gloeosporioides with ethyl acetate, and then carrying out rotary evaporation and concentration under reduced pressure to obtain an extract;
2) Performing silica gel column chromatography on the extract obtained in the step 1) by using a dichloromethane/methanol system, combining by TLC, and performing activity determination;
3) Further separating the active product obtained in 2) by reverse phase silica gel column chromatography to obtain the crude component of the compound;
4) purifying the crude component of the compound obtained in the step 3) by adopting a crystallization method to obtain the compound.
further, the rhamnolipid is a dirhamnolipid Rha-Rha-C10-C10.
use of rhamnolipids, their agriculturally acceptable salts or esters, as herbicidal active ingredients.
Further, the rhamnolipid is a dirhamnolipid Rha-Rha-C10-C10.
A herbicide composition has a herbicidal active ingredient which is only rhamnolipid, an agriculturally acceptable salt or ester thereof.
further, the rhamnolipid is a dirhamnolipid Rha-Rha-C10-C10.
Furthermore, the herbicide composition also contains an agricultural adjuvant or a carrier.
A method for controlling undesirable vegetation, applying to the vegetation the above herbicide composition.
Further, the vegetation comprises any one or more of ageratum conyzoides, feather cockscomb, sticktight, shepherd's purse, barnyard grass, amaranth retroflexus, mikania micrantha, descurainia sophia, ardisia crenata, sparrow wheat and alopecurus.
The invention has the beneficial effects that:
The invention also provides a preparation method of the novel biosurfactant, namely the dirhamnolipid, expands the preparation ways of the rhamnolipid and lays a foundation for further research on the functions of the compound.
the invention provides application of rhamnolipid in preparation of a herbicide composition. The dirhamnolipid has obvious herbicidal activity on various weeds, can effectively inhibit the germination and growth of seeds of the weeds whether being used as a herbicidal active ingredient alone or being mixed with other common chemical herbicides, can be used for preventing and removing the weeds, can develop an efficient and pollution-free green herbicide composition, or provides a lead compound for creating a novel herbicide composition, and has obvious social benefit, economic benefit and ecological benefit.
Drawings
FIG. 1 is colletotrichum gloeosporioides;
FIG. 2 shows fermentation broth of colletotrichum gloeosporioides;
FIG. 3 shows a crude extract of ethyl acetate from fermentation broth of colletotrichum gloeosporioides;
FIG. 4 shows the determination of silica gel column chromatography fraction 82 as the active fraction;
FIG. 5 shows the determination of the active fraction as R127 in reversed-phase column chromatography;
FIG. 6 is a visual representation of the behavior of the compound Rha-Rha-C10-C10;
FIG. 7 is an HPLC check map of compound Rha-Rha-C10-C10;
FIG. 8 is a 1 H-NMR spectrum of a compound Rha-Rha-C10-C10;
FIG. 9 is a 13 C-NMR spectrum of a compound Rha-Rha-C10-C10;
FIG. 10 is a mass spectrum of compound Rha-Rha-C10-C10;
FIG. 11 is an IR spectrum of a compound Rha-Rha-C10-C10;
FIG. 12 shows the herbicidal activity of compounds Rha-Rha-C10-C10 against weeds;
FIG. 13 is a scanning electron micrograph of the mature region of the Bidens pilosa root tip damaged by the compound Rha-Rha-C10-C10.
Detailed Description
the present invention will be described in further detail with reference to examples. It will also be understood that the following examples are included merely for purposes of further illustrating the invention and are not to be construed as limiting the scope of the invention, as the invention extends to insubstantial modifications and adaptations of the invention following in the light of the principles set forth herein. The specific process parameters and the like of the following examples are also only one example of suitable ranges, and the skilled person can make a selection within the suitable ranges through the description herein, and are not limited to the specific data of the following examples.
