CN102464643A - Flavonoid agricultural antibacterial compound - Google Patents
Flavonoid agricultural antibacterial compound Download PDFInfo
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- CN102464643A CN102464643A CN2010105416068A CN201010541606A CN102464643A CN 102464643 A CN102464643 A CN 102464643A CN 2010105416068 A CN2010105416068 A CN 2010105416068A CN 201010541606 A CN201010541606 A CN 201010541606A CN 102464643 A CN102464643 A CN 102464643A
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- compound
- flavonoid
- agricultural
- antibacterial compound
- bacteriostatic activity
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- HJFORXVEHXONPU-FRKPEAEDSA-N CC(C)=CCC/C(/C)=C/Cc1cc(C2=COc3cc(O)cc(O)c3C2=O)ccc1O Chemical compound CC(C)=CCC/C(/C)=C/Cc1cc(C2=COc3cc(O)cc(O)c3C2=O)ccc1O HJFORXVEHXONPU-FRKPEAEDSA-N 0.000 description 2
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Abstract
The invention provides a flavonoid with agricultural bacteriostatic activity and belongs to the technical field of pesticides. The compound has the following structural formula. The International Union of Pure and Applied Chemistry (IUPAC) chemical name of the compound is E-3-(3-(3,7-dimethyl-2,6-dialkylene)-4-hydroxyphenyl)-5,7-dihydroxyl-4H-benzopyran-4-ketone. The compound has high inhabitation effect on oomycetes selectively and can be processed into a pesticide preparation for preventing and controlling oomycete diseases.
Description
Technical field:
The present invention relates to technical field of pesticide, be specifically related to a kind of purposes that the bacteriostatic activity flavonoid compound is used for controlling plant diseases that has.
Background technology:
The oomycetes disease is one of cucumber, tomato and the most important disease of potatoes and other crops, generally causes underproduction 20%-30%, and the serious underproduction can reach more than 50%, even total crop failure.The current major technique means that are used to prevent and treat oomycetes disease (like cucumber downy mildew, early blight of tomato, the late blight of potato etc.) are still chemical prevention, and ICIA 5504, SN 39744, metaxanin, zinc manganese ethylenebisdithiocarbamate etc. are such sick main sterilant kinds of control.Because the oomycetes disease is a superinfection venereal disease evil, need repeatedly repeat dispenser, it is improper that pesticide application technology has slightly, promptly can cause the pesticide residue in the cutting to exceed standard, thereby threaten food safety and human health.
Summary of the invention:
Above-mentioned defective to prior art exists the object of the present invention is to provide a kind of flavonoid compound with agricultural bacteriostatic activity, and this compound can obtain by extraction separation in Moraceae ficus species ground fruit (Ficus tikoua Bur).Adopt spectroscopic techniques such as high resolution mass spectrum and nucleus magnetic resonance, confirmed the chemical structure of compound involved in the present invention, its IUPAC chemical name is: (3-(3 for E-3-; 7-dimethyl-octa-2; The 6-dialkylene)-and the 4-phenylor)-5,7-dihydroxyl-4H-chromene-4-ketone, its structural formula is as follows.
Compound involved in the present invention also is present in young (Myrsine africana) (Kang Lu, etal, the Chinese Journal of Chemistry of the young platymiscium iron of Myrsinacea iron; 2007,25,1323-1325) with the Papilionaceae vegetable wool Hang Zi tip (Campylotropis hirtella) (Qing-Yao; Shou, et al, J.Agric.Food Chem.2009; 57,6712-6719) in, but the report of the agricultural bacteriostatic activity of this compound is not arranged all in the above-mentioned document.
Compound involved in the present invention can adopt methanol eddy to extract, and separates the pure article that obtain through ordinary methods such as silica gel column chromatographies.
Compound involved in the present invention can be with the plant milk extract of different content, or is processed into the conventional pesticide formulation through the forms such as pure article of separation and purification, like missible oil, microemulsion, aqueous emulsion, suspension agent etc.
The advantage of this invention is: compound involved in the present invention distribution abundance in the ground fruit is high, and this plant distribution extensively, and breeding rapidly; Conventional solvents such as employing methyl alcohol can extract this compound from vegetable material effectively, and methyl alcohol is abundant in China source, and output is big, and self is little to the pressure of environment; The ground fruit has been used as the feed of cattle and sheep always by place of production peasant throughout the year, to Mammals and non-target organism safety; This compound has the selectivity bacteriostatic activity, only the oomycetes disease is shown very high control effect.
Embodiment
Help to understand the present invention through following embodiment, but do not limit content of the present invention.
Embodiment one
The separation of compound
Gather ground fruit plant shoot branch, take by weighing 500g this plant sample after drying, pulverizing, place the 5L round-bottomed flask; Adding the 3000mL methanol eddy extracted 3 hours; Leach supernatant, add the 1000mL methanol eddy again and extracted 2 hours, leach supernatant; Merging filtrate is evaporated to about 300mL.This liquid concentrator is suspended in the 700mL water, uses dichloromethane extraction again three times, each 500mL, the combined dichloromethane phase is evaporated near doing.Liquid concentrator changes silicagel column again over to, and (in 2.5 * 75cm), use sherwood oil/trichloromethane=9/1,8/2 successively, 7/3 (volume ratio) carried out wash-out, and each solvent ratios is washed 1000mL, and every 100mL collects a, finally obtains this compound 1.5g.
