CN114027301A - Application of coniferyl aldehyde and method for extracting coniferyl aldehyde from industrial hemp - Google Patents
Application of coniferyl aldehyde and method for extracting coniferyl aldehyde from industrial hemp Download PDFInfo
- Publication number
- CN114027301A CN114027301A CN202111281844.4A CN202111281844A CN114027301A CN 114027301 A CN114027301 A CN 114027301A CN 202111281844 A CN202111281844 A CN 202111281844A CN 114027301 A CN114027301 A CN 114027301A
- Authority
- CN
- China
- Prior art keywords
- coniferyl aldehyde
- coniferyl
- industrial hemp
- aldehyde
- ethyl acetate
- 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
- DKZBBWMURDFHNE-NSCUHMNNSA-N coniferyl aldehyde Chemical compound COC1=CC(\C=C\C=O)=CC=C1O DKZBBWMURDFHNE-NSCUHMNNSA-N 0.000 title claims abstract description 80
- DKZBBWMURDFHNE-UHFFFAOYSA-N trans-coniferylaldehyde Natural products COC1=CC(C=CC=O)=CC=C1O DKZBBWMURDFHNE-UHFFFAOYSA-N 0.000 title claims abstract description 80
- 238000000034 method Methods 0.000 title claims abstract description 28
- 244000025254 Cannabis sativa Species 0.000 title claims abstract description 27
- 235000012766 Cannabis sativa ssp. sativa var. sativa Nutrition 0.000 title claims abstract description 27
- 235000012765 Cannabis sativa ssp. sativa var. spontanea Nutrition 0.000 title claims abstract description 27
- 235000009120 camo Nutrition 0.000 title claims abstract description 27
- 235000005607 chanvre indien Nutrition 0.000 title claims abstract description 27
- 239000011487 hemp Substances 0.000 title claims abstract description 27
- 241001466042 Fulgoromorpha Species 0.000 claims abstract description 28
- 235000007164 Oryza sativa Nutrition 0.000 claims abstract description 17
- 235000009566 rice Nutrition 0.000 claims abstract description 17
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 12
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 51
- 240000007594 Oryza sativa Species 0.000 claims description 14
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 9
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 9
- 206010063659 Aversion Diseases 0.000 claims description 6
- 238000000605 extraction Methods 0.000 claims description 5
- 238000010898 silica gel chromatography Methods 0.000 claims description 5
- 238000002791 soaking Methods 0.000 claims description 5
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 claims description 4
- 229920000053 polysorbate 80 Polymers 0.000 claims description 4
- 238000005507 spraying Methods 0.000 claims description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 4
- 235000021307 Triticum Nutrition 0.000 claims description 3
- 240000008042 Zea mays Species 0.000 claims description 3
- 235000002017 Zea mays subsp mays Nutrition 0.000 claims description 3
- WGLUMOCWFMKWIL-UHFFFAOYSA-N dichloromethane;methanol Chemical compound OC.ClCCl WGLUMOCWFMKWIL-UHFFFAOYSA-N 0.000 claims description 3
- 238000007865 diluting Methods 0.000 claims description 3
- 238000001914 filtration Methods 0.000 claims description 3
- 238000002390 rotary evaporation Methods 0.000 claims description 3
- 240000005979 Hordeum vulgare Species 0.000 claims description 2
- 235000007340 Hordeum vulgare Nutrition 0.000 claims description 2
- 240000000111 Saccharum officinarum Species 0.000 claims description 2
- 235000007201 Saccharum officinarum Nutrition 0.000 claims description 2
- 240000006394 Sorghum bicolor Species 0.000 claims description 2
- 235000011684 Sorghum saccharatum Nutrition 0.000 claims description 2
- 235000016383 Zea mays subsp huehuetenangensis Nutrition 0.000 claims description 2
- 238000010828 elution Methods 0.000 claims description 2
- 239000002024 ethyl acetate extract Substances 0.000 claims description 2
- 235000009973 maize Nutrition 0.000 claims description 2
- 244000098338 Triticum aestivum Species 0.000 claims 1
- 241001556089 Nilaparvata lugens Species 0.000 abstract description 12
- 239000005871 repellent Substances 0.000 abstract description 11
- 230000002940 repellent Effects 0.000 abstract description 11
