CN111903688A - Application of 6-pentyl-2H-pyran-2-one in preparation of anti-Sclerotinia delphinii pathogenic bacteria agent - Google Patents

Application of 6-pentyl-2H-pyran-2-one in preparation of anti-Sclerotinia delphinii pathogenic bacteria agent Download PDF

Info

Publication number
CN111903688A
CN111903688A CN202010896607.8A CN202010896607A CN111903688A CN 111903688 A CN111903688 A CN 111903688A CN 202010896607 A CN202010896607 A CN 202010896607A CN 111903688 A CN111903688 A CN 111903688A
Authority
CN
China
Prior art keywords
pyran
southern blight
compound
pentyl
delphinii
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
Application number
CN202010896607.8A
Other languages
Chinese (zh)
Inventor
吴令上
斯金平
周莹
张君
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Zhejiang A&F University ZAFU
Original Assignee
Zhejiang A&F University ZAFU
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Zhejiang A&F University ZAFU filed Critical Zhejiang A&F University ZAFU
Priority to CN202010896607.8A priority Critical patent/CN111903688A/en
Publication of CN111903688A publication Critical patent/CN111903688A/en
Pending legal-status Critical Current

Links

Images

Classifications

    • 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

Landscapes

  • 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 an application of a 6-pentyl-2H-pyran-2-one compound in preparation of an anti-Sclerotinia delphinii pathogenic bacteria agent. The 6-amyl-2H-pyran-2-ketone compound is called 6-PP for short, and the CAS number of the compound is as follows: CAS No.27593-23-3, having the formula:
Figure DEST_PATH_IMAGE001
the invention has the technical effects that: the invention discovers that the 6-amyl-2H-pyran-2-one compound has a remarkable inhibition effect on the growth of the southern blight of the dendrobium officinale, and has a good prevention and treatment effect on the southern blight of the dendrobium officinale. The 6-amyl-2H-pyran-2-one compound is a natural product with high efficiency and no toxicity, namely, the invention provides a natural pesticide with high efficiency and no toxicity for preventing and treating southern blight.

