CN110810415B - Application of kaempferol 3, 4' -diglycoside 7-rhamnoside - Google Patents

Application of kaempferol 3, 4' -diglycoside 7-rhamnoside Download PDF

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CN110810415B
CN110810415B CN201911199856.5A CN201911199856A CN110810415B CN 110810415 B CN110810415 B CN 110810415B CN 201911199856 A CN201911199856 A CN 201911199856A CN 110810415 B CN110810415 B CN 110810415B
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kaempferol
nematode
rhamnoside
diglycoside
root
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CN110810415A (en
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王绍辉
赵文超
冯加平
杨进山
杨瑞
黄煌
孙路路
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Beijing University of Agriculture
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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
    • A01N43/02Biocides, 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

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  • Agronomy & Crop Science (AREA)
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  • Engineering & Computer Science (AREA)
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  • General Health & Medical Sciences (AREA)
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Abstract

The invention discloses application of kaempferol 3, 4' -diglycoside 7-rhamnoside. The application of kaempferol 3, 4' -diglycoside 7-rhamnoside in the following 1) -2) is as follows: 1) as nematode inhibitor or for preparing nematode inhibitor containing kaempferol 3, 4' -diglycoside 7-rhamnoside; 2) can be used as nematode pesticide or for preparing nematode pesticide containing kaempferol 3, 4' -diglycoside 7-rhamnoside. The invention relates to a nematode inhibitor or a nematode pesticide, the active component of which is kaempferol 3, 4' -diglycoside 7-rhamnoside. The kaempferol 3, 4' -diglycoside 7-rhamnoside has the motion inhibition rate of more than 70 percent on the second-instar larvae of meloidogyne incognita, has a remarkable inhibition effect and plays a positive role in preventing and treating meloidogyne incognita.

