CN101248791B - Applications of using macrocyclic single-terminal Spp compound as plants bactericidal agent - Google Patents

Applications of using macrocyclic single-terminal Spp compound as plants bactericidal agent Download PDF

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CN101248791B
CN101248791B CN2008100273978A CN200810027397A CN101248791B CN 101248791 B CN101248791 B CN 101248791B CN 2008100273978 A CN2008100273978 A CN 2008100273978A CN 200810027397 A CN200810027397 A CN 200810027397A CN 101248791 B CN101248791 B CN 101248791B
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compound
macrocyclic
spp
terminal
mug
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CN101248791A (en
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谢练武
李翔
姜淑梅
欧阳永长
王广华
秦岭
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South China Sea Institute of Oceanology of CAS
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Abstract

The invention relates to the application of a trichothecene compound in general formula (1) used as plant fungicide, in particular to the plant fungicide used for preventing and curing plant sclerotinia rot and rice blast, wherein the minimum inhibition concentrations of compound A to sclerotinia sclerotiorum and pyricularia oryzae are 31.25 Mug/ml and 125 Mug/ml, the minimum inhibition concentrations of compound B to the sclerotinia sclerotiorum and the pyricularia oryzae are 31.25 Mug/ml and 250 Mug/ml, and the minimum inhibition concentrations remain the same magnitude as or even higher than those of the common fungicides, such as carbendazim, tricyclazole and fluconazole. Wettable powder can be prepared by mixing the compound with a stabilizer, a surface active agent and bentonite, andcan be directly used in field spraying, so that 67%-85% of the rapes infected with the sclerotinia sclerotiorum and 60%-78% of paddies infected with the pyricularia oryzae can recover to grow normally, and the best effects can be achieved by spraying during the rape blooming period and the paddy jointing period.

