CN100475035C - Bactericidal use of asarone for preventing and treating plant diseases caused by plant pathogenic bacteria - Google Patents
Bactericidal use of asarone for preventing and treating plant diseases caused by plant pathogenic bacteria Download PDFInfo
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- CN100475035C CN100475035C CNB200710017493XA CN200710017493A CN100475035C CN 100475035 C CN100475035 C CN 100475035C CN B200710017493X A CNB200710017493X A CN B200710017493XA CN 200710017493 A CN200710017493 A CN 200710017493A CN 100475035 C CN100475035 C CN 100475035C
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- RKFAZBXYICVSKP-AATRIKPKSA-N alpha-asarone Chemical compound COC1=CC(OC)=C(\C=C\C)C=C1OC RKFAZBXYICVSKP-AATRIKPKSA-N 0.000 title claims abstract description 82
- 230000000844 anti-bacterial effect Effects 0.000 title claims abstract description 13
- 201000010099 disease Diseases 0.000 title claims abstract description 13
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 title claims abstract description 13
- 244000000005 bacterial plant pathogen Species 0.000 title 1
- 239000004094 surface-active agent Substances 0.000 claims abstract description 15
- 239000002904 solvent Substances 0.000 claims abstract description 14
- 239000000945 filler Substances 0.000 claims abstract description 13
- 239000004530 micro-emulsion Substances 0.000 claims abstract description 13
- 239000003899 bactericide agent Substances 0.000 claims abstract description 12
- 239000000126 substance Substances 0.000 claims abstract description 9
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 15
- 239000000203 mixture Substances 0.000 claims description 15
- 239000000843 powder Substances 0.000 claims description 15
- 230000001717 pathogenic effect Effects 0.000 claims description 14
- 241000196324 Embryophyta Species 0.000 claims description 13
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 12
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 12
- 238000009736 wetting Methods 0.000 claims description 12
- 239000002994 raw material Substances 0.000 claims description 11
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 8
- 241000209140 Triticum Species 0.000 claims description 8
- 235000021307 Triticum Nutrition 0.000 claims description 8
- 241000123650 Botrytis cinerea Species 0.000 claims description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 6
- 241000221785 Erysiphales Species 0.000 claims description 5
- 239000006229 carbon black Substances 0.000 claims description 5
- 229910000278 bentonite Inorganic materials 0.000 claims description 4
- 239000000440 bentonite Substances 0.000 claims description 4
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 claims description 4
- 230000000813 microbial effect Effects 0.000 claims description 4
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims description 3
- 241001480061 Blumeria graminis Species 0.000 claims 1
- 241001465180 Botrytis Species 0.000 claims 1
- 230000002401 inhibitory effect Effects 0.000 abstract description 14
- 239000004495 emulsifiable concentrate Substances 0.000 abstract description 7
- 239000000575 pesticide Substances 0.000 abstract description 4
- 244000000004 fungal plant pathogen Species 0.000 abstract description 2
- 231100000053 low toxicity Toxicity 0.000 abstract description 2
- 238000005507 spraying Methods 0.000 abstract description 2
- 230000002265 prevention Effects 0.000 abstract 1
- 239000004563 wettable powder Substances 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 description 28
- 244000052769 pathogen Species 0.000 description 15
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 11
- 241000894006 Bacteria Species 0.000 description 9
- 235000007688 Lycopersicon esculentum Nutrition 0.000 description 9
- 240000003768 Solanum lycopersicum Species 0.000 description 9
- 240000008067 Cucumis sativus Species 0.000 description 8
- 235000010799 Cucumis sativus var sativus Nutrition 0.000 description 8
- 241000233616 Phytophthora capsici Species 0.000 description 7
- 241000813090 Rhizoctonia solani Species 0.000 description 7
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 6
- 239000003814 drug Substances 0.000 description 6
