CN113180050A - Application of piperine as agricultural bactericide - Google Patents

Application of piperine as agricultural bactericide Download PDF

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Publication number
CN113180050A
CN113180050A CN202110453586.7A CN202110453586A CN113180050A CN 113180050 A CN113180050 A CN 113180050A CN 202110453586 A CN202110453586 A CN 202110453586A CN 113180050 A CN113180050 A CN 113180050A
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compound
agricultural
piperine
active ingredient
pesticide
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CN202110453586.7A
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CN113180050B (en
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宋萍萍
王雨
韦敏
颜露
钱怡云
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Institute of Botany of CAS
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    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/34Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/40Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N41/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom
    • A01N41/02Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom containing a sulfur-to-oxygen double bond
    • A01N41/04Sulfonic acids; Derivatives thereof
    • A01N41/08Sulfonic acid halides; alpha-Hydroxy-sulfonic acids; Amino-sulfonic acids; Thiosulfonic acids; Derivatives thereof
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/02Biocides, 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
    • A01N43/04Biocides, 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
    • A01N43/14Biocides, 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
    • A01N43/16Biocides, 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
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/64Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
    • A01N43/647Triazoles; Hydrogenated triazoles
    • A01N43/6531,2,4-Triazoles; Hydrogenated 1,2,4-triazoles

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  • Life Sciences & Earth Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

The invention discloses application of a compound piperine as an agricultural bactericide. The compound is used as a bactericide for preventing and treating agricultural fungal diseases, and can effectively prevent and treat crop diseases such as sclerotinia rot, banded sclerotial blight, gray mold, gibberellic disease, anthracnose, bakanae disease, gummy stem blight, fusarium wilt, verticillium wilt and the like. The agricultural bactericide prepared by piperine as an active ingredient has the characteristics of good prevention and control effect, broad spectrum, low toxicity, no residue, no pollution and no public nuisance, and is particularly beneficial to environmental protection.