- 241001498622 Cixius wagneri Species 0.000 abstract description 8
- 239000000284 extract Substances 0.000 abstract description 4
- 239000002994 raw material Substances 0.000 abstract description 4
- 230000001846 repelling effect Effects 0.000 abstract description 4
- 238000005516 engineering process Methods 0.000 abstract description 3
- 241000176086 Sogatella furcifera Species 0.000 abstract description 2
- 230000004071 biological effect Effects 0.000 abstract description 2
- 241000209094 Oryza Species 0.000 abstract 3
- 239000000243 solution Substances 0.000 description 17
- 241000196324 Embryophyta Species 0.000 description 16
- 230000000694 effects Effects 0.000 description 10
- 241000607479 Yersinia pestis Species 0.000 description 6
- 230000007613 environmental effect Effects 0.000 description 3
- 241000218236 Cannabis Species 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- 241000209140 Triticum Species 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 239000003085 diluting agent Substances 0.000 description 2
- 239000003995 emulsifying agent Substances 0.000 description 2
- 238000003912 environmental pollution Methods 0.000 description 2
- 230000005669 field effect Effects 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 239000000575 pesticide Substances 0.000 description 2
- 230000002265 prevention Effects 0.000 description 2
- 230000035945 sensitivity Effects 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 239000000341 volatile oil Substances 0.000 description 2
- 241000218235 Cannabaceae Species 0.000 description 1
- 241000723436 Chamaecyparis obtusa Species 0.000 description 1
- 235000009917 Crataegus X brevipes Nutrition 0.000 description 1
- 235000013204 Crataegus X haemacarpa Nutrition 0.000 description 1
- 235000009685 Crataegus X maligna Nutrition 0.000 description 1
- 235000009444 Crataegus X rubrocarnea Nutrition 0.000 description 1
- 235000009486 Crataegus bullatus Nutrition 0.000 description 1
- 235000017181 Crataegus chrysocarpa Nutrition 0.000 description 1
- 235000009682 Crataegus limnophila Nutrition 0.000 description 1
- 240000000171 Crataegus monogyna Species 0.000 description 1
- 235000004423 Crataegus monogyna Nutrition 0.000 description 1
- 235000002313 Crataegus paludosa Nutrition 0.000 description 1
- 235000009840 Crataegus x incaedua Nutrition 0.000 description 1
- 206010059866 Drug resistance Diseases 0.000 description 1
- 241000238631 Hexapoda Species 0.000 description 1
- 235000009134 Myrica cerifera Nutrition 0.000 description 1
- 241000517325 Pediculus Species 0.000 description 1
- 241000702634 Rice black streaked dwarf virus Species 0.000 description 1
- 244000061457 Solanum nigrum Species 0.000 description 1
- QHMBSVQNZZTUGM-UHFFFAOYSA-N Trans-Cannabidiol Natural products OC1=CC(CCCCC)=CC(O)=C1C1C(C(C)=C)CCC(C)=C1 QHMBSVQNZZTUGM-UHFFFAOYSA-N 0.000 description 1
- 241000700605 Viruses Species 0.000 description 1
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 1
- 238000012271 agricultural production Methods 0.000 description 1
- 239000003905 agrochemical Substances 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- QHMBSVQNZZTUGM-ZWKOTPCHSA-N cannabidiol Chemical compound OC1=CC(CCCCC)=CC(O)=C1[C@H]1[C@H](C(C)=C)CCC(C)=C1 QHMBSVQNZZTUGM-ZWKOTPCHSA-N 0.000 description 1
- 229950011318 cannabidiol Drugs 0.000 description 1
- ZTGXAWYVTLUPDT-UHFFFAOYSA-N cannabidiol Natural products OC1=CC(CCCCC)=CC(O)=C1C1C(C(C)=C)CC=C(C)C1 ZTGXAWYVTLUPDT-UHFFFAOYSA-N 0.000 description 1
- 235000013339 cereals Nutrition 0.000 description 1
- 239000013043 chemical agent Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 235000005822 corn Nutrition 0.000 description 1
- 230000009193 crawling Effects 0.000 description 1
- PCXRACLQFPRCBB-ZWKOTPCHSA-N dihydrocannabidiol Natural products OC1=CC(CCCCC)=CC(O)=C1[C@H]1[C@H](C(C)C)CCC(C)=C1 PCXRACLQFPRCBB-ZWKOTPCHSA-N 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 239000003337 fertilizer Substances 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 239000000077 insect repellent Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000004949 mass spectrometry Methods 0.000 description 1