- 238000012360 testing method Methods 0.000 description 6
- 241001157812 Alternaria brassicicola Species 0.000 description 5
- 241001290235 Ceratobasidium cereale Species 0.000 description 5
- 241001149475 Gaeumannomyces graminis Species 0.000 description 5
- FYRHTIWFKXZWAD-UHFFFAOYSA-N Sarisan Chemical compound C1=C(CC=C)C(OC)=CC2=C1OCO2 FYRHTIWFKXZWAD-UHFFFAOYSA-N 0.000 description 5
- 239000003905 agrochemical Substances 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 238000009472 formulation Methods 0.000 description 5
- 230000000855 fungicidal effect Effects 0.000 description 5
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
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- 238000011160 research Methods 0.000 description 4
- 230000004763 spore germination Effects 0.000 description 4
- 238000003860 storage Methods 0.000 description 4
- 230000001018 virulence Effects 0.000 description 4
- 241000193738 Bacillus anthracis Species 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 241000221696 Sclerotinia sclerotiorum Species 0.000 description 3
- 241000606265 Valeriana jatamansi Species 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 230000001580 bacterial effect Effects 0.000 description 3
- 239000012141 concentrate Substances 0.000 description 3
- 238000005259 measurement Methods 0.000 description 3
- 230000001681 protective effect Effects 0.000 description 3
- 230000001225 therapeutic effect Effects 0.000 description 3
- 231100000820 toxicity test Toxicity 0.000 description 3
- DUIOKRXOKLLURE-UHFFFAOYSA-N 2-octylphenol Chemical compound CCCCCCCCC1=CC=CC=C1O DUIOKRXOKLLURE-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- 241000208173 Apiaceae Species 0.000 description 2
- 241000758795 Aristolochiaceae Species 0.000 description 2
- 235000017965 Asarum canadense Nutrition 0.000 description 2
- 241000233652 Chytridiomycota Species 0.000 description 2
- 241000222290 Cladosporium Species 0.000 description 2
- 241001529387 Colletotrichum gloeosporioides Species 0.000 description 2
- 235000000385 Costus speciosus Nutrition 0.000 description 2
- 229920000742 Cotton Polymers 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 241000223218 Fusarium Species 0.000 description 2
- 241000218195 Lauraceae Species 0.000 description 2
- 241000244355 Ligusticum Species 0.000 description 2
- 241000244359 Ligusticum jeholense Species 0.000 description 2
- 244000070406 Malus silvestris Species 0.000 description 2
- 241000758706 Piperaceae Species 0.000 description 2
- 241000332749 Setosphaeria turcica Species 0.000 description 2
- 235000014687 Zingiber zerumbet Nutrition 0.000 description 2
- ABUGVBRDFWGJRD-CHOYNLESSA-N [9-[(2r,3r,4s,5r)-3,4-dihydroxy-5-methyloxolan-2-yl]-2-(2,4-dinitrophenyl)sulfanylpurin-6-yl] [hydroxy(phosphonooxy)phosphoryl] hydrogen phosphate Chemical compound O[C@@H]1[C@H](O)[C@@H](C)O[C@H]1N1C2=NC(SC=3C(=CC(=CC=3)[N+]([O-])=O)[N+]([O-])=O)=NC(OP(O)(=O)OP(O)(=O)OP(O)(O)=O)=C2N=C1 ABUGVBRDFWGJRD-CHOYNLESSA-N 0.000 description 2
- OOCMUZJPDXYRFD-UHFFFAOYSA-L calcium;2-dodecylbenzenesulfonate Chemical compound [Ca+2].CCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O.CCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O OOCMUZJPDXYRFD-UHFFFAOYSA-L 0.000 description 2
- 239000008367 deionised water Substances 0.000 description 2
- 229910021641 deionized water Inorganic materials 0.000 description 2
- 244000053095 fungal pathogen Species 0.000 description 2
- 239000000417 fungicide Substances 0.000 description 2
- 230000005764 inhibitory process Effects 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000000419 plant extract Substances 0.000 description 2
- -1 polyoxy ethyl ether Polymers 0.000 description 2
- 230000003449 preventive effect Effects 0.000 description 2
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- 238000003756 stirring Methods 0.000 description 2
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- 238000005303 weighing Methods 0.000 description 2
- WURBVZBTWMNKQT-UHFFFAOYSA-N 1-(4-chlorophenoxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)butan-2-one Chemical compound C1=NC=NN1C(C(=O)C(C)(C)C)OC1=CC=C(Cl)C=C1 WURBVZBTWMNKQT-UHFFFAOYSA-N 0.000 description 1