Description

Application of kaempferol 3, 4' -diglycoside 7-rhamnoside
Technical Field
The invention relates to application of kaempferol 3,4 '-diglycoside 7-rhamnoside, in particular to application of kaempferol 3, 4' -diglycoside 7-rhamnoside in preparation of a meloidogyne movement inhibitor.
Background
Root-knot nematodes are plant parasitic nematodes which are extremely harmful, widely distributed, of various types, and parasitize root systems of various plants, and the most serious of the root-knot nematodes are parasitic in vegetable plants, such as cucumbers, tomatoes, peppers and the like. Root-knot nematode second-instar larvae (J2) are infected from the parts of the root extension areas of plants, move to vascular bundles after entering the root extension areas and find suitable parts, the nutrition of host plants is taken through oral needles, and esophageal gland secretions can enter plant tissue cells, so that the host plants are rotten and a series of unknown pathological changes are caused in severe cases, other pathogenic microorganisms can be caused to infect the host plants together, compound diseases are caused, the normal growth of the plants is influenced, and the loss which is difficult to control is caused. The vegetable yield caused by root knot nematode disease is reduced year by year, and the development of vegetables is greatly restricted.
The chemical agent control is one of the most effective means for plant pathogenic nematode diseases, but the chemical agents used in the current market are partially left in the air, water and soil, pollute the environment and cause harm to human bodies through the food chain enrichment effect, so that the bulk of high-toxicity and difficult-to-degrade agents are prohibited. Therefore, researchers have begun looking at plant-derived preparations for controlling root-knot nematodes.
Kaempferol belongs to flavonols, is yellow needle crystal, is slightly soluble in water, and is dissolved in hot ethanol, diethyl ether and alkali. Kaempferol is mainly derived from rhizome of Kaempferol galanga L (Kaempferol galanga L) belonging to Zingiberaceae family, and is widely present in various fruits, vegetables and beverages, and has been extracted from tea leaves, broccoli, Wuhazelnut, propolis, grapefruit and other green plants to obtain pure product. It has been widely noticed by people because of its various effects of cancer prevention, anticancer, anti-inflammatory, antioxidant, antibacterial, antiviral, etc. The kaempferol 3, 4' -diglycoside 7-rhamnoside has a structural formula shown as the following formula I, wherein the name is English: kaempferol 3, 4' -diglucoside 7-rhamnoside, CAS:1131009-93-2, molecular formula: c33H40O20Phase of changeFor the molecular weight: 756.66, a derivative of kaempferol (kaemorol), has physical and chemical properties similar to kaempferol.
Figure BDA0002295591820000011
Disclosure of Invention
The invention aims to provide application of kaempferol 3,4 '-diglycoside 7-rhamnoside, and the kaempferol 3, 4' -diglycoside 7-rhamnoside serving as a kaempferol derivative has a movement inhibition effect on root-knot nematodes.
The application of kaempferol 3, 4' -diglycoside 7-rhamnoside provided by the invention in the following 1) -2):
1) as nematode inhibitor or for preparing nematode inhibitor containing kaempferol 3, 4' -diglycoside 7-rhamnoside;
2) can be used as nematode pesticide or for preparing nematode pesticide containing kaempferol 3, 4' -diglycoside 7-rhamnoside.
In the above application, the nematode is a root-knot nematode.
In the above application, the root-knot nematode comprises at least one of meloidogyne incognita, meloidogyne hapla and meloidogyne arachidicola.
In the above application, the plant is at least one of fruit vegetables, leaf vegetables and root vegetables.
In the above application, the fruit vegetables include at least one of cucumber, tomato, pepper and eggplant;
the root vegetables include at least one of radish, carrot and potato.
The invention also provides a nematode inhibitor or a nematode pesticide, and the active component of the nematode inhibitor or the nematode pesticide is kaempferol 3, 4' -diglycoside 7-rhamnoside.
In the above nematode inhibitor or nematode pesticide, the nematodes are root-knot nematodes.
In the above nematode inhibitor or nematode pesticide, the root-knot nematode includes at least one of meloidogyne incognita, meloidogyne incognita and meloidogyne arachidicola.
In the above nematode inhibitor or nematode pesticide, the nematode inhibitor or nematode pesticide is an aqueous solution of kaempferol 3, 4' -diglycoside 7-rhamnoside; the concentration of the surfactant is 0.1 to 100 mM.
In the above nematode inhibitor or nematode pesticide, the concentration of the kaempferol 3, 4' -diglycoside 7-rhamnoside in the aqueous solution may be 0.1 to 50mM, specifically 0.1mM, 1mM, 0.1 to 1mM, or 0.1 to 10 mM.
In the invention, when the nematode inhibitor or the nematode insecticide is prepared from kaempferol 3, 4' -diglycoside 7-rhamnoside and an auxiliary agent, the auxiliary agent is the basic materialCollarCommonly used reagents are well known, such as water.
In the present invention, the nematode inhibitor or the nematode pesticide is used by a conventional method known in the art.
The invention has the following advantages:
the kaempferol 3, 4' -diglycoside 7-rhamnoside concentration can be 1mM, the motion inhibition rate of the second instar larvae of meloidogyne incognita reaches more than 70%, the inhibition effect is obvious, and the active effect on the prevention and treatment of meloidogyne incognita is achieved; the concentration of the composition is further improved, the inhibition rate of the composition on the second instar larvae reaches nearly 100 percent, and the effect is particularly obvious.
Drawings
FIG. 1 shows the comparison of the rate of inhibiting the movement of second-instar larvae of Meloidogyne incognita (P <0.05) by kaempferol 3, 4' -diglycoside 7-rhamnoside at different concentrations.
Detailed Description
The experimental procedures used in the following examples are all conventional procedures unless otherwise specified.
Materials, reagents and the like used in the following examples are commercially available unless otherwise specified.
Examples 1,
Detection of the kaempferol 3, 4' -diglycoside 7-rhamnoside on the rate of movement inhibition of second-instar larvae of root-knot nematodes:
(1) 756 kaempferol 3, 4' -diglycoside 7-rhamnoside powder is weighed and dissolved in 1L of pure water to prepare mother liquor with the concentration of 1 mol/L;
(2) diluting the prepared mother liquor into working solution of 1mmol/L, 0.1mmol/L and 0.01mmol/L according to the proportion for later use;
(3) dripping the prepared working solution to a 12-hole cell culture plate;
(4) placing the pre-prepared meloidogyne incognita second-instar larva suspension liquid on a 12-hole cell culture plate, and observing the stiffness of the nematodes after 24 hours;
(5) the calculation formula of the inhibition rate is as follows: the inhibition rate is the number of the rigor of the nematodes/the total number of the nematodes multiplied by 100%.
The results from fig. 1 show that: compared with clear water (Mock) control, the concentration of 1mM has an inhibition rate of more than 70% on the second-instar larvae, and the effect is more obvious, so that the kaempferol 3,4 '-diglycoside 7-rhamnoside has a good inhibition effect on the root-knot nematodes, which shows that the kaempferol 3, 4' -diglycoside 7-rhamnoside can play a role in preventing and treating the root-knot nematodes. And further experiments prove that the concentration of kaempferol 3, 4' -diglycoside 7-rhamnoside is increased to 10mM, the inhibition rate on the second-instar larvae reaches nearly 100%, and the effect is obvious.

