4'-podophyllotoxin demethyl deoxidated aromatic ester, substituted benzene sulfonate, ether derivative and use in plant source pesticide preparation

A technology of methyl deoxypodophyllophyllin and aromatic esters, applied in the field of application in the preparation of botanical pesticides

Inactive Publication Date: 2009-08-05
NORTHWEST A & F UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

This patented chemical has been found effective for controlling insects such as mites or moths by killing them with certain types of molecules called chloroformamidophoric acids (CAPAs). These CAPHASA analogs are also known as an herbicidal agent due their ability to stop these harmful organisms from infecting crops without causing damage during production.

Problems solved by technology

This patented technical problem addressed by this patents relates to finding new compounds for use in medicine or veterinary science due to their ability to fight diseases caused by harmful organisms like insects (parasites).

Method used

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  • 4'-podophyllotoxin demethyl deoxidated aromatic ester, substituted benzene sulfonate, ether derivative and use in plant source pesticide preparation
  • 4'-podophyllotoxin demethyl deoxidated aromatic ester, substituted benzene sulfonate, ether derivative and use in plant source pesticide preparation
  • 4'-podophyllotoxin demethyl deoxidated aromatic ester, substituted benzene sulfonate, ether derivative and use in plant source pesticide preparation

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Embodiment 1

[0039] 1. Products: deoxypodophyllotoxin, 4’-nordeoxypodophyllotoxin and compound 1-28 (see the following content for details on the physical and chemical properties of each compound)

[0040] 2. Preparation method:

[0041] The following is the synthetic route of deoxypodophyllotoxin:

[0042]After dissolving 16g of podophyllotoxin and 12g of 10% palladium carbon with 150ml of glacial acetic acid, they reacted with hydrogen in an autoclave for 5 hours under the conditions of 2 atmospheres and 95°C. After the reaction, the reaction solution was filtered to remove palladium carbon. After the filtrate was evaporated to dryness under reduced pressure, the crude product was separated by silica gel column chromatography, and the desired pure product was obtained by recrystallization from methanol.

[0043]

[0044] podophyllotoxin deoxypodophyllotoxin

[0045] The physical and chemical properties of deoxypodophyllotoxin are as follows:

[0046] 1), white solid, melting point ...

Embodiment 2

[0353] Bioassay experiment of the present invention:

[0354] 1. Insects to be tested: armyworm larvae in the early 3rd instar, provided by the insect breeding room of the Pollution-free Pesticide Research Center of Northwest A&F University.

[0355] 2. Samples and reagents:

[0356] The samples are: toosendanin, deoxypodophyllotoxin, 4'-nordeoxypodophyllotoxin and compound 1-28 prepared in the examples. The solvent was acetone, analytically pure, from Chengdu Kelong Chemical Reagent Factory.

[0357] 3. Bioassay method:

[0358] Using the method of adding small leaf butterfly: spread a layer of filter paper on the bottom of a petri dish with a diameter of 9 cm, and add water to moisturize it. Pick 10 3rd instar prophase armyworm larvae with the same size and robustness from each dish. Weigh 5 mg of toosendanin, deoxypodophyllotoxin, 4'-nordeoxypodophyllotoxin and compound 1-28 respectively, add 5 ml of acetone, and make a drug solution with a concentration of 1 mg / ml. Cut ...

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Abstract

The invention relates to a series of novel 4'-nordeoxypodophyllotoxin aromatic acid esters, substituted benzene sulfonates, and ether derivatives and application thereof in preparing a botanical insecticide. The 4'-nordeoxypodophyllotoxin aromatic acid esters, the substituted benzene sulfonates, and the ether derivatives have a general chemical formula shown at the right. An experiment proves that the 4'-nordeoxypodophyllotoxin aromatic acid esters, the substituted benzene sulfonates, and the ether derivatives are partially higher than podophyllotoxin and deoxypodophyllotoxin, wherein insecticidal activities of certain compounds are all higher than that of a botanical insecticide-toosendanin which has come into the market, and the compounds can be used for preparing the botanical insecticides with high-efficiency and low-toxicity.

Description

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Claims

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Application Information

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Owner NORTHWEST A & F UNIV
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