Description

Application of 6-pentyl-2H-pyran-2-one in preparation of anti-Sclerotinia delphinii pathogenic bacteria agent
Field of the invention
The invention relates to the technical field of natural medicines, in particular to application of a 6-pentyl-2H-pyran-2-one compound in preparation of an anti-Sclerotinia delphinii pathogenic bacteria agent.
Background
The dendrobium officinale is a traditional rare medicinal material and has the effects of nourishing yin, clearing heat, benefiting stomach, promoting fluid production and the likeAnd (5) effect. With the increase of market demand and the transformation and upgrading of industries, the wild cultivation of the dendrobium officinale can be rapidly developed. However, in the case of high humidity in the plum rain season, the bacteria are caused by Sclerotinia delphiniiSclerotium delphiniiThe caused southern blight becomes a destructive disease of the dendrobium officinale, and usually causes great economic loss in a main production area of the dendrobium officinale, but no effective prevention and control means exists so far.
The 6-amyl-2H-pyran-2-one compound is abbreviated as '6-PP', and the CAS number of the compound is as follows: CAS No.27593-23-3, a known compound, is commonly used as a food additive or flavor (flavorant) and also as a pharmaceutical intermediate. In the aspect of agricultural utilization, most researches on '6-PP' mainly focus on promoting plant growth, a few research reports on resisting plant diseases exist, and researches prove that the compound has inhibitory activity on various pathogenic bacteria, including fusarium oxysporum, sclerotinia sclerotiorum, aspergillus niger, rhizoctonia solani, alternaria solani, botrytis cinerea and the like. The structural formula is as follows:
Figure 89559DEST_PATH_IMAGE001
trichoderma fungi produced by the inventors of the present invention (Trichoderma) Trichoderma fungi (Trichoderma) found in biological control of plant diseasesTrichoderma) Can produce a plurality of secondary metabolites, some metabolites have the function of antagonizing pathogenic microorganisms, and 6-amyl-2H-pyran-2-one ('6-PP') has better bacteriostatic effect. "6-PP" was originally found in Trichoderma viride culture and was subsequently obtained in Trichoderma harzianum, Trichoderma koningii and Trichoderma asperellum. Most researches on 6-PP mainly focus on promoting plant growth, and few research reports on resisting plant diseases exist, and the researches prove that the compound has inhibitory activity on various pathogenic bacteria, including fusarium oxysporum, sclerotinia sclerotiorum, aspergillus niger, rhizoctonia solani, alternaria solani, botrytis cinerea and the like.
Disclosure of Invention
In view of the above, the present invention aims to provide the use of a 6-pentyl-2H-pyran-2-one compound in the preparation of an anti-sclerotium delphinii pathogenic bacterial agent.
Experiments show that the '6-PP' has an obvious bacteriostatic action on sclerotium delphinii which is a pathogenic bacterium of southern blight, so that the 6-pentyl-2H-pyran-2-one compound can be applied to preparation of an anti-pathogenic bacterium agent of southern blight.
The structural formula of the 6-pentyl-2H-pyran-2-one compound is shown as the following formula:
Figure 153330DEST_PATH_IMAGE001
the pathogenic bacteria of the dendrobium candidum southern blight is sclerotium delphiniiS. delphinii
Preferably, the dendrobium candidum southern blight pathogenic bacterium resistant agent also comprises an agriculturally and pharmaceutically acceptable auxiliary agent.
Preferably, the anti-sclerotium rolfsii pathogenic bacteria agent also comprises other anti-sclerotium rolfsii medicines.
Preferably, the formulation of the sclerotium delphinium agent for resisting southern blight pathogenic bacteria is wettable powder, water dispersible granule, suspending agent or missible oil.
Preferably, the 6-pentyl-2H-pyran-2-one compound is 1 to 99% by weight of the anti-southern blight pathogenic agent.
More preferably, the 6-pentyl-2H-pyran-2-one compound accounts for 10 to 90 percent of the weight of the southern blight pathogenic bacteria resistant agent.
The invention has the technical effects that: the invention discovers that the 6-amyl-2H-pyran-2-one compound has a remarkable inhibition effect on the growth of the southern blight of the dendrobium officinale, and has a good prevention and treatment effect on the southern blight of the dendrobium officinale. The 6-amyl-2H-pyran-2-one compound is a natural product with high efficiency and no toxicity, namely, the invention provides a natural pesticide with high efficiency and no toxicity for preventing and treating southern blight.
Drawings
FIG. 1: the result of the qualitative test of 6-amyl-2H-pyran-2-ketone on the micronucleus delphinii;
FIG. 2: 6-amyl-2H-pyran-2-ketone and micronucleus delphinii quantitative test results;
FIG. 3: effect of different concentrations of 6-pentyl-2H-pyran-2-one on the growth of sclerotium delphinii.
Detailed Description
The invention discloses application of a 6-pentyl-2H-pyran-2-one compound in preparation of an anti-southern blight agent, and a person skilled in the art can use the content for reference and appropriately improve process parameters to realize the application. It is expressly intended that all such similar substitutes and modifications which would be obvious to those skilled in the art are deemed to be included within the invention.
Example 1: the 6-amyl-2H-pyran-2-ketone has an inhibiting effect on sclerotium delphinii which is a pathogen of the dendrobium candidum southern blight:
and (3) qualitative test: the inhibition effect of DCR2 metabolite '6-PP' on the growth of sclerotium delphinii hypha is measured by a paper sheet method. Respectively placing 5 mm sterile filter paper containing 6-PP and 5 mm Sclerotinia deltoides fungus cake on two points of PDA flat plate 30 mm away from center on the same straight line, culturing at 25 deg.C for 5 d, observing growth condition of Sclerotinia deltoides fungus colony, and repeating each treatment for 3 times.
Quantitative test: the inhibition effect of 6-PP on the growth of the sclerotium delphinii hyphae is measured by a colony diameter method. The final concentrations of "6-PP" in the prepared medium were 300, 200, 100 and 50. mu.g.mL, respectively-1. Activating Sclerotinia deltoides, extracting cake with diameter of 5 mm from the edge of cultured Sclerotinia deltoides colony, inoculating to plates with different concentrations, repeating each treatment for 3 times, culturing at 25 deg.C for 5 days, and measuring the radius R corresponding to the colony growth of the treated group with vernier caliper1And a reference radius R0And calculating an inhibition rate:
inhibition ratio (%) { 1- (R)0-R1)/R0}100%。
Disease resistance results for "6-PP": through a paper sheet method, the '6-PP' is found to have obvious bacteriostatic effect on the sclerotinia delphinii (figure 1), a control group is a clean sterile filter paper sheet, the sclerotinia delphinii grows over the whole flat plate, the paper sheet is covered,while the group treated with the sterile filter paper containing the "6-PP" was significantly inhibited from Sclerotinia delphinii. Further investigation revealed that the "6-PP" concentration was 50, 100, 200. mu.g/mL, the more strongly the "6-PP" concentration inhibited Sclerotinia delphinii (FIG. 2)-1The inhibition rates of the strains on the Sclerotinia delphinii are respectively 60.3%, 67.5% and 83.0% (FIG. 3), and when the concentration of the "6-PP" reaches 300. mu.g/mL-1When the growth of the sclerotium delphinii mycelia is completely inhibited.
The foregoing is only a preferred embodiment of the present invention, and it should be noted that, for those skilled in the art, various modifications and decorations can be made without departing from the principle of the present invention, and these modifications and decorations should also be regarded as the protection scope of the present invention.