Description

Macrocyclic single-terminal Spp compound is as the application of bactericide
Technical field
The present invention relates to the new application of the mould ene compound of spore of following general formula (1) expression, relate to the application of macrocyclic single-terminal Spp compound specifically, especially be used as the bactericide of control plant stalk break and rice blast as bactericide.
Background technology
The A of following general formula (1) expression separates first in different terrestrial soil myrothecium verrucaria bacterial strains in 1966 with the mould ene compound of B spore and (sees document: 1.
Figure G2008100273978D00011
B, Tamm C.Die konstitution von roridin A.Verrucarinsand roridins, 11[J] .Helvetica Chimica Aata, 1966,49 (8): 2527-2546; 2.
Figure G2008100273978D00012
B, Tamm C.Die konstitution von roridin D.Verrucarins and roridins, 12[J] .HelveticaChimica Aata, 1966,49 (8): 2547-2554.).General formula (1) A is the roridin A of document 1; General formula (1) B is the roridin D of document 2.
Figure G2008100273978D00013
General formula (1)
A relative molecular mass wherein is 532, and R is:
Figure G2008100273978D00014
B relative molecular mass wherein is 530, and R is:
Figure G2008100273978D00015
The A and the B macrocyclic single-terminal Spp compound of above-mentioned general formula (1) expression only find that at present it has anti-human body opportunist Candida albicans (Candida albicans), trichophyton purpureatum (Trichophyton rubrum), the activity of anti-mouse malaria and mouse leukemia etc. is not seen as bactericide.
Sclerotium bacteria (Sclerotinia sclerotiorum) claim sclerotinite again, it is the stronger plant-pathogenic ascomycetous fungus of a kind of harmfulness, no host specificity, can infect 400 various plants that comprise cereal crops, fruit tree, vegetables etc., especially dicotyledon, can cause the underproduction and the quality of crops such as rape, soybean, sunflower, peanut, celery and cucumber to reduce in the world, society is brought enormous economic loss.Rice blast then is one of main disease of paddy rice of the extensive generation that caused by Pyricularia oryzae [Magnaporthe grisea (Hebert) Barr.].
Control at stalk break and rice blast mainly is to take to promote measures such as anti-(anti-) sick crop new varieties, cultural control, chemical control and biological control at present.But because the complexity of these pathogen microspecies heredity and pathogenic diversity, disease-resistant varieties is often just lost resistance after promoting the several years.Chemical control method to stalk break and rice blast mainly is to spray bactericide at the florescence, the bactericide that is applicable to stalk break mainly contains single agent and more than 20 kind of complex preparations such as carbendazim, vinclozolin, Sukeling, the bactericide that is applicable to rice blast mainly contains Fuji No. 1 (Isoprothiolane), tricyclazole, Shi Baoke, kasugarnycin, oligosaccharide aqua etc., but these bactericide mostly are chemical synthetic drug, and long-term use can cause residue of pesticide and environmental pollution.Above-mentioned general formula (1) A and B macrocyclic single-terminal Spp compound are by microorganisms, and application can overcome above-mentioned existing problems as bactericide to develop it.
Summary of the invention
The invention reside in the new application of developing macrocyclic single-terminal Spp compound,, especially be used as the bactericide of control plant stalk break and rice blast promptly as the application of bactericide.
We are by two times of serial dilution method tests, the A and the B macrocyclic single-terminal Spp compound that record general formula (1) expression have very strong anti-plant pathogen activity, especially antibiotic pyrenomycetes and Pyricularia oryzae activity can be made the wetting powder of sterilization with it, thereby realize purpose of the present invention.
Adopt two times of serial dilution methods: be radix with macrocyclic single-terminal Spp compound with 1000 μ g/mL respectively, reduce by half by 100%, 50%, 25%, 12.5%, 6.25%, 3.125%, 1.56% isoconcentration and dilute back adding LB medium.Inoculate sclerotium bacteria and Pyricularia oryzae respectively, observe bacterial growth behind 37 ℃ of cultivation 48h, determine that the least concentration of asepsis growth is minimum inhibitory concentration.The A macrocyclic single-terminal Spp compound that records general formula (1) expression is 31.25 μ g/mL and 125 μ g/mL to the minimum inhibitory concentration of sclerotium bacteria and Pyricularia oryzae, the B macrocyclic single-terminal Spp compound of general formula (1) expression is 31.25 μ g/mL and 250 μ g/mL to the minimum inhibitory concentration of sclerotium bacteria and Pyricularia oryzae, and carbendazim, tricyclazole, Fluconazole is respectively 62.5 μ g/mL to the minimum inhibitory concentration of sclerotium bacteria, 250 μ g/mL, 125 μ g/mL, minimum inhibitory concentration to Pyricularia oryzae is respectively 125 μ g/mL, 125 μ g/mL, 250 μ g/mL.The result shows that the A of general formula (1) expression and B macrocyclic single-terminal Spp compound remain on the same order of magnitude even higher to the minimum inhibitory concentration and the common fungicide of sclerotium bacteria and Pyricularia oryzae.
The A and the B macrocyclic single-terminal Spp compound of above-mentioned test explanation general formula (1) expression can be used as bactericide, especially are used as the bactericide of control plant stalk break and rice blast.
The A and the B macrocyclic single-terminal Spp compound of general formula (1) expression can be buied from market.The A macrocyclic single-terminal Spp compound (CAS No.14729-29-4) of general formula (1) expression is buied from U.S. Sigma-Aldrich company, CompanyAddress: Sigma-Aldrich Corporate Offices, Sigma-Aldrich, 3050 Spruce St., St.Louis, MO 63103; Tel:1-800-521-8956; Email: Ordercn@sial.comThe B macrocyclic single-terminal Spp compound (CAS No.14682-29-2) of general formula (1) expression is buied CompanyAddress from Canadian ChemIndustry.com Inco. company: ChemIndustry.com, and 730E.Cypress Ave., Monrovia, CA 91016; Tel:626-930-0808; Fax:626-930-0102; Email: Info@chemindustry.com
Because the A of general formula (1) expression is suitable with the bacteriostatic activity of two kinds of macrocyclic single-terminal Spp compounds of B, therefore can be used alone, but also also mix together.
By mass fraction 100%, A and/or B macrocyclic single-terminal Spp compound 10%~25% with general formula of the present invention (1) expression, stabilizing agent 10%~20%, surfactant 5%~10%, bentonite 45%~65% mixes, make wetting powder, the field that is directly used in infected plant sprays.The wetting powder usage amount is when 3.0~4.5g/ mu.After having sprayed wetting powder, the rape of infectious bacteria pyrenomycetes has 67%~85% to restore normal growth, and the paddy rice that infects Pyricularia oryzae has 60%~78% to restore normal growth, and at the florescence of rape, the shooting stage of paddy rice sprays, and effect is best.
Embodiment
Following examples are to further specify of the present invention, are not limitations of the present invention.
Embodiment 1:
A macrocyclic single-terminal Spp compound (Roridin A) 150g with general formula (1) expression, stabilizing agent 100g, surfactant 100g, bentonite 650g is mixed and made into wetting powder, control wetting powder usage amount is a 4.0g/ mu, after adding water (40kg/ mu) mixing, adopt the evenly disposable rape block (rape is not generally considered dispenser on producing after flowering stage) that sprays in different vegetative stages of sprayer, the result is as shown in table 1.
Table 1 macrocyclic single-terminal Spp compound is killed the effect of Sclerotinia sclerotiorum
Figure G2008100273978D00031
Embodiment 2:
A macrocyclic single-terminal Spp compound (Roridin A) 100g with general formula (1) expression, B macrocyclic single-terminal Spp compound (Roridin D) 100g of general formula (1) expression, stabilizing agent 100g, surfactant 100g, bentonite 600g is mixed and made into wetting powder, control wetting powder usage amount 4.0g/ mu, add water (40kg/ mu) mixing after, adopt the evenly disposable paddy rice block that sprays in different vegetative stages of sprayer, the result is as shown in table 2.
Table 2 macrocyclic single-terminal Spp compound is killed the effect of rice blast
Figure G2008100273978D00041

Claims (1)

1. the compound of following general formula (1) is used as the bactericide of control plant stalk break and rice blast:
Figure F2008100273978C00011
General formula (1)
A:R wherein is
Figure F2008100273978C00012
B:R wherein is
Figure F2008100273978C00013
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CN1370066A (en) * 1999-07-06 2002-09-18 En法玛有限公司 Methods and compsns. for regulating gut motility and food intake

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CN1370066A (en) * 1999-07-06 2002-09-18 En法玛有限公司 Methods and compsns. for regulating gut motility and food intake

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