Embodiment two
The preparation of cream preparation
Taking by weighing the compound 5.0g (purity >=98.0%) that the present invention relates to is dissolved in the 85g methyl alcohol; Add AS calcium dodecylbenzene sulphonate (DBS-Ca) 3.0g again; Non-ionics OP-107.0g; Be stirred to transparent homogeneous phase, promptly be able to the cream preparation that this compound is an effective constituent, wherein active constituent content is 5%.
Embodiment three
Potted plant control cucumber downy mildew test
With nutrition soil cultivated cucumber (kind is the close thorn in Xintai City), every alms bowl 2 strains when seedling grows 2 true leaves, are selected the consistent confession examination of growing way in the greenhouse.Supplying the reagent agent is the cream preparation of this active constituent content 5%, and the contrast medicament is 50% dimethomorph water dispersion granula.Per 10 alms bowls are 1 processing, and 4 processing are established in test altogether, are respectively to supply 500 times, 1000 times of reagent dilution agents 2000 times of contrast medicament dilutions and clear water contrast, every processing repetition 3 times.After the dispenser 24 hours, artificial inoculation cucumber downy mildew cause of disease spore, 1 all investigation prevention effects after the dispenser, the result sees table 1.
Table 1 supplies potted plant the prevent and treat test-results of examination cream preparation to cucumber downy mildew
The presentation of results of table 1 supplies 500 times of control effect to cucumber downy mildew of reagent dilution agent suitable with 2000 times of 50% dimethomorph water dispersion granula dilutions, can reach more than 85%.
Claims (2)
1. flavonoid compound with agricultural bacteriostatic activity, its IUPAC chemical name is: E-3-(3-(3,7-dimethyl-octa-2,6-dialkylene)-4-phenylor)-5,7-dihydroxyl-4H-chromene-4-ketone.Its structural formula is as follows:
2. according to claim 1, the related compound of this patent can be used for being processed into the pesticide preparation of control oomycetes disease.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2010105416068A CN102464643A (en) | 2010-11-02 | 2010-11-02 | Flavonoid agricultural antibacterial compound |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2010105416068A CN102464643A (en) | 2010-11-02 | 2010-11-02 | Flavonoid agricultural antibacterial compound |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN102464643A true CN102464643A (en) | 2012-05-23 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN2010105416068A Pending CN102464643A (en) | 2010-11-02 | 2010-11-02 | Flavonoid agricultural antibacterial compound |
Country Status (1)
| Country | Link |
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| CN (1) | CN102464643A (en) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106879639A (en) * | 2017-03-18 | 2017-06-23 | 陕西康禾立丰生物科技药业有限公司 | A kind of composition pesticide of the flavones of fruit containing ground |
| CN106879637A (en) * | 2017-03-18 | 2017-06-23 | 陕西康禾立丰生物科技药业有限公司 | A kind of efficient bactericidal composite of the flavones of fruit containing ground |
| CN112939919A (en) * | 2021-03-11 | 2021-06-11 | 西华大学 | 2-aminobenzopyran compound and application thereof in pesticide |
| CN113004240A (en) * | 2021-03-11 | 2021-06-22 | 西华大学 | Benzopyran compound and application thereof in pesticides |
| CN113024500A (en) * | 2021-03-11 | 2021-06-25 | 西华大学 | 6, 8-dibromo benzopyran derivative and application thereof in pesticides |
| CN113455507A (en) * | 2021-07-02 | 2021-10-01 | 中国科学院兰州化学物理研究所 | Application of natural flavonoid compound as antibacterial agent in inhibiting plant pathogenic bacteria |
-
2010
- 2010-11-02 CN CN2010105416068A patent/CN102464643A/en active Pending
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106879639A (en) * | 2017-03-18 | 2017-06-23 | 陕西康禾立丰生物科技药业有限公司 | A kind of composition pesticide of the flavones of fruit containing ground |
| CN106879637A (en) * | 2017-03-18 | 2017-06-23 | 陕西康禾立丰生物科技药业有限公司 | A kind of efficient bactericidal composite of the flavones of fruit containing ground |
| CN112939919A (en) * | 2021-03-11 | 2021-06-11 | 西华大学 | 2-aminobenzopyran compound and application thereof in pesticide |
| CN113004240A (en) * | 2021-03-11 | 2021-06-22 | 西华大学 | Benzopyran compound and application thereof in pesticides |
| CN113024500A (en) * | 2021-03-11 | 2021-06-25 | 西华大学 | 6, 8-dibromo benzopyran derivative and application thereof in pesticides |
| CN112939919B (en) * | 2021-03-11 | 2023-02-03 | 西华大学 | 2-aminobenzopyran compound and application thereof in pesticide |
| CN113004240B (en) * | 2021-03-11 | 2023-02-03 | 西华大学 | Benzopyran compound and application thereof in pesticides |
| CN113024500B (en) * | 2021-03-11 | 2023-02-03 | 西华大学 | 6, 8-dibromo benzopyran derivative and application thereof in pesticide |
| CN113455507A (en) * | 2021-07-02 | 2021-10-01 | 中国科学院兰州化学物理研究所 | Application of natural flavonoid compound as antibacterial agent in inhibiting plant pathogenic bacteria |
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| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C02 | Deemed withdrawal of patent application after publication (patent law 2001) | ||
| WD01 | Invention patent application deemed withdrawn after publication |
Application publication date: 20120523 |