- 238000001819 mass spectrum Methods 0.000 description 1
- 239000001738 pogostemon cablin oil Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 238000007873 sieving Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000013589 supplement Substances 0.000 description 1
- 208000024891 symptom Diseases 0.000 description 1
Images
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
- A01N35/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical
- A01N35/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical containing aliphatically bound aldehyde or keto groups, or thio analogues thereof; Derivatives thereof, e.g. acetals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/78—Separation; Purification; Stabilisation; Use of additives
- C07C45/79—Separation; Purification; Stabilisation; Use of additives by solid-liquid treatment; by chemisorption
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/78—Separation; Purification; Stabilisation; Use of additives
- C07C45/80—Separation; Purification; Stabilisation; Use of additives by liquid-liquid treatment
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Plant Pathology (AREA)
- Agronomy & Crop Science (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
The invention provides application of coniferyl aldehyde as a planthopper repellent agent for preventing and controlling crop planthoppers and protecting crops from being damaged by the planthoppers. The inventor shows that coniferyl aldehyde has an excellent repelling effect on plant hoppers through a large number of indoor biological activity tests, particularly on rice brown plant hoppers, and field experiments show that after the coniferyl aldehyde is sprayed on rice, the coniferyl aldehyde can obviously inhibit the damage of the brown plant hoppers, the gray plant hoppers and the sogatella furcifera on the rice. The invention provides a new method for using coniferyl aldehyde and also provides a green, safe and efficient new repellent for preventing and controlling the plant hoppers of crops. The invention also provides a method for extracting coniferyl aldehyde from industrial hemp, and the method can effectively extract coniferyl aldehyde, broaden the raw material sources of coniferyl aldehyde, expand the utilization range of industrial hemp, and provide a new idea and a new method for a new plant protection technology.
Description
Technical Field
The invention relates to the technical field of natural medicinal chemistry, namely biological pesticides, in particular to a botanical repellent for preventing plant hoppers, which can protect the plants from being damaged by the plant hoppers, and more particularly relates to application of coniferyl aldehyde and a method for extracting the coniferyl aldehyde from industrial hemp.
Background
An insect repellent is an active chemical substance produced by plants or artificially synthesized and having the function of repelling insects. The plant pest repellent shows that the pest is killed, avoided, and refused to eat or inhibited from growing normally by producing natural resistance to the pest. The plant hoppers belong to the family of hemiptera plant hoppers, more than 200 plant hoppers are common in China, such as brown plant hoppers, gray plant hoppers, sogatella furcifera and the like, some plant hoppers also transmit plant virus diseases, such as rice black streaked dwarf, wheat cluster dwarf, maize rough dwarf and the like, and the plant hoppers are important pests in agricultural production. At present, the control of plant hoppers mainly depends on chemical agents, and with the occurrence of the problems of pest drug resistance, food safety, environmental pollution and the like, the enhancement of environmental awareness of people and the implementation of the policy of 'double reduction of pesticide and fertilizer', a novel, environment-friendly, safe and efficient control method of plant hoppers is urgently needed to be found so as to supplement or even replace chemical control and protect driving for the safe production of grains.