Example 1A method for preparing the dirhamnolipid Rha-Rha-C10-C10
the specific steps for preparing the dirhamnolipid by using the secondary metabolite of colletotrichum gloeosporioides are as follows:
1. Culturing colletotrichum gloeosporioides 7d in a constant temperature incubator at 28 deg.C until the strain grows over the PDA plate, wherein the growth trend of colletotrichum gloeosporioides is shown in figure 1;
2. Using a puncher to punch a fungus cake with the diameter of 9mm from the edge of a PDA (personal digital assistant) plate of colletotrichum gloeosporioides which is cultured for 7d in a 28 ℃ incubator, inoculating 500mL of sterilized modified Chachi culture medium (3% of sucrose, 0.1% of dipotassium hydrogen phosphate, 0.2% of sodium nitrate, 0.05% of potassium chloride, 0.05% of MgSO 4 & 7H 2 O, and constant volume of tap water to sterilize every 20 blocks of fungus cake, sterilizing for 20min at 121 ℃, shaking and culturing for 7d at 28 ℃ and 160rpm to obtain a liquid strain seed solution, then respectively inoculating 100mL of the liquid strain seed solution into 4 bottles of 2500mL (10L in total) sterilized fresh modified Chachi culture medium to continuously shake-flask culture for 14 days at 28 ℃ and 160rpm, wherein the growth potential of colletotrichum gloeosporioides fermentation liquid is shown in figure 2;
3. 10L of 14-day fermented fermentation broth of colletotrichum gloeosporioides was centrifuged at 4000rpm in a 500mL centrifuge bottle for 10 minutes to separate the supernatant and the mycelium pellet. Extracting the supernatant of the fermentation broth with ethyl acetate in an equal volume ratio, mixing the mycelium precipitate with equal volume of ethanol, placing the mixture into a soybean milk machine in a proper amount, stirring at high speed and crushing for 5 minutes, centrifuging the crushed ethanol mixed solution of the mycelium again for 10 minutes at 4000rpm in a 500mL centrifuge bottle, separating the supernatant and the mycelium precipitate, repeating the steps for 3 times, combining ethanol extracting solutions of the mycelium, performing reduced pressure rotary evaporation at 60 ℃ to remove ethanol, extracting the remaining liquid with equal volume of ethyl acetate, mixing the final ethyl acetate crude extracting solution of the mycelium with an ethyl acetate extracting solution of the supernatant of the fermentation broth, and performing reduced pressure rotary evaporation at 60 ℃ to remove ethyl acetate to obtain 10g of a reddish brown oily crude ethyl acetate extract of the colletotrichum gloeosporioides fermentation;
4. Performing silica gel sample mixing and silica gel column chromatography on 10g of ethyl acetate crude extract, performing gradient elution by using a dichloromethane/methanol system, eluting to obtain 105 fractions, merging similar fractions through a TLC (thin layer chromatography) point plate, tracking active fractions through the needle-pricked overlord flower stem, and further determining the silica gel column chromatography fraction 82 as the active fraction, wherein the active fraction is shown in an attached figure 4;
5. Performing further reverse phase column chromatography on 2.5g of fraction 82 obtained by column chromatography, eluting to obtain 130 fractions, combining similar fractions by TLC (thin layer chromatography) plates, tracking active fraction by needle-prick overlord flower stem to obtain 1.2g of reverse phase column chromatography fraction R127, and determining R127 as active fraction, which is shown in figure 5;
6. Purifying R127 by crystallization to obtain 1g of target compound Rha-Rha-C10-C10 shown in figure 6;
7. performing High Performance Liquid Chromatography (HPLC) detection analysis on the compound Rha-Rha-C10-C10 under conditions of Agilent model 1290 ultra high performance liquid chromatography and XDB-C 18 (5 μm) chromatographic column (4.6mm × 250mm), wherein the mobile phase comprises methanol and water at a ratio of 20:80, the flow rate is 0.8mL/min, the detection wavelength is 266nm, the peak emergence time is 4.9 min, and the HPLC detection chart of the compound Rha-Rha-C10-C10 is shown in figure 7;
8. Further identifying nuclear magnetic hydrogen spectrum information of compound Rha-Rha-C10-C10, see FIG. 8;
9. further identifying the nuclear magnetic carbon spectrum information of the compound Rha-Rha-C10-C10, see FIG. 9;
10. Further identifying the mass spectrometric information of the compound Rha-Rha-C10-C10, see FIG. 10;
11. Further identifying the infrared information of the compound Rha-Rha-C10-C10, see FIG. 11;
12. The compound Rha-Rha-C10-C10 is finally identified to have the following structural formula:
Example 2 herbicidal Activity of Rha-Rha-C10-C10
the weeding activity of the Rha-Rha-C10-C10 on various weeds is measured by a small cup method, weed seeds are soaked in 15% sodium hypochlorite for 15min for disinfection, then washed with tap water for several times, washed with distilled water for several times, soaked in 200 mg.L -1 gibberellin water solution for germination acceleration, taken out after 24 hours, and washed with distilled water for 2-3 times for later use.