Description

Application of piperine as agricultural bactericide
Technical Field
The invention belongs to the technical field of agriculture, and particularly relates to application of a compound piperine as an active ingredient in preparation of an agricultural bactericide.
Background
Diseases of crops are not easy to be detected by people in time like pests and weeds, so that neglect and difficulty in prevention and control are caused, and the damage is more serious. It is reported that plant diseases caused by pathogenic fungi alone account for as many as ten thousand in the world, and the loss caused accounts for 10% -30% of the annual total loss of crops. If plant diseases caused by viruses, bacteria, nematodes and the like are counted, the loss is more remarkable.
In order to meet the increasing demand of people for food and other living materials, chemicals have to be applied to protect crops from harmful organisms, of which bactericides play an important role. Natural products with agricultural bactericidal activity are generally easy to be absorbed and conducted by plants, and have little or no phytotoxicity to plants, so that the natural products are paid much attention.
The compound Piperine has the alias of piperamide and Piperine, the English name of Piperiine and the English alias of 1-Piperidine, the CAS number of 94-62-2 and the molecular formula of C17H19NO3285.33, molecular weight:
Figure DEST_PATH_IMAGE001
the compound is dissolved in organic solvent such as methanol, ethanol, acetone, ethyl acetate, chloroform, etc. The research on the activity of the compound for inhibiting the phytopathogen is less.
Disclosure of Invention
The invention aims to explore the application of a compound piperine as an active ingredient in preparing agricultural bactericides.
A large number of researches prove that the agricultural bactericide prepared by using the compound as an active ingredient has excellent bactericidal activity, can be applied to control fungal diseases on various crops, and has wide bacteriostatic spectrum, such as: sclerotinia rot, banded sclerotial blight, gray mold, gibberellic disease, anthracnose, bakanae disease, gummy stem blight, fusarium wilt and verticillium wilt.
The compound piperine can be obtained by separating and purifying natural plants or by chemical synthesis. The compound is used as an active ingredient, a pesticide auxiliary agent and an excipient to be prepared into any formulation allowed on pesticides. It can also be compounded with other pesticides, and mixed with pesticide adjuvant and excipient to make any dosage form allowable on pesticides. The preparation formulation can be missible oil, a suspending agent, an aqueous emulsion, wettable powder, a microemulsion, water dispersible granules and the like. The used auxiliary agent can adopt calcium dodecyl benzene sulfonate, pyrrolidone, polyoxyethylene polyoxypropylene block compound, nonylphenol polyoxyethylene ether and the like, and the excipient can be cyclohexanone, solvent oil, water, propylene glycol, deionized water and the like. Other pesticides used for compounding can be organic bactericides, such as triazole bactericides triadimenol; botanical bactericides such as allicin, osthole, etc.
Compared with the prior art, the invention has the beneficial effects that: the compound piperine is used as a bactericide, has a wide antibacterial spectrum and a long lasting period, and is an ideal bactericide in agriculture. Compared with common chemical pesticides, the plant extract is derived from natural plants, has the characteristics of low toxicity, no residue, no pollution and no public nuisance for various economic crops such as grains, melons, fruits, vegetables and the like, and is more beneficial to environmental protection.
Detailed Description
The effects of the present invention are further illustrated by the following specific embodiments:
example 1: prevention and control of agricultural diseases by compound piperine
Test strains Rhizoctonia solani (A)Thanatephorus cucumeris)Separating from rice sheath blight disease leaves; sclerotinia sclerotiorum (A) and (B)Sclerotioia selerotiorum) Separating from sclerotinia rot of colza strain; botrytis cinerea (A. cinerea)Botrytis cinerea) Separating from strawberry gray mold; fusarium graminearum (F.), (Fusarium graminearum) Separating from wheat scab; colletotrichum gloeosporioides (B)Colletotrichum gloeosporioides) Separating from grape anthracnose disease plants; fusarium moniliforme (F.), (Fusarium moniliforme) Is separated from the rice bakanae disease strain. The six strains are provided by the plant protection institute of Nanjing university of agriculture. Shell fungus of black rot melon (Didymella bryoniae) Magnaporthe grisea separated from gummy stem blight of watermelon (Magnaporthe oryzae) Is separated from rice blast disease plants, and the two strains are provided by plant research institute of China academy of sciences in Jiangsu province. Fusarium oxysporum (F.), (Fusarium oxysporum) Verticillium dahliae separated from cotton wilt disease plant (A), (B), (C)Verticillium dahliae) From cotton verticillium wilt plantsObtained by separation and provided by the plant protection of agricultural academy of Jiangsu province.
The test compound piperine was dissolved in DMSO to prepare a 1000. mu.g/mL stock solution and stored for further use. PDA culture medium, 200g peeled potato is cut into blocks, boiled for 10min, juice is taken, 20g agar is added, heating is carried out until melting, 20g glucose is added, and water is added for constant volume until 1000 mL.
The inhibition of hypha growth is determined by hypha growth rate determination, a bacterial dish (diameter 5mm) is punched from the edge of a test bacterium pre-cultured on a PDA plate, the mother liquor of the test reagent is uniformly mixed with a culture medium, the final concentration of the test reagent is respectively 60, 50, 40, 30, 20, 10 and 0ppm, the mixed liquor is respectively poured into a sterilized culture dish with the diameter of 9cm to prepare a plate, each dish is inoculated with a bacterial dish, the hypha face upwards, and each treatment is repeated for 3 times. And (4) culturing at 25 ℃ until the control colonies are more than two thirds of the full culture dish, and measuring the colony growing diameter by a cross method. The growth inhibition rate was calculated from the average colony diameter (mm). The obtained data is analyzed and processed by DPS V3.01 professional version software to obtain a standard curve and EC50The value is obtained.
The results show that the compound piperine can effectively prevent and treat sclerotinia sclerotiorum, banded sclerotial blight, gray mold, gibberellic disease, anthracnose, bakanae disease, gummy stem blight, fusarium wilt and verticillium wilt, and inhibit the diseases with medium concentration EC50Is 19.3687-96.0871 mg/L. Especially has good effect on gray mold, gummy stem blight, anthracnose and banded sclerotial blight, and inhibits medium-concentration EC for the diseases50Are all less than 40mg/L, and the specific experimental results are shown in Table 1. Experiments fully show the remarkable control effect of the pesticide on the bacteria, but the inhibition effect on rice blast is poor, and EC is used for controlling the rice blast50And the regression equation cannot be calculated.
TABLE 1 bacteriostatic rate of the compounds on agricultural diseases
Plant pathogenic bacteria Regression equation R EC50(mg/L) 95% confidence interval
Botrytis cinerea y=1.8060+2.4815x 0.9853 19.3687 17.0819~ 21.9617
Pediococcus cucurbitae y=1.5520+2.3587x 0.9834 28.9613 25.6683~ 32.6768
Colletotrichum gloeosporioides y=2.2854+1.7819x 0.9521 33.3764 24.5826~ 45.3161
Rhizoctonia solani y=2.7985+1.3908x 0.9740 38.2787 31.9477~ 45.8643
Fusarium oxysporum y=1.9725+1.7915x 0.9989 48.9705 46.8245~ 51.2148
Sclerotinia sclerotiorum y=1.3461+2.1066x 0.9960 54.2595 49.3909~ 59.6081
Fusarium graminearum y=3.4831+0.8560x 0.9661 59.1725 43.7605~ 80.0125
Fusarium moniliforme y=3.0131+1.0559x 0.9739 76.1612 55.2824~ 104.9254
Verticillium dahliae y=0.1355+2.4535x 0.9974 96.0871 85.9332~ 107.4406
Example 2:
weighing the compound and conventional auxiliary materials such as lignin, diatomite and the like, and preparing the wettable powder with the effective component concentration of 2% according to a conventional process.
Example 3:
the compound is weighed and mixed with conventional auxiliary materials such as calcium dodecyl benzene sulfonate, phenethyl phenol polyoxyethylene ether, solvent oil and the like according to a conventional process to prepare missible oil with the concentration of the effective component of 2 percent.
Example 4:
the compound and conventional auxiliary materials such as sodium lignosulphonate, kaolin and the like are weighed and prepared into water dispersible granules with the effective component concentration of 2% according to a conventional process.
Example 5:
weighing the compound, solvent oil, pyrrolidone, xanthan gum and other conventional auxiliary materials, and preparing the mixture into an aqueous emulsion with the concentration of an effective component of 1% according to a conventional process.
Example 6:
weighing the compound and conventional auxiliary materials such as calcium dodecyl benzene sulfonate, pyrrolidone and the like, and preparing the microemulsion with the concentration of the effective component of 1% according to the conventional process.
Example 7:
according to the weight ratio of 1: 5, weighing the compound and the triadimenol, and preparing the compound and the triadimenol with conventional auxiliary materials such as solvent oil, pyrrolidone, xanthan gum and the like into the aqueous emulsion with the effective component concentration of 5 percent according to a conventional process.
Example 8:
according to the weight ratio of 6: 1, weighing the compound and the allicin, and preparing the compound and the allicin with conventional auxiliary materials such as solvent oil, pyrrolidone, xanthan gum and the like into an aqueous emulsion with the concentration of an effective component of 5 percent according to a conventional process.
Example 9:
according to the weight ratio of 1: 1, weighing the compound and osthole, and mixing with solvent oil, pyrrolidone, xanthan gum and other conventional auxiliary materials according to a conventional process to prepare the aqueous emulsion with the effective component concentration of 5%.