In patent application CN201710444413.2, a method for the combined application of three plant essential oils for the control of rice planthopper is disclosed, comprising the following components: patchouli oil, white bayberry oil, hawthorn oil, dimethyl sulfoxide, an emulsifier OP10 and water.
The formula contains solvent and emulsifier, which is still unfavorable for the growth of crops; and the raw material cost of the plant essential oil is very high.
Disclosure of Invention
In order to overcome the technical problems in the prior art, the invention provides the application of coniferyl aldehyde as an aversion agent in preventing the plant hoppers, the coniferyl aldehyde is used as the aversion agent to prevent the plant hoppers, the prevention effect is good, and a safe and efficient novel aversion agent is provided for the control of the plant hoppers.
In order to achieve the purpose, the technical scheme of the invention is as follows:
application of coniferyl aldehyde as an aversion agent in preventing plant hoppers.
In some embodiments, the application specifically comprises the steps of:
dissolving and diluting the coniferyl aldehyde to prepare a coniferyl aldehyde solution, and spraying the coniferyl aldehyde solution on crops; or the coniferyl aldehyde is contained in an open container and hung in a crop field or on a ridge.
In some embodiments, the coniferyl aldehyde solution has a concentration of 0.00001 to 40 g/L.
In some embodiments, the coniferyl aldehyde solution has a concentration of 4 to 40 g/L.
In some embodiments, the coniferyl aldehyde is dissolved using ethyl acetate and then diluted with tween 80 at a mass concentration of 0.3% to 0.5%.
In some embodiments, the crop includes, but is not limited to, rice, wheat, barley, corn, sorghum, and sugarcane, among others.
In the technical scheme, the coniferyl aldehyde used can be prepared in a synthetic mode, or is sold in the market, or is extracted from plants.
The plant repellent agent is different from chemically synthesized repellent agent, is derived from plant, has good environmental compatibility, does not cause new pollution to the environment, is a brand new exploration and breakthrough in the field of repellent agent, has the main performance of chemically synthesized repellent agent, and has the advantages of chemical synthesis agent, namely, does not cause new pollution to the environment in the whole ecological system. The plant resources in China are very rich, which is the resource advantage of developing the plant pest repellent in China.
Industrial cannabis is an annual herb plant of the genus cannabis of the family cannabinaceae, which is rich in cannabidiol. The inventor has found that industrial hemp also contains coniferyl aldehyde component. Based on the above, the invention also provides a method for extracting coniferyl aldehyde from industrial hemp, and coniferyl aldehyde can be extracted and obtained by the method, so that on one hand, the raw material sources of coniferyl aldehyde are enriched, on the other hand, the utilization range of industrial hemp is expanded, and a new thought and a new method are provided for a new plant protection technology.
Specifically, the method for extracting coniferyl aldehyde from industrial hemp provided by the invention comprises the following steps:
s1, crushing dried flowers and leaves of industrial hemp, soaking and extracting the crushed flowers and leaves with ethyl acetate, and filtering the soaked flowers and leaves to obtain ethyl acetate extracting solution;
s2, concentrating the ethyl acetate extracting solution to obtain a concentrated solution;
and S3, carrying out silica gel column chromatography on the concentrated solution, and carrying out gradient elution by using dichloromethane-methanol to obtain coniferyl aldehyde.
In some embodiments, in step S1, dried flowers of industrial hemp are pulverized, sieved through a 40-60 mesh sieve, and then soaked and extracted with ethyl acetate.
In some embodiments, in step S3, the volume ratio of the dichloromethane to the methanol is 19: 1.
in some embodiments, in step S2, the ethyl acetate extract is concentrated by rotary evaporation in a water bath at 40-50 ℃.