- VAJVDSVGBWFCLW-UHFFFAOYSA-N 3-Phenyl-1-propanol Chemical compound OCCCC1=CC=CC=C1 VAJVDSVGBWFCLW-UHFFFAOYSA-N 0.000 description 1
- UHPMCKVQTMMPCG-UHFFFAOYSA-N 5,8-dihydroxy-2-methoxy-6-methyl-7-(2-oxopropyl)naphthalene-1,4-dione Chemical compound CC1=C(CC(C)=O)C(O)=C2C(=O)C(OC)=CC(=O)C2=C1O UHPMCKVQTMMPCG-UHFFFAOYSA-N 0.000 description 1
- 241000266327 Alternaria alternariae Species 0.000 description 1
- 241000223602 Alternaria alternata Species 0.000 description 1
- 241000213004 Alternaria solani Species 0.000 description 1
- 241001555841 Asarum crispulatum Species 0.000 description 1
- 241001555840 Asarum delavayi Species 0.000 description 1
- 241000063772 Beilschmiedia miersii Species 0.000 description 1
- 241000190150 Bipolaris sorokiniana Species 0.000 description 1
- 241000555706 Botryosphaeria dothidea Species 0.000 description 1
- 235000010149 Brassica rapa subsp chinensis Nutrition 0.000 description 1
- 235000000536 Brassica rapa subsp pekinensis Nutrition 0.000 description 1
- 241000499436 Brassica rapa subsp. pekinensis Species 0.000 description 1
- 241000222235 Colletotrichum orbiculare Species 0.000 description 1
- 241000223195 Fusarium graminearum Species 0.000 description 1
- 241000223224 Fusarium oxysporum f. cucumerinum Species 0.000 description 1
- 241000720991 Illicium Species 0.000 description 1
- 241000561690 Illicium difengpi Species 0.000 description 1
- 241000407047 Ligusticum pteridophyllum Species 0.000 description 1
- 241000244365 Ligusticum sinense Species 0.000 description 1
- 240000006240 Linum usitatissimum Species 0.000 description 1
- 235000004431 Linum usitatissimum Nutrition 0.000 description 1
- 241001330975 Magnaporthe oryzae Species 0.000 description 1
- 244000081841 Malus domestica Species 0.000 description 1
- 241001459558 Monographella nivalis Species 0.000 description 1
- 244000061176 Nicotiana tabacum Species 0.000 description 1
- 235000002637 Nicotiana tabacum Nutrition 0.000 description 1
- 241000222291 Passalora fulva Species 0.000 description 1
- DYUQAZSOFZSPHD-UHFFFAOYSA-N Phenylpropyl alcohol Natural products CCC(O)C1=CC=CC=C1 DYUQAZSOFZSPHD-UHFFFAOYSA-N 0.000 description 1
- 240000001724 Piper sarmentosum Species 0.000 description 1
- 241000758724 Schisandraceae Species 0.000 description 1
- 241001123668 Verticillium dahliae Species 0.000 description 1
- 241000218315 Winteraceae Species 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 238000012271 agricultural production Methods 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- YDEXUEFDPVHGHE-GGMCWBHBSA-L disodium;(2r)-3-(2-hydroxy-3-methoxyphenyl)-2-[2-methoxy-4-(3-sulfonatopropyl)phenoxy]propane-1-sulfonate Chemical compound [Na+].[Na+].COC1=CC=CC(C[C@H](CS([O-])(=O)=O)OC=2C(=CC(CCCS([O-])(=O)=O)=CC=2)OC)=C1O YDEXUEFDPVHGHE-GGMCWBHBSA-L 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical class CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 1
- 230000000857 drug effect Effects 0.000 description 1
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- 244000037666 field crops Species 0.000 description 1
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- 230000001408 fungistatic effect Effects 0.000 description 1
- 210000000003 hoof Anatomy 0.000 description 1
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- 230000000361 pesticidal effect Effects 0.000 description 1
- 229930015704 phenylpropanoid Natural products 0.000 description 1
- 150000002995 phenylpropanoid derivatives Chemical class 0.000 description 1
- 230000008635 plant growth Effects 0.000 description 1
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- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
The invention discloses application of asarone in preparing a bactericide for preventing and treating plant diseases caused by phytopathogens. The pesticide bactericide for spraying is prepared from asarone, solvent, filler and surfactant, and is in the form of emulsifiable concentrate, microemulsion or wettable powder. And proves that the asarone has good inhibitory activity on plant pathogenic fungi. The asarone is used as a bactericide, has high efficiency and low toxicity, and is suitable for the requirements of chemical prevention and control of plant diseases.