Claims (7)

  1. The application of the 6-pentyl-2H-pyran-2-one compound in preparing the agent for resisting the pathogenic bacteria of the dendrobium candidum southern blight is disclosed, wherein the structural formula of the 6-pentyl-2H-pyran-2-one compound is shown as the following formula:
    Figure 226803DEST_PATH_IMAGE001
  2. 2. the use as claimed in claim 1, wherein the pathogenic bacterium of southern blight of Dendrobium officinale is Sclerotinia deltoideaS. delphinii
  3. 3. The use of claim 1, wherein the anti-southern blight pathogenic agent of Dendrobium officinale further comprises an agriculturally and pharmaceutically acceptable adjuvant.
  4. 4. The use of claim 1, wherein the anti-southern blight pathogenic agent of Dendrobium officinale comprises other anti-southern blight drugs.
  5. 5. The use according to claim 1, 2, 3 or 4, wherein the anti-southern blight pathogenic agent of Dendrobium officinale is in the form of wettable powder, water dispersible granules, a suspending agent or emulsifiable concentrate.
  6. 6. The use according to claim 1, 2, 3 or 4, wherein the 6-pentyl-2H-pyran-2-one is present in an amount of 1 to 99% by weight of the agent against southern blight of Dendrobium officinale.
  7. 7. The use of claim 6, wherein the 6-pentyl-2H-pyran-2-one is present in an amount of 10 to 90% by weight of the agent against southern blight of Dendrobium officinale.
CN202010896607.8A 2020-08-31 2020-08-31 Application of 6-pentyl-2H-pyran-2-one in preparation of anti-Sclerotinia delphinii pathogenic bacteria agent Pending CN111903688A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN202010896607.8A CN111903688A (en) 2020-08-31 2020-08-31 Application of 6-pentyl-2H-pyran-2-one in preparation of anti-Sclerotinia delphinii pathogenic bacteria agent

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN202010896607.8A CN111903688A (en) 2020-08-31 2020-08-31 Application of 6-pentyl-2H-pyran-2-one in preparation of anti-Sclerotinia delphinii pathogenic bacteria agent

Publications (1)

Publication Number Publication Date
CN111903688A true CN111903688A (en) 2020-11-10

Family

ID=73266368

Family Applications (1)

Application Number Title Priority Date Filing Date
CN202010896607.8A Pending CN111903688A (en) 2020-08-31 2020-08-31 Application of 6-pentyl-2H-pyran-2-one in preparation of anti-Sclerotinia delphinii pathogenic bacteria agent

Country Status (1)

Country Link
CN (1) CN111903688A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN114258924A (en) * 2021-12-30 2022-04-01 新疆农业科学院微生物应用研究所(中国新疆—亚美尼亚生物工程研究开发中心) Application of trichoderma hedgehog in preparation of medicine for preventing and treating pear black spot

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6060507A (en) * 1994-02-07 2000-05-09 Horticulture And Food Research Institute Of New Zealand Limited Use of massoialactone for inhibition of fungal growth
CN1785989A (en) * 2005-10-31 2006-06-14 山东省科学院中日友好生物技术研究中心 Pyronone antibiotic its preparation method and application
CN104988079A (en) * 2015-08-11 2015-10-21 江苏农林职业技术学院 Trichoderma harzianum JSNL1404 and application thereof
CN110037028A (en) * 2019-03-19 2019-07-23 中国科学院华南植物园 6- amyl -2H- pyran-2-one compound is preparing the application in resisting banana vascular wilt and rice green smut cause of disease microbial inoculum

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6060507A (en) * 1994-02-07 2000-05-09 Horticulture And Food Research Institute Of New Zealand Limited Use of massoialactone for inhibition of fungal growth
CN1785989A (en) * 2005-10-31 2006-06-14 山东省科学院中日友好生物技术研究中心 Pyronone antibiotic its preparation method and application
CN104988079A (en) * 2015-08-11 2015-10-21 江苏农林职业技术学院 Trichoderma harzianum JSNL1404 and application thereof
CN110037028A (en) * 2019-03-19 2019-07-23 中国科学院华南植物园 6- amyl -2H- pyran-2-one compound is preparing the application in resisting banana vascular wilt and rice green smut cause of disease microbial inoculum