Compared with the prior art, the invention has the following beneficial effects:
the invention uses coniferyl aldehyde as an aversion agent for preventing and controlling the plant hoppers and protecting crops from the damage of the plant hoppers. The inventor shows that coniferyl aldehyde has an excellent repelling effect on planthoppers through a large number of indoor biological activity tests, and particularly has a more remarkable effect on rice brown planthoppers. The invention provides a new method for using coniferyl aldehyde and also provides a green, safe and efficient new repellent for preventing and controlling the plant hoppers of crops.
The coniferyl aldehyde used in the invention can be chemically synthesized or extracted from plants. Specifically, coniferyl aldehyde mainly comes from industrial hemp extraction, the industrial hemp belongs to plant materials, and coniferyl aldehyde extracted from the industrial hemp belongs to plant materials, so that the coniferyl aldehyde is good in environmental compatibility, safe to crops and free of environmental pollution.
In addition, the method for extracting coniferyl aldehyde from industrial hemp widens the raw material source of coniferyl aldehyde, enlarges the utilization range of industrial hemp, and provides a new idea and a new method for a new plant protection technology.
Drawings
FIG. 1 is a mass spectrum of an extract of industrial hemp as in example 1;
FIG. 2 is the crawling trend of brown planthopper in Y-type olfactometer when the coniferyl aldehyde concentration in example 2 is 0.4 g/L;
FIG. 3 is a graph showing the field control effect of coniferyl aldehyde on brown planthopper in example 3; wherein (a) is the field effect without coniferyl aldehyde; (b) the figure shows the field effect when the coniferyl aldehyde concentration is 1 g/L.
Detailed Description
In the following description, numerous specific details are set forth in order to provide a thorough understanding of the present invention. This invention may, however, be embodied in many different forms and should not be construed as limited to the embodiments set forth herein, but rather should be construed as broadly as the present invention is capable of modification in various respects, all without departing from the spirit and scope of the present invention.
Unless defined otherwise, all technical and scientific terms used herein have the same meaning as commonly understood by one of ordinary skill in the art to which this invention belongs. The terminology used in the description of the invention herein is for the purpose of describing particular embodiments only and is not intended to be limiting of the invention.
Example 1 extraction of coniferyl aldehyde from Industrial hemp
S1, crushing 1000g of dried flower and leaf (half of each of female and male plants) of industrial hemp by a crusher, sieving by a 40-60-mesh sieve, soaking for 3 days by 10L of ethyl acetate, and stirring for 4-5 times during the soaking period to ensure that the soaking is full; filtering to remove residue and collecting ethyl acetate extractive solution;
s2, carrying out water bath rotary evaporation on the ethyl acetate extracting solution at the temperature of 40 ℃, and collecting 10-20ml of concentrated solution;
s3, passing the concentrated solution through silica gel column chromatography, eluting with dichloromethane-methanol gradient (flow rate is 1-3 drops/S per second), dichloromethane: the methanol volume ratio was 19:1, 7 fractions of 2 nd, 4 th, 9 th, 14 th, 17 th, 20 th and 22 th fractions were taken out of the 30 fractions obtained, the 7 fractions were subjected to silica gel column chromatography repeatedly, and the 2 nd fraction obtained after the final silica gel column chromatography (i.e., fraction 4 out of the 30 fractions) was subjected to mass spectrometry, and the analysis results are shown in fig. 1. The analysis result shows that the obtained compound is coniferyl aldehyde. Sealing the obtained industrial hemp extract coniferyl aldehyde in a refrigerator at 4 deg.C for use. In the method, the extraction rate is 0.004%.
It should be noted that the extraction of coniferyl aldehyde from industrial hemp in large quantities can be carried out several times by the above-mentioned procedure or can be obtained by the same procedure through an industrial production line.