Claims (6)

1. Application of kaempferol 3, 4' -diglycoside 7-rhamnoside in the following 1) -2):
1) as nematode inhibitor or for preparing nematode inhibitor containing kaempferol 3, 4' -diglycoside 7-rhamnoside;
2) as a nematode pesticide or for the preparation of a nematode pesticide containing kaempferol 3, 4' -diglycoside 7-rhamnoside;
the nematode is root-knot nematode.
2. Use according to claim 1, characterized in that: the root-knot nematode comprises at least one of meloidogyne incognita, meloidogyne hapla and meloidogyne arachidis.
3. Use according to claim 1 or 2, characterized in that: the root-knot nematode is parasitic on at least one of fruit vegetables, leaf vegetables and root vegetables.
4. Use according to claim 3, characterized in that: the fruit vegetables comprise at least one of cucumber, tomato, pepper and eggplant;
the root vegetables include at least one of radish, carrot and potato.
5. Use according to claim 1 or 2, characterized in that: the nematode inhibitor or the nematode insecticide is an aqueous solution of kaempferol 3, 4' -diglycoside 7-rhamnoside; the concentration is 0.1 to 100 mM.
6. Use according to claim 5, characterized in that: the concentration of the kaempferol 3, 4' -diglycoside 7-rhamnoside aqueous solution is 0.1-50 mM.
CN201911199856.5A 2019-11-29 2019-11-29 Application of kaempferol 3, 4' -diglycoside 7-rhamnoside Active CN110810415B (en)

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Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20100273726A1 (en) * 2009-04-27 2010-10-28 Triton Biopharma Methicillin-resistant staphylococcus aureus active metabolites isolated from laurus nobilis and combinations thereof
WO2011157936A1 (en) * 2010-06-18 2011-12-22 Institut National De La Recherche Agronomique Compositions containing flavones and anthelmintics

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20100273726A1 (en) * 2009-04-27 2010-10-28 Triton Biopharma Methicillin-resistant staphylococcus aureus active metabolites isolated from laurus nobilis and combinations thereof
WO2011157936A1 (en) * 2010-06-18 2011-12-22 Institut National De La Recherche Agronomique Compositions containing flavones and anthelmintics

Non-Patent Citations (5)

* Cited by examiner, † Cited by third party
Title
Effect of Gliricidia sepium leaves intake on larval establishment of Cooperia punctata in calves and bio-guided fractionation of bioactive molecules;Von Son-de Fernex Elkea et,al.;《Veterinary Parasitology》;20180315;第252卷;第137-141页 *
Kaempferol-3,4"-di-O-β-glucopyranoside-7-O-α-rhamnopyranoside as a new flavonoid from Iberis amara L.;U. Kroll et,al.;《Pharmazie》;20091231;第64卷;第142-144页 *
Nematicidal Compounds from the Leaves of Schinus terebinthifolius Against Root-knot Nematode, Meloidogyne incognita Infecting Tomato;Fatma M. Abdel Bar,et,al.;《Natural Product Sciences》;20180131;第24卷(第4期);第272-283页 *
Sileshi G. Wubshet et,al..High-Resolution Screening Combined with HPLC-HRMS-SPE-NMR for Identification of Potential Health-Promoting Constituents in Sea Aster and Searocket New Nordic Food Ingredients.《Agriculture and Food Chemistry》.2013,第61卷第8616-8623页. *
植物类黄酮的化学生态学意义;杨才琼 等;《天然产物研究与开发》;20180930;第30卷;2009-2014页 *

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