Description
Technical field
The present invention relates to the tool Fungicidal active compound, particularly asarone and as bactericide in the application aspect the controlling plant diseases.
Background technology
Phytopathogen has very big harm to the growth of plant, and all cause tremendous loss to agricultural production every year.The control of plant disease is mainly based on chemical control, because long-term a large amount of use of chemical bactericide causes the pesticide resistance of pathogen to increase year by year, the residue of pesticide in the agricultural product rise, and food security has been caused great threat.Press for efficient, economic, safe bactericide new varieties and be used for the control of plant disease.
Asarone, English name: asaricin, different name: sarisan.Chemical name: 1-pi-allyl-2-methoxyl group-4,5-methylenedioxybenzenes.CAS number: 18607-93-7; Molecular formula: C
11H
12O
3, molecular weight 192.21, molecular structural formula is:
Asarone belongs to plain class (phenylpropanoid) compound of phenylpropyl alcohol, yellowish green oily liquids.More about the medicinal activity of asarone research report, and to it aspect the agricultural chemicals, particularly as the application study of Fungicidal active substance report not also at present.
Asarone is a kind of plant resource active component, and the floristics that contains asarone is more.Except that Jehol Ligusticum Rhizome (Ligusticum sinense O.), fern leaf Jehol Ligusticum Rhizome (Ligusticumpteridophyllum Franch.) root of Umbelliferae (Umbelliferae), Piperaceae (Piperaceae) De Jia Betel (Piper sarmentosumRoxb.) leaf, (Beilschmiedia miersii) leaf of Lauraceae (Lauraceae), the crape flower root of Chinese wild ginger (Asarum crispulatum C.F.Liang) of anisetree bark of Winteraceae (Illiciaceae) (Illicium difengpi K.I.B.et K.I.M.) and Aristolochiaceae (Aristolochiaceae), the cow hoof root of Chinese wild ginger (Asarum delavayiFranch.), in the different long handle root of Chinese wild ginger plants such as (Asiasarum heterotropoides) distribution is arranged all.
Through retrieving on CNKI, at present domestic still haveing nothing to do in asarone to the inhibiting report of agriculture pathogen,, domestic research to this compound mainly concentrates on Chinese medicine and the pharmacology.And abroad asarone was once had fragmentary report to the inhibition activity of phytopathogen, but do not carry out the data of system research.
Summary of the invention
The objective of the invention is to, provide asarone to be used to prepare the application of control by the bactericide of the microbial plant disease of pathogenic.
The applicant is mixed with the agriculture chemicals fungicide that spraying is used with asarone and solvent, filler and surfactant, and its formulation is missible oil, microemulsion or wetting powder.
The raw material and the percentage by weight thereof of missible oil, microemulsion and wetting powder are respectively:
Wetting powder: asarone 20%～60%, filler or solvent 0～74%, surfactant 1%～25%, the summation of raw material is 100%;
Missible oil: asarone 5%～50%, solvent 40～95%, surfactant 5%～35%, the summation of raw material is 100%;
Microemulsion: asarone 10%～50%, solvent 40～84%, surfactant 1%～20%, the summation of raw material is 100%.
Above-mentioned filler is one or more mixtures in white carbon black, bentonite, diatomite or the filler well known in the art;
Above-mentioned solvent is one or more mixtures in methyl alcohol, ethanol, positive isopropyl alcohol, ethyl acetate, aromatic hydrocarbon or the solvent well known in the art;
Above-mentioned surfactant is one or more a mixture of this area various surfactants commonly used.