Example 2 Effect of coniferyl aldehyde on the avoidance of plant hoppers
The sensitivity of plant hoppers to coniferyl aldehyde, an industrial hemp extract obtained in example 1, was determined by the following method:
capturing brown planthoppers of the rice in the field, and transferring the brown planthoppers to the rice indoors for culture; and (3) determining the sensitivity of the brown planthopper to coniferyl aldehyde by adopting a Y-shaped olfactometer, dissolving the coniferyl aldehyde by using ethyl acetate, diluting by using Tween 80 as a diluent, and adding the diluent according to the required concentration. The using concentrations of coniferyl aldehyde were 0.04g/L, 0.4g/L, 4g/L and 40g/L respectively, each treatment was repeated three times with ethyl acetate as a control, the number of brown planthopper in the coniferyl aldehyde connecting tube and the control tube within 2min was recorded, and the avoidance rate of coniferyl aldehyde was calculated, and the results are shown in FIG. 2 and Table 1.
TABLE 1 Effect of coniferyl aldehyde on brown planthopper (indoor, 2min)
Example 3 field test of Effect of Chamaecyparis obtusa aldehyde on Pediculus planthopper avoidance
Repellent: coniferyl aldehyde prepared in example 1
Rice variety: agricultural chemical 42
The coniferyl aldehyde solution with coniferyl aldehyde concentration of 1g/L, 5g/L, 10g/L, 20g/L and 40g/L is applied respectively, and the dosage per mu is 10L. The preparation method of the coniferyl aldehyde solution comprises the following steps: adding coniferyl aldehyde into ethyl acetate for complete dissolution, and then adding Tween 80 with the mass concentration of 0.3-0.5% according to the required solution concentration for dilution.
The specific application method is as follows:
transplanting rice in 12 days 7 and 7 months in 2020, spraying coniferyl aldehyde solution in the first emergence of rice planthopper in 29 days 8 and 8 months in 2020, and spraying ethyl acetate solution in the control area. On the 5 th day after the treatment, the rice in the control area shows the phenomenon of rice clump withering (as shown in a graph (a) in a figure 3), while the rice in the coniferyl aldehyde application area grows vigorously and has no damage symptom of the planthopper (as shown in a graph (b) in a figure 3), and the avoidance rate of the coniferyl aldehyde to the planthopper in the 5 th day is 40.94-81.56% (as shown in a table 2), which indicates that the coniferyl aldehyde extracted from the industrial hemp has obvious prevention and control effect on the rice planthopper.
TABLE 2 Effect of coniferyl aldehyde on brown planthopper (field)
According to the embodiments, coniferyl aldehyde can effectively prevent and control the damage of planthopper to rice.
In addition to the above embodiments, coniferyl aldehyde may be contained in an open container, particularly a wide-mouth container or a container with hollowed-out periphery, and hung on a crop field or a ridge, thereby achieving the same effect of preventing plant hoppers. In addition, coniferyl aldehyde can be obtained by a method of the present application, can be obtained by a commercially available method or chemical synthesis method, and exerts the same effect on repelling plant hoppers.
The technical features of the embodiments described above may be arbitrarily combined, and for the sake of brevity, all possible combinations of the technical features in the embodiments described above are not described, but should be considered as being within the scope of the present specification as long as there is no contradiction between the combinations of the technical features.
The above-mentioned embodiments only express several embodiments of the present invention, and the description thereof is more specific and detailed, but not construed as limiting the scope of the invention. It should be noted that, for a person skilled in the art, several variations and modifications can be made without departing from the inventive concept, which falls within the scope of the present invention. Therefore, the protection scope of the present patent shall be subject to the appended claims.
Claims (10)
1. Application of coniferyl aldehyde as an aversion agent in preventing plant hoppers.
2. Use according to claim 1, characterized in that it comprises the following steps:
dissolving and diluting the coniferyl aldehyde to prepare a coniferyl aldehyde solution, and spraying the coniferyl aldehyde solution on crops; or the coniferyl aldehyde is contained in an open container and hung in a crop field or on a ridge.