qualitative filter paper with a diameter of 9cm was placed in the petri dish, and 3mL of distilled water was respectively sucked to uniformly wet the filter paper. 50-100 weed seeds are evenly placed in each culture dish respectively, and distilled water is dripped again, wherein the amount of the distilled water is preferably that the filter paper is wetted but the seeds do not float. The preservative film is covered to prevent water from evaporating, and small holes are punched to ensure ventilation. Culturing in a light incubator at 25 + -2 deg.C for 16h/8h (L: D) and relative humidity of 80%. After accelerating germination for a period of time, selecting the seeds which just expose white for standby.
A six-hole plate is taken as a container, half volume of glass beads are added into each hole, a plastic cup is vibrated to enable the surface of the glass beads to be flat, 10 weed seeds (with the bud length of less than 0.5mm) with consistent germination are respectively selected and uniformly placed on the glass beads, 4.0mL of extract liquid medicine with different concentrations is sucked into the six-hole plate, and a preservative film with small holes is covered to prevent water from evaporating and losing and keep ventilation. Each treatment was repeated 3 times and the control group was treated with an equal volume of distilled water. Treating the environment in a light incubator under the following conditions: 25 +/-2 ℃, 16h/8h (L: D) and relative humidity of 80 percent. After 7d, observing the growth condition of the roots of the weeds and the overall condition of the plants, photographing (figure 12), measuring fresh weight, measuring root length by using Image-Pro Plus 6.0 software, and respectively calculating the root length and the fresh weight inhibition rate according to the following disclosure: inhibition (100%) (control-treated)/control × 100.
The inhibition rates (7d) of the Rha-C10-C10 on the plant weight and the root length of 8 weeds and rice are shown in Table 1, the herbicidal activity data in Table 1 are expressed by the average value +/-standard error, and Duncan new double polar error analysis performed on DPS.7.05 for all data in each row shows no significant difference on the level P < 0.05. As can be seen from Table 1, the Rha-C10-C10 has significant herbicidal activity on all weeds to be tested and is safe to rice, wherein the root length and the plant weight inhibition rate of the Rha-Rha-C10-C10 on ageratum, celosia argentea, sticktight and shepherd have an IC 50 of less than 100mg L -1, and the root length and the plant weight inhibition rate of the barnyard grass, mikania micrantha and amaranthus retroflexuosa have an IC 50 of less than 150mg L -1.