Through applicant's further research, preparation form and field control effectiveness test with the agriculture chemicals fungicide of asarone preparation have proved that asarone has good inhibition activity to plant pathogenic fungi.Asarone is as bactericide, and its efficient, low toxicity are suitable for the requirement of plant disease chemical control.
Embodiment
Below the present invention is described in further detail.
The applicant separates having obtained asarone in the fitochemical studies to Ligusticum jeholense (Ligusticum jeholense Nakaiet Kitag).
One, the acquisition of asarone:
Extracting the method that obtains asarone from the plant that contains asarone is specially:
The plant sample drying that will contain asarone is pulverized; At room temperature divide 3 extractions with acetone, for the first time extraction time is 48 hours, for the second time, extraction time is 12h for the third time, merges No. 3 times extract, and concentrated plant extract; With benzinum (30～60 ℃ of boiling ranges) the gained plant extract is extracted; Inspissated oil ether extraction phase obtains concentrate; Concentrate benzinum: chloroform=7: 2 wash-outs; Gains behind the wash-out are used benzinum again: chloroform=1: 1 wash-out obtains asarone at last.
Two, the preparation of asarone bactericide
Asarone and solvent, filler and surfactant are mixed with pesticidal preparations such as missible oil, microemulsion and wetting powder, are used for control by the microbial plant disease of pathogenic.The percentage by weight of each raw material is in the above-mentioned various formulation:
| Formulation | Asarone % | Filler or solvent % | Surfactant % |
| Wetting powder | 20～60 | 0～74 | 1～25 |
| Missible oil | 5～50 | 40～95 | 5～15 |
| Microemulsion | 10～50 | 40～84 | 1～20 |
Used filler is one or more mixtures in the material known altogether of white carbon black, bentonite, diatomite or this area staff in the asarone preparation preparation; Used solvent is one or more mixtures in the material known altogether of methyl alcohol, ethanol, positive isopropyl alcohol, ethyl acetate, aromatic hydrocarbon or this area staff; Used surfactant is one or more a mixture of this area various surfactants commonly used.
EXPERIMENTAL EXAMPLE
One, asarone is to the fungistatic effect of 20 plant species pathogen mycelial growths
Asarone is given birth to survey to the stripped bacteriostasis of 20 plant species pathogens and be the results are shown in Table 1.
Table 1 asarone is to the inhibitory action measurement result (72h) of 20 kinds of pathogen mycelial growths
| For the examination bacterial classification | Inhibiting rate (%) |
| Deuteromycotina | |
| Cotton-wilt fusarium Fusarium oxysporium f.sp.vasinfectum | 89.5 |
| Verticillium dahliae Verticillium dahliae | 97.4 |
| Cucumber fusarium axysporum Fusarium oxysporum f.sp.cucumerinum | 43.2 |
| Botrytis cinerea Botrytis cirerea | 100.0 |
| Rhizoctonia cerealis Rhizoctonia cerealis | 100.0 |
| Tomato early blight bacterium Alternaria solani | 77.8 |
| Black spot of cabbage bacterium Alternaria oleracea | 100.0 |
| Chinese cabbage alternaria Alternaria brassicae | 31.0 |
| Tobacco brown spot pathogen Alternaria alternate | 0.0 |
| Root rotof flax bacterium Bipolaris sorokiniana | 0.0 |
| Rice blast fungus Pyricularia oryzae | 0.0 |
| Ascomycotina | |
| Fusarium graminearum Fusarium graminearum | 99.4 |
| Apple anthrax bacteria Glomerella cingulata | 61.1 |
| Sclerotinia sclerotiorum Sclerotinia sclerotiorum | 0.0 |
| Gaeumannomyces graminis Geaumannomyces graminis | 100.0 |
| Dry rot of apple bacterium Botryosphaeria berengeriana de Not | 60.0 |
| Cucumber sclerotiorum Sclerotinia sclerotiorum | 100.0 |
| Wheat snow mold bacterium Gerlachia nivalis Gams and Mull | 35.3 |
| Basidiomycotina | |
| Rhizoctonia solani Kuhn Thanatephorus cucumeris | 100.0 |
| Mastigomycotina | |
| Phytophthora capsici germ Phytophthora capsici | 100.0 |
Annotate: three repetitions are established in each processing in the test, and data are the mean value of three repetitions in the table, down together; The confession examination concentration of asarone is 100mg/L.
