R-4-hydroxyl-2-(2-hydroxy phenyl)-butyric acid as well as preparation and application thereof

A hydroxyphenyl, hydroxyl technology, applied in the field of organic compounds and pesticide applications, can solve the problem of no pesticide composition report, and achieve the effect of significant effect and inhibitory effect

Inactive Publication Date: 2017-11-03
YUNNAN AGRICULTURAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] So far, there is no report of R-4-hydroxyl-2-(2-hydroxyphenyl)-butyric acid in the prior art, and there is no report of the compound as an active ingredient of the pesticide composition,

Method used

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  • R-4-hydroxyl-2-(2-hydroxy phenyl)-butyric acid as well as preparation and application thereof
  • R-4-hydroxyl-2-(2-hydroxy phenyl)-butyric acid as well as preparation and application thereof
  • R-4-hydroxyl-2-(2-hydroxy phenyl)-butyric acid as well as preparation and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Example Embodiment

[0026] Example 1

[0027] Preparation of R-4-hydroxy-2-(2-hydroxyphenyl)-butyric acid (hereinafter referred to as the compound of the present invention) represented by the structural formula (I) of the present invention:

[0028] Take 5 kg of the aboveground part of the potato plant infected with Phytophthora infestans, pulverize it through a 40-mesh sieve after drying as a raw material, and extract twice with 90% (v / v) ethanol reflux for 3 hours each time, combine the ethanol extracts, and recover under reduced pressure Ethanol has 200 grams of extract. The extract is dissolved in 1000 ml of water to obtain the extract aqueous solution. Each time, the extract is extracted with the same volume of ethyl acetate as the extract aqueous solution to obtain 1000 ml of ethyl acetate extract, which is extracted 3 times in total, and then combined for 3 times. After the ethyl acetate extract, it was concentrated under reduced pressure to obtain the ethyl acetate extract. The ethyl acetate...

Example Embodiment

[0030] Example 2

[0031] Structural identification of the compound of the present invention:

[0032] Optical rotation was measured by Jascomodel 1020 polarimeter (Horiba, Tokyo, Japan); nuclear magnetic resonance spectra (1D and 2DNMR) were measured with AVANCE III-600 superconducting nuclear magnetic resonance instrument (Bruker, Bremerhaven, Germany) with deuterated chloroform as solvent; High resolution mass spectrometry (HRMS) was measured by LCMS-IT-TOF mass spectrometer (Shimadzu, Kyoto, Japan); thin layer chromatography silica gel and column chromatography silica gel (200-300 mesh) were purchased from Qingdao Meigao and Qingdao Ocean Chemical Group Co., Ltd. the company. Sephadex LH-20 gel was purchased from Pharmacia Fine Chemical Co., Ltd. (Uppsala, Sweden).

[0033] The relevant data and structural formula (1) for the compound identification of the present invention are as follows:

[0034]

[0035] The above structural formula (I) is the structural formula of the compou...

Example Embodiment

[0042] Example 3

[0043] Activity test of the compound of the present invention against Phytophthora infestans

[0044] 1 Test method:

[0045] Inhibition of mycelial growth experiment: Dilute the compound of the present invention, that is, the test monomer compound, with melted rye medium to different concentrations of 1%, 0.5%, 0.25%, 0.125% and 0.0625% mass fractions, and mix them thoroughly to The rye medium without the test sample was used as a blank control. After the medium has cooled and solidified, inoculate a 0.6cm diameter potato late blight bacteria (Phytophthora infestans) plate in the center of the plate, culture it at 17°C for 5 days and measure the colony diameter. Calculate the inhibitory activity of different concentrations of test samples on mycelial growth according