FIG. 13 is a scanning electron micrograph of a mature region (7D) of Bidens pilosa root tips damaged by different concentrations of Rha-Rha-C10-C10 (A: concentration 0mg L -1, magnification 1000; B: concentration 0mg L -1, magnification 5000; C: concentration 500mg L-1, magnification 1000; D: concentration 500mg L -1, magnification 5000; E: concentration 1000mg L -1, magnification 1000; F: concentration 1000mg L -1, magnification 5000.) As can be seen in FIG. 13, the mature regions (A and B) of Bidens pilosa root tips treated with Rha-Rha-C10-C10 exhibit a normal form of satiation, whereas the mature regions (C and D) of Bidens pilosa root tips treated with 500mg L -1 already exhibit a significant desiccation atrophy without a normal state, the mature regions (E and F) of Bidens pilosa root tips treated with 1000mg L -1 exhibit a further desiccation loss pattern even more than the mature regions (E and F) of Bidens pilosa C10-C10.
the inhibition of the plant weight and root length of 4 weeds by Rha-Rha-C10-C10 mixed with the positive control agents penoxsulam and cyhalofop-butyl respectively (100mg L -1) is shown in Table 2, wherein "cyanogen" is the positive control agent cyhalofop-butyl, "Wu" is the positive control agent penoxsulam, "RL" is the test compound Rha-Rha-C10-C10. the herbicidal activity data in Table 2 are shown as mean value ± standard error, and the same letter after all data in each row indicates that Duncan new difference analysis performed by DPS.7.05 has no significant difference at the level P < 0.05.
As can be seen from Table 2, at a concentration of 100mg L -1, the herbicidal activity of the mixed Rha-Rha-C10-C10 and the positive control agents penoxsulam and cyhalofop-butyl is superior to that of the positive control agents per se, wherein the root length and the fresh weight inhibition rate of 4 tested weeds mixed by Rha-Rha-C10-C10 and cyhalofop-butyl are obviously different from those of cyhalofop-butyl per se.
The above embodiments are preferred embodiments of the present invention, but the present invention is not limited to the above embodiments, and any other changes, modifications, substitutions, combinations, and simplifications which do not depart from the spirit and principle of the present invention should be construed as equivalents thereof, and all such changes, modifications, substitutions, combinations, and simplifications are intended to be included in the scope of the present invention.
Claims (9)
1. A preparation method of rhamnolipid is characterized in that: rhamnolipids are prepared using colletotrichum gloeosporioides secondary metabolites.
2. the method of claim 1, wherein: the rhamnolipid is a dual rhamnolipid Rha-Rha-C10-C10.
3. Use of rhamnolipids, their agriculturally acceptable salts or esters, as herbicidal active ingredients.
4. Use according to claim 3, characterized in that: the rhamnolipid is a dual rhamnolipid Rha-Rha-C10-C10.
5. a herbicidal composition characterized by: the only weeding active component is rhamnolipid and agricultural salt or ester thereof.
6. A herbicidal composition according to claim 5, characterized in that: the rhamnolipid is a dual rhamnolipid Rha-Rha-C10-C10.
7. A herbicidal composition according to claim 5 or 6, characterized in that: the herbicide composition also contains an agricultural additive or a carrier.
8. a method of controlling undesirable vegetation, comprising: applying to the vegetation the herbicide composition of any one of claims 5-7.