As can be known from Table 1, asarone all has certain inhibitory action to 16 kinds of pathogens in 20 kinds of pathogens of Deuteromycotina, Ascomycotina, Basidiomycotina, Mastigomycotina when 100mg/L.Wherein withered to cotton, cotton is yellow to wither, tomato early the inhibiting rates of 12 kinds of pathogens such as epidemic disease all more than 60%; To Phytophthora capsici germ, cucumber sclerotiorum, rhizoctonia cerealis, botrytis cinerea, Rhizoctonia solani Kuhn, gaeumannomyces graminis, the former bacterium inhibiting rate of black spot of cabbage up to 100%.
Two, asarone is to 7 kinds of pathogen mycelial growth inhibitory action toxicity test results
System measurement asarone to Phytophthora capsici germ, cucumber sclerotiorum, rhizoctonia cerealis, botrytis cinerea, Rhizoctonia solani Kuhn, gaeumannomyces graminis, 7 kinds of inhibiting virulence of pathogen mycelia of black spot of cabbage bacterium, the results are shown in Table 2.
Table 2 asarone is to 7 kinds of pathogen mycelial growth inhibitory action toxicity test results (72h)
| For examination bacterial classification Pathogenic fungi | Virulence curve Regression equation of fungieidal activity | Correlation coefficient r Regression coefficient | EC 50(mg/L) | 95% confidence limit 95%CL |
| Phytophthora capsici germ P.capsici | Y＝2.8784+1.6095X | 0.9638 | 58.0917 | 45.841～73.617 |
| Cucumber sclerotiorum S.sclerotiorum | Y＝2.2846+1.8220X | 0.9980 | 30.9280 | 38.134～64.351 |
| Rhizoctonia cerealis R..cerealis | Y＝4.1136+0.9495X | 0.9839 | 37.7185 | 21.579～65.928 |
| Botrytis cinerea B.cirerea | Y＝-2.5463+2.6791X | 0.9826 | 70.6609 | 63.043～79.200 |
| Rhizoctonia solani Kuhn T.cucumeris | Y＝0.2200+1.9891X | 0.9317 | 34.6906 | 18.574～64.790 |
| Gaeumannomyces graminis G..graminis | Y＝2.1283+1.8407X | 0.9930 | 63.2608 | 43.750～91.473 |
| Black spot of cabbage bacterium A.oleracea | Y＝0.2491+2.8452X | 0.9954 | 40.2228 | 21.347～75.789 |
As shown in Table 2, asarone all has good inhibitory effect, the EC of 72h to cucumber sclerotiorum, Rhizoctonia solani Kuhn, rhizoctonia cerealis, black spot of cabbage bacterium, Phytophthora capsici germ, gaeumannomyces graminis, 7 kinds of pathogens of tomato gray mould
50Be respectively 30.9280mg/L, 34.6906mg/L, 37.7185mg/L, 40.2228mg/L, 58.0917mg/L, 63.2608mg/L, 70.6609mg/L.
Three, asarone is to the measurement result of 4 kinds of pathogen spore germination inhibitory action virulence
Measured the influence (table 3) of asarone to 4 kinds of pathogen spore germinations.
Table 3 asarone is to the inhibitory action toxicity test result (12h) of 4 kinds of pathogen spore germinations
| For examination bacterial classification Pathogenic fungi | Virulence curve Regression equation of fungicidal activity | Correlation coefficient r Regression coefficient | EC 50(mg/L) | 95% confidence limit 95%CL |
| Apple anthrax bacteria G.cingulate | Y＝1.1782+2.3397X | 0.9805 | 43.0003 | 38.041～48.606 |
| Exserohilum turcicum E.turcicum | Y＝1.2904+1.9827X | 0.9920 | 74.2928 | 64.346～85.777 |
| Cladosporium leaf and fruit mould of tomato bacterium F.fulva | Y＝2.5330+1.5485X | 0.9897 | 39.1881 | 32.646～47.041 |
| Cucumber anthracnose C.lagenarium | Y＝1.5025+1.8062X | 0.9925 | 86.3728 | 74.340～100.353 |
Asarone all has good inhibitory effect to the spore germination of cladosporium leaf and fruit mould of tomato bacterium, apple anthrax bacteria, Exserohilum turcicum, cucumber anthracnose, its EC
50Be respectively 39.1881mg/L, 43.0003mg/L, 74.2928mg/L, 86.3728mg/L.