Non-Patent Citations (8)

* Cited by examiner, † Cited by third party
Title
AHLUWALIA, VIVEK等: "Comparative evaluation of two Trichoderma harzianum strains for major secondary metabolite production and antifungal activity", 《NATURAL PRODUCT RESEARCH》 *
DODD, S. L等: "Control of Athelia rolfsii disease on lentil seedlings using 6-pentyl-α-pyrone", 《SOIL BIOLOGY & BIOCHEMISTRY》 *
KOTASTHANE, ANIL等: "In-vitro antagonism of Trichoderma spp. against Sclerotium rolfsii and Rhizoctonia solani and their response towards growth of cucumber, bottle gourd and bitter gourd", 《EUROPEAN JOURNAL OF PLANT PATHOLOGY》 *
TARUN KUMAR CHATTAPADHYAY等: "Antifungal Activity of 4-Methyl-6-alkyl-2H-pyran-2-ones", 《J. AGRIC. FOOD CHEM.》 *
孔学等: "6-甲基-2-吡喃酮衍生物的合成与生物活性", 《江苏农业科学》 *
席刚俊等: "中国铁皮石斛白绢病的研究", 《西部林业科学》 *
李海明等: "铁皮石斛白绢病菌的分离鉴定与抑菌药剂筛选", 《福建农业学报》 *
陈凯等: "0.2%a-吡喃酮WP对植物病原真菌的防治效果", 《农药》 *

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN114258924A (en) * 2021-12-30 2022-04-01 新疆农业科学院微生物应用研究所(中国新疆—亚美尼亚生物工程研究开发中心) Application of trichoderma hedgehog in preparation of medicine for preventing and treating pear black spot

Similar Documents

Publication Publication Date Title
CN107736379B (en) Application of bacillus amyloliquefaciens in preventing and treating plant fungal diseases
CN104531574B (en) A kind of bacillus amyloliquefaciens gfj 4 and combinations thereof
CN110713951B (en) Pantoea agglomerans strain and application thereof
Ahmed et al. Applications of nickel nanoparticles for control of Fusarium wilt on lettuce and tomato
WO2014089951A1 (en) Trichoderma asperellum strain gy20 and paste preparation for preventing and treating fusarium oxysporum schl. f. sp. fragariae
CN111903688A (en) Application of 6-pentyl-2H-pyran-2-one in preparation of anti-Sclerotinia delphinii pathogenic bacteria agent
CN105132339B (en) One plant of broad-spectrum antifungal bacillus and its application in preventing wheat scab
CN113151044B (en) Pseudomonas for preventing and treating diseases of radix pseudostellariae and separation, screening and identification method and application
CN112438260B (en) Application of honokiol in preparation of natural environment-friendly pesticide
CN107629985B (en) Plant endophytic bacterium with antagonistic effect on plant pathogenic fungi
CN113832060A (en) Continuous cropping resistant microbial agent and application thereof in agricultural production
CN107287246B (en) Marine fungus extract, preparation method and application
KR20080045346A (en) Bacillus subtilis m27 and biological control of sclerotinia rot by using the same
CN112574906A (en) Bacterial strain for preventing and treating common continuous cropping diseases of greenhouse tomatoes and compound microbial agent thereof
CN113180050B (en) Application of piperine as agricultural bactericide
CN113170788B (en) Application of honokiol as agricultural bactericide
CN112715541A (en) Application of xanthohumol and isoxanthohumol in hops in prevention and treatment of agricultural diseases
Srivastava et al. Integrated effect of bioagents along with FYM on pokkah boeng disease of sugarcane
CN113875779B (en) Bactericide composition and preparation method thereof
CN113180042A (en) Application of paeonol as agricultural bactericide
CN113207878A (en) Application of magnolol as agricultural bactericide
CN114946885A (en) Microbial pesticide for resisting leaf spot disease of polygonatum odoratum
CN114304161A (en) Application of triclabendazole in preventing and treating agricultural pathogenic bacteria
CN113197214B (en) Application of tetrandrine as agricultural bactericide
Sharma et al. Efficacy of bioagents and fungicides against banded leaf and sheath blight of maize caused by Rhizoctonia solani f. sp. sasakii Kuhn

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
WD01 Invention patent application deemed withdrawn after publication
WD01 Invention patent application deemed withdrawn after publication

Application publication date: 20201110