Claims (5)

1. The use of the compound piperine as an active ingredient in the preparation of agricultural fungicides.
2. The use according to claim 1, characterized in that the compound is used as an active ingredient and pesticide adjuvant and excipient to be prepared into any one of pesticide allowable dosage forms; or the compound is used as an active ingredient and is prepared into any one of pesticide allowable dosage forms together with other pesticides and pesticide auxiliary agents and excipients.
3. Use according to claim 2, characterized in that the formulation is an emulsifiable concentrate, a suspension, an aqueous emulsion, a wettable powder, a microemulsion or a water dispersible granule; the other pesticides are triazole fungicide triadimenol or botanical fungicides allicin and osthole.
4. The use according to claim 1, characterized in that the fungicide is used for controlling agricultural fungal diseases.
5. The use according to claim 4, characterized in that the agricultural fungal diseases are sclerotinia rot, banded sclerotial blight, gray mold, head blight, anthracnose, bakanae disease, gummy stem blight, fusarium wilt, verticillium wilt.
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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN114467948A (en) * 2022-01-27 2022-05-13 青岛农业大学 Application of piperine in preparation of bacteriostatic agent for preventing and treating tomato pathogenic bacteria

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1813537A (en) * 2005-02-06 2006-08-09 陈华玲 Piperine insecticide and its preparing method
CN101218912A (en) * 2008-01-29 2008-07-16 杜道林 Deinsectization microbicide of piperine
CN107646844A (en) * 2017-09-29 2018-02-02 杨凌农科大无公害农药研究服务中心 A kind of pipering and eugenol plant source compound synergy fungicide and its application
CN107711845A (en) * 2017-09-29 2018-02-23 杨凌农科大无公害农药研究服务中心 A kind of pipering and Boscalid synergistic complex bactericide and its application
CN111511211A (en) * 2017-12-21 2020-08-07 国立比利时根特大学 Compounds for controlling plant pathogens

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1813537A (en) * 2005-02-06 2006-08-09 陈华玲 Piperine insecticide and its preparing method
CN101218912A (en) * 2008-01-29 2008-07-16 杜道林 Deinsectization microbicide of piperine
CN107646844A (en) * 2017-09-29 2018-02-02 杨凌农科大无公害农药研究服务中心 A kind of pipering and eugenol plant source compound synergy fungicide and its application
CN107711845A (en) * 2017-09-29 2018-02-23 杨凌农科大无公害农药研究服务中心 A kind of pipering and Boscalid synergistic complex bactericide and its application
CN111511211A (en) * 2017-12-21 2020-08-07 国立比利时根特大学 Compounds for controlling plant pathogens

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ABRAHAM YOHANNES, ET,AL.: "Antibacterial and Antifungal Activities of easily grown Eritrean Black Pepper", 《INTERNATIONAL JOURNAL OF ENGINEERING RESEARCH & TECHNOLOGY》 *
JINGJING WANG ET,AL.: "Natural phenolic derivatives based on piperine scaffold as potential antifungal agents", 《BMC CHEMISTRY》 *
SUNG-EUN LEE ET,AL.: "Fungicidal activity of pipernonaline, a piperidine alkaloid derived from long pepper, Piper longum L., against phytopathogenic fungi", 《CROP PROTECTION》 *
王双双: "多取代内酰胺衍生物的设计、合成及生物活性研究", 《中国优秀硕士学位论文全文数据库•工程科技Ⅰ辑》 *

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN114467948A (en) * 2022-01-27 2022-05-13 青岛农业大学 Application of piperine in preparation of bacteriostatic agent for preventing and treating tomato pathogenic bacteria

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