9. The method of claim 8, wherein: the vegetation comprises any one or more of herba seu radix Cirsii Japonici, semen Celosiae, herba Bidentis Bipinnatae, herba Capsellae, Echinochloa crusgalli, Amaranthus retroflexus, flos Osmundae, herba Desmodii Multifloi, radix seu folium Cayratiae Oligocarpae, Bromus margaritae, and herba Euphorbiae Humifusae.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201910502106.4A CN110551782A (en) | 2019-06-11 | 2019-06-11 | Application of rhamnolipid and preparation method thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201910502106.4A CN110551782A (en) | 2019-06-11 | 2019-06-11 | Application of rhamnolipid and preparation method thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN110551782A true CN110551782A (en) | 2019-12-10 |
Family
ID=68735400
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201910502106.4A Pending CN110551782A (en) | 2019-06-11 | 2019-06-11 | Application of rhamnolipid and preparation method thereof |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN110551782A (en) |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1284558A (en) * | 2000-09-04 | 2001-02-21 | 南京农业大学 | Psorospermial anthracin strain and its application method in biological herbicide |
| US20050266036A1 (en) * | 2004-06-01 | 2005-12-01 | Agscitech | Microbial biosurfactants as agents for controlling pests |
| CN102090394A (en) * | 2011-03-18 | 2011-06-15 | 浙江升华拜克生物股份有限公司 | Dicamba aqueous solution |
-
2019
- 2019-06-11 CN CN201910502106.4A patent/CN110551782A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1284558A (en) * | 2000-09-04 | 2001-02-21 | 南京农业大学 | Psorospermial anthracin strain and its application method in biological herbicide |
| US20050266036A1 (en) * | 2004-06-01 | 2005-12-01 | Agscitech | Microbial biosurfactants as agents for controlling pests |
| CN102090394A (en) * | 2011-03-18 | 2011-06-15 | 浙江升华拜克生物股份有限公司 | Dicamba aqueous solution |
Non-Patent Citations (1)
| Title |
|---|
| 金青哲主编: "《功能性脂质》", 31 August 2013, 北京：中国轻工业出版社 * |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN103045515B (en) | Bacteria agent of a kind of Methylotrophic genus bacillus and its preparation method and application | |
| JP2017534671A (en) | Microbial composition and method of use thereof | |
| CN109355205B (en) | Sclerotium mould is preparing the application in plant growth regulator or inducer | |
| CN114097829B (en) | Fungal metabolite dry powder for promoting plant growth, fungal metabolite active substance, preparation method and application thereof | |
| CN111592987A (en) | Paecilomyces lilacinus and application thereof in inhibiting plant growth | |
| CN116210728B (en) | Bactericide and preparation method and application thereof | |
| CN105961441B (en) | The application of bacillus JC65 and its volatile materials in plant growth-promoting | |
| CN113100251A (en) | Agricultural composition containing lecithin | |
| CN102676439A (en) | Serratia strain and method for disposing methidathion pesticide residues on surfaces of soil and fruits/vegetables | |
| CN110551782A (en) | Application of rhamnolipid and preparation method thereof | |
| CN1884559B (en) | Goosegrass bipolaris crude toxin extraction process and formulation | |
| CN101371666A (en) | Application of Pestalotiopsis guepinii Stey. toxin in herbicide | |
| CN103931665A (en) | Mixed formulation preparation for prevention and control of nilaparvata lugens | |
| CN114747573A (en) | Herbicide composition and application thereof in weed prevention and control | |
| CN109819981B (en) | Application of adjuvant Silwet 806 and chlortoluron synergistic combination for preventing and killing off fenoxaprop-p-ethyl Japanese rhodomyrtus tomentosa | |
| Jha et al. | Effect of plant growth promoting rhizobacteria on seed germination behaviour and seedling vigor of Jatropha curcas | |
| CN110724640B (en) | Tomato root knot nematode biocontrol bacteria, preparation and application thereof | |
| CN102154113B (en) | Penicilliumaurantiogriseum with function of inducing soybeans to generate atrazine resistance and application | |
| CN112715301A (en) | Method for promoting rice growth and repelling pests by utilizing Isaria javanicus | |
| CN108935462B (en) | Biostimulant and application thereof | |
| CN103798262A (en) | Sterilization composition containing thiophanate-methyl and resin acid copper salt | |
| CN109836190A (en) | A method of biocontrol bacterial fertilizer is prepared using biocontrol bacteria and eliminates muskmelon continuous cropping obstacle | |
| CN102598980B (en) | Method for using Bacillus thruingiensis fermentation liquor to adjust protective enzymes in Festuca arundinacea | |
| CN114557350B (en) | Stable and high-control-efficiency herbicide and application thereof | |
| CN111184029B (en) | Application of pseudomonas fluorescens in prevention and removal of dicotyledonous weeds and powdery mildew, and microbial inoculum, preparation method and use method thereof |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| RJ01 | Rejection of invention patent application after publication | ||
| RJ01 | Rejection of invention patent application after publication |
Application publication date: 20191210 |