3. The use according to claim 2, wherein the concentration of the coniferyl aldehyde solution is 0.00001-40 g/L.
4. The use according to claim 3, wherein the coniferyl aldehyde solution has a concentration of 0.4 to 40 g/L.
5. The use according to claim 2, wherein coniferyl aldehyde is dissolved with ethyl acetate and then diluted with tween 80 at a mass concentration of 0.3% to 0.5%.
6. Use according to any one of claims 1 to 5, wherein the crops comprise rice, wheat, barley, maize, sorghum and sugar cane.
7. The method for extracting coniferyl aldehyde from industrial hemp is characterized by comprising the following steps:
s1, crushing dried flowers and leaves of industrial hemp, soaking and extracting the crushed flowers and leaves with ethyl acetate, and filtering the soaked flowers and leaves to obtain ethyl acetate extracting solution;
s2, concentrating the ethyl acetate extracting solution to obtain a concentrated solution;
and S3, carrying out silica gel column chromatography on the concentrated solution, and carrying out gradient elution by using dichloromethane-methanol to obtain coniferyl aldehyde.
8. The method of claim 7, wherein in step S1, the dried flowers of industrial hemp are pulverized, sieved with 40-60 mesh sieve, and then soaked in ethyl acetate for extraction.
9. The method of extracting coniferyl aldehyde from industrial hemp according to claim 7, wherein in step S3, the volume ratio of dichloromethane to methanol is 19: 1.
10. the method of claim 7, wherein in step S2, the ethyl acetate extract is concentrated by rotary evaporation in water bath at 40-50 ℃.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202111281844.4A CN114027301A (en) | 2021-11-01 | 2021-11-01 | Application of coniferyl aldehyde and method for extracting coniferyl aldehyde from industrial hemp |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202111281844.4A CN114027301A (en) | 2021-11-01 | 2021-11-01 | Application of coniferyl aldehyde and method for extracting coniferyl aldehyde from industrial hemp |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN114027301A true CN114027301A (en) | 2022-02-11 |
Family
ID=80142384
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202111281844.4A Pending CN114027301A (en) | 2021-11-01 | 2021-11-01 | Application of coniferyl aldehyde and method for extracting coniferyl aldehyde from industrial hemp |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN114027301A (en) |
Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1996039827A1 (en) * | 1995-06-07 | 1996-12-19 | Proguard, Inc. | Repellent compositions containing flavonoid aldehydes |
| US5639794A (en) * | 1995-06-07 | 1997-06-17 | Proguard, Inc. | Use of saponin in methods and compositions for pathogen control |
| CN1176576A (en) * | 1994-12-30 | 1998-03-18 | 普罗嘉德公司 | Use of flavonoid aldehydes as pesticides |
| CN1177279A (en) * | 1994-12-30 | 1998-03-25 | 普罗嘉德公司 | Aromatic aldehydes used as insecticides and their use in killing spiders |
| CN1179699A (en) * | 1995-06-07 | 1998-04-22 | 普罗嘉德公司 | Repellent compositions containing flavonoid aldehydes |
| US5792467A (en) * | 1995-06-07 | 1998-08-11 | Proguard, Inc. | Repellent compositions containing aromatic aldehydes |
| US5839224A (en) * | 1994-12-30 | 1998-11-24 | Proguard, Inc. | Aromatic aldehydes as insecticides and for killing arachnids |
| US20020099101A1 (en) * | 1994-12-30 | 2002-07-25 | Proguard, Inc. | Use of flavonoid aldehydes as pesticides |
-
2021
- 2021-11-01 CN CN202111281844.4A patent/CN114027301A/en active Pending
Patent Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1176576A (en) * | 1994-12-30 | 1998-03-18 | 普罗嘉德公司 | Use of flavonoid aldehydes as pesticides |
| CN1177279A (en) * | 1994-12-30 | 1998-03-25 | 普罗嘉德公司 | Aromatic aldehydes used as insecticides and their use in killing spiders |
| US5839224A (en) * | 1994-12-30 | 1998-11-24 | Proguard, Inc. | Aromatic aldehydes as insecticides and for killing arachnids |