Four, the preparation of asarone bactericide
Need to prove that the embodiment that below provides only is preferable example, the invention is not restricted to these embodiment, all can access satisfactory bactericide within the scope of the invention.
The preparation of embodiment 1:25% asarone wetting powder.In cone-type mixer, add the white carbon black 40kg of filler, the bentonite 25kg that are crushed to about 200 orders, the 25kg asarone is sprayed in the blender by high pressure nozzle, mix; Add again and draw back powder 7.5kg, saponin 2.5kg, fully mixed, can make 25% asarone wetting powder 100kg.The water dispersible of preparation, dilution stability, cold and hot storage stability meet the commercially available agricultural chemical preparation and must ask.
The preparation of embodiment 2:55% asarone wetting powder.White carbon black 30kg adds in the cone-type mixer with filler, by high pressure nozzle the 55kg asarone is sprayed in the blender, fully mixes; Add sodium lignin sulfonate 10kg again, ethoxylated dodecyl alcohol 5kg fully mixes, and can make 55% asarone wetting powder.The water dispersible of preparation, dilution stability, cold and hot storage stability meet the commercially available agricultural chemical preparation and must ask.
The preparation of embodiment 3:5% asarone missible oil.With the 5kg asarone, be dissolved in 80kg methyl alcohol and styrene acid APEO 15kg, join in the 200L reactor, under 40～50 ℃ of temperature, stirred 0.5 hour, promptly make 100kg 5% asarone emulsifiable concentrate.The water dispersible of emulsifiable concentrate, dilution stability, cold and hot storage stability meet the commercially available agricultural chemical preparation and must ask.
The preparation of embodiment 4:50% asarone emulsifiable concentrate.In the 200L reactor, with the 50kg asarone, be dissolved in the 35kg ethyl acetate, add styrene acid APEO 5kg again, octyl phenol polyoxy ethyl ether 10kg stirred 0.5 hour under 40～50 ℃ of temperature, promptly made 100kg50% asarone emulsifiable concentrate.The water dispersible of emulsifiable concentrate, dilution stability, cold and hot storage stability meet the commercially available agricultural chemical preparation and must ask.
The preparation of embodiment 5:10% asarone microemulsion.Take by weighing the former medicine 10kg of asarone, be dissolved in the 15kg isopropyl alcohol, add the 10kg calcium dodecyl benzene sulfonate again, 10kg octyl phenol polyoxy ethyl ether, mixed under high-speed stirred, be heated to about 40 ℃; Drip deionized water 55kg under the high-speed stirred, the rate of addition of control water remains on about 40 ℃ temperature; Water droplet adds and finishes, and is warming up to 50 ℃, stirs 1 hour, makes 10% asarone microemulsion 100kg.Stability of formulation, outward appearance etc. meet the requirement of commodity preparation.
The preparation of embodiment 6:20% asarone microemulsion.Take by weighing the former medicine 20kg of asarone, be dissolved in the 30kg ethyl acetate, add the 15kg calcium dodecyl benzene sulfonate again, 5kg styrene acid APEO, mixed under high-speed stirred, be heated to about 40 ℃; Drip deionized water 30kg under the high-speed stirred, the rate of addition of control water remains on about 40 ℃ temperature; Water droplet adds and finishes, and is warming up to 50 ℃, stirs 1 hour, makes 20% asarone microemulsion 100kg.Stability of formulation, outward appearance etc. meet the requirement of commodity preparation.
