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Kaempferol-(4-o-methyl)glucoside compound and its application in insecticide

A technology of glucoside and kaempferol, which is applied in the fields of application, insecticide, sugar derivatives, etc., and can solve the problems of few reports on insect-resistant activity

Active Publication Date: 2020-12-18
THE INST OF BIOTECHNOLOGY OF THE CHINESE ACAD OF AGRI SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there are few reports on the anti-insect activity of kaempferol derivatives

Method used

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  • Kaempferol-(4-o-methyl)glucoside compound and its application in insecticide
  • Kaempferol-(4-o-methyl)glucoside compound and its application in insecticide
  • Kaempferol-(4-o-methyl)glucoside compound and its application in insecticide

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0018] Example 1 Application of glycosyltransferase recombinant vector PRS425m-IfUGT and O-methyltransferase recombinant vector PXW06F-IfOMT to realize glycosyl methylation modification of kaempferol

[0019] 1.1 Instruments and materials

[0020] Bacterial strains and carriers used in the experiment: Isaria fumosorosea ACCC37775 and yeast S.cerevisiae BJ5464-NpgA, yeast expression vectors PRS425m-IfUGT and PXW06F-IfOMT, all derived from the Institute of Biotechnology, Chinese Academy of Agricultural Sciences, by the present invention The human laboratory is self-preserved. The reagents used in the experiment were domestic analytically pure products. Culture medium: Escherichia coli medium is LB medium (1% peptone, 0.5% yeast extract, 1% NaCl, pH7.0). SC- - Leu-deficient medium (1% glucose, 6.7% Difco TM Yeast Nitrogen Base w / o Amino Acids, -Leu / -Trp DO Supplement). YPD medium (1% yeast extract, 2% Peptone peptone, 2% glucose). YPD low-sugar medium (1% yeast extract, 2%...

Embodiment 2

[0029] Example 2 Extraction, separation and structural identification of compound 1-3

[0030] 2.1 Instruments and materials

[0031]The solvents chloroform, methanol, and ethyl acetate used in the experiment were produced by Beijing Chemical Reagent Factory, all of which were of analytical grade. Chromatographically pure acetonitrile was produced by Fisher Chemical Company. Column chromatography silica gel was produced by Qingdao Ocean Chemical Factory (200-300 mesh). Thin-layer silica gel chromatography plates were produced by Yantai Huangwu Silica Gel Development and Experimental Factory. BUCHI R-300 rotary evaporator, BUCHI I-300 touch central control unit, BUCHI V-300 PTFE membrane vacuum pump, BUCHI B-300 electric constant temperature water bath, all produced by Swiss BUCHI company. The low-temperature coolant circulation pump is produced by Shanghai Zhixin Experimental Instrument Technology Co., Ltd. The semi-preparative high-performance liquid chromatograph is Agil...

Embodiment 3

[0042] The cytotoxic activity of embodiment 3 kaempferol and its glycosides

[0043] 3.1 Instruments and materials

[0044] The microplate reader is Genois microplate reader (Tecan GENios, Swizerland); four human tumor cell lines are human lung cancer A549 cells, human liver cancer HepG2 cells, human cervical cancer HeLa cells, human breast cancer MCF-7 cells and African green monkey kidney Epidermal Vero cells were purchased from Kunming Institute of Zoology, Chinese Academy of Sciences; fetal bovine serum FBS, RPMI1640 culture medium, and DMEM culture medium were purchased from Gibco, USA; 3-(4,5-dimethylthiazole-2)-2,5- Diphenyltetrazolium bromide (MTT) was purchased from Amresco, USA.

[0045] 3.2 Experimental method

[0046] Take human lung cancer A549 cells in logarithmic growth phase, human liver cancer HepG2 cells, human cervical cancer HeLa cells, human breast cancer MCF-7 cells, and African green monkey kidney epidermal Vero cells and add them to a 96-well plate, e...

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Abstract

The invention relates to two methylation derivatives of a kaempferol glucoside compound. The two methylation derivatives are kaempferol 3-O-beta-D-(4-O-methyl) glucoside and kaempferol 4'-O-beta-D-(4-O-methyl). The two compounds are novel in structure and are not reported. In biological activity tests, the two compounds show different degrees of insecticidal activity which is not acquired by aglycone. The two compounds have wide application values.

Description

technical field [0001] The invention belongs to the field of insecticides, and in particular relates to kaempferol-(4-O-methyl)glucoside compounds and their application in insecticides. Background technique [0002] Kaempferol is a common natural flavonoid plant secondary metabolite, which widely exists in the roots, leaves and fruits of many plants. Kaempferol has anti-oxidation, anti-inflammation, inhibition of tumor growth, protection of liver cells, inhibition of platelet aggregation and adhesion, and other activities, so it has attracted widespread attention. However, kaempferol is only slightly soluble in water, and has poor metabolic stability in mammals. It is easily affected by various factors from organisms and the outside world, resulting in self-degradation and reduced activity, which greatly hinders its application. Glucosylation and methylation are common modification reactions in organisms, which can change the physical and chemical properties of compounds su...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07H17/07C07H15/26A01N43/16A01P7/04
CPCA01N43/16C07H15/26C07H17/07
Inventor 徐玉泉王辰张礼文顿宝庆
Owner THE INST OF BIOTECHNOLOGY OF THE CHINESE ACAD OF AGRI SCI
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