| US20020099101A1 (en) * | 1994-12-30 | 2002-07-25 | Proguard, Inc. | Use of flavonoid aldehydes as pesticides |
| WO1996039827A1 (en) * | 1995-06-07 | 1996-12-19 | Proguard, Inc. | Repellent compositions containing flavonoid aldehydes |
| US5639794A (en) * | 1995-06-07 | 1997-06-17 | Proguard, Inc. | Use of saponin in methods and compositions for pathogen control |
| CN1179699A (en) * | 1995-06-07 | 1998-04-22 | 普罗嘉德公司 | Repellent compositions containing flavonoid aldehydes |
| US5792467A (en) * | 1995-06-07 | 1998-08-11 | Proguard, Inc. | Repellent compositions containing aromatic aldehydes |
Non-Patent Citations (1)
| Title |
|---|
| GUAN WANG ET,AL.: "A natural product from Cannabis sativa subsp. sativa inhibits homeodomain-interacting protein kinase 2 (HIPK2), attenuating MPP+-induced apoptosis in human neuroblastoma SH-SY5Y cells", 《BIOORGANIC CHEMISTRY》 * |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN110074113A (en) | Application, plant immune inducer and the application of Stropharia rugoso-annulata polysaccharide | |
| CN107372679A (en) | A kind of rice terrace aphid insecticide and preparation method thereof | |
| CN114027302A (en) | Application of borneol acetate and method for extracting borneol acetate from industrial hemp | |
| CN109221286B (en) | Efficient and environment-friendly composition for preventing and treating rice diseases and application thereof | |
| CN114027301A (en) | Application of coniferyl aldehyde and method for extracting coniferyl aldehyde from industrial hemp | |
| CN103222469B (en) | Method for producing sophocarpidine water aqua by using enzymolysis method | |
| CN1327775C (en) | Preparation method of thunder godvine extract | |
| CN114145304A (en) | Application of swainsonine and method for extracting swainsonine from industrial hemp | |
| CN105851065A (en) | Bacillus subtilis insecticide for preventing and controlling wheat insects and preparing method thereof | |
| CN118661756A (en) | Composition for controlling southern root-knot nematodes of tobacco and its application | |
| CN105265497A (en) | Preparation method for fertilizer-mixing biological disinsection additive | |
| CN110352995A (en) | A kind of botanical agent for controlling ginger root-knot nematode | |
| CN113973832A (en) | Application of artemisinin and method for extracting artemisinin from industrial hemp | |
| CN107568213A (en) | A kind of ascorbic acid soluble powder granula and its preparation method and application | |
| CN111567571B (en) | Botanical compound insecticide for meloidogyne incognita and preparation method thereof | |
| CN105851039A (en) | Botanical insecticide containing garlic extracts and preparation method of botanical insecticide | |
| CN102365976B (en) | Botanical pesticide for controlling rice planthopper | |
| CN113951283A (en) | Fermented pesticide and preparation method and application thereof | |
| EP1051075B1 (en) | Biological plant protection agent with resistance-promoting action and method for producing same | |
| CN115191449B (en) | Application of Gekko Swinhonis extract in controlling meloidogyne incognita | |
| CN106234429A (en) | One contains gallic compound plant bactericide and preparation thereof and application | |
| CN105265498A (en) | Plant source insecticidal additives capable of preventing and controlling underground harmful insects | |
| CN115363054B (en) | Thrips insecticide prepared from amur ampelopsis extract | |
| CN105272695B (en) | A kind of plant source biological medicine fertilizer and preparation method thereof of prevention Bradysia fungus gnat | |
| CN108129215A (en) | It is a kind of can be with the Traditional Chinese medicine fertilizer of weeding |
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 |
Application publication date: 20220211 |
|
| RJ01 | Rejection of invention patent application after publication |