Five, field experiment EXPERIMENTAL EXAMPLE
With the reactive compound asarone that the present invention relates to, use compounding method of preparation of the present invention, be mixed with 15% microemulsion, 20% emulsifiable concentrate and 30% wetting powder, carried out the test of pesticide effectiveness of control graw mold of tomato in the land for growing field crops, clear water is contrast, and the control efficiency behind the variable concentrations medicine liquid spray sees Table 4～5.The efficacy survey method is taked parallel lines 2 row samplings, and the incidence of the above fruit of every row investigation 1.5cm is by the generation classification of following grade scale to the fruit gray mold.Calculate control efficiency according to disease index, the significance of difference between each is handled with the analysis of DMRT method.Under the pot experiment condition, carried out the test of control wheat powdery mildew with 50% asarone EC simultaneously.
In experiment,,, all can reach desirable effect by technical scheme preparation of the present invention for various preparations, filler or the solvent of asarone composition, the percentage by weight of surfactant.
1, asarone control wheat powdery mildew results from pot experiment test
Measuring protective effect and the therapeutic action (table 4) of asarone to wheat powdery mildew, the result shows: behind the 7d, asarone is more effective than therapeutic action to the protective effect of wheat white powder.In protective effect, along with the rising of concentration, control efficiency is also high more, and supplying under the examination concentration of 1000mg/L, its preventive effect can reach 68.64%, a little less than the drug effect of contrast medicament triadimefon in 100mg (a.i.)/L dosage processing.Asarone is not obvious to the therapeutic action of wheat white powder, and control efficiency is relatively poor.
Table 4 asarone is to the control efficiency (7d) of wheat powdery mildew
Annotate: adopt DMRT that result of the test is carried out statistical analysis, be meant on α=0.05 level with the different letters in ordered series of numbers mark back to be remarkable difference; Down together.
2, various asarone preparations are to the control efficiency of botrytis cinerea
Measured the control efficiency of the various preparations of asarone, the results are shown in Table 5 graw mold of tomato.
The various asarone preparations of table 5 are to the preventive effect of graw mold of tomato
As known from Table 5, the various preparation forms of asarone are to the better control efficiency of the equal tool of graw mold of tomato, and when being 1000mg/L for amount of reagent, the 14d control efficiency is higher than 80% behind the medicine.
Claims (7)
1. asarone is used to prepare the application of control by the bactericide of the microbial plant disease of pathogenic, and described phytopathogen is botrytis cinerea (Botrytis cirerea) or wheat powdery mildew (Erysiphe graminis).
2. application as claimed in claim 1 is characterized in that, the chemical name of described asarone is 1-pi-allyl-2-methoxyl group-4,5-methylenedioxybenzenes, molecular formula: C
11H
12O
3, molecular weight 192.21, its chemical structural formula is:
And asarone is mixed with missible oil, microemulsion or wetting powder.
3. application as claimed in claim 2 is characterized in that, the raw material of described missible oil and percentage by weight thereof are: asarone 5%～50%, and solvent 40～95%, surfactant 5%～15%, the summation of raw material is 100%.
4. application as claimed in claim 2 is characterized in that, the raw material of described microemulsion and percentage by weight thereof are: asarone 10%～50%, and solvent 40～84%, surfactant 1%～20%, the summation of raw material is 100%.
5. application as claimed in claim 2 is characterized in that, the raw material of described wetting powder and percentage by weight thereof are: asarone 20%～60%, and filler 0～74%, surfactant 1%～25%, the summation of raw material is 100%;
6. as claim 3 or 4 described application, it is characterized in that described solvent is one or more mixtures in methyl alcohol, ethanol, positive isopropyl alcohol, ethyl acetate, the aromatic hydrocarbon.
7. application as claimed in claim 5 is characterized in that, described filler is one or more mixtures in white carbon black, bentonite or the diatomite.
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| CN108142443B (en) * | 2017-12-13 | 2020-07-03 | 中央民族大学 | Asarum sieboldii extract and application thereof as plant antibacterial |
| CN109042745A (en) * | 2018-09-13 | 2018-12-21 | 湖州三零科技有限公司 | Green prevention and control bacterium solution for graw mold of tomato |
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| Isolation of the antifungal compounds falcarindiol and sarisanfrom Heteromorpha trifoliata. M. Villegas et al.Planta medica,Vol.54 No.1. 1988 |
| Isolation of the antifungal compounds falcarindiol and sarisanfrom Heteromorpha trifoliata. M. Villegas et al.Planta medica,Vol.54 No.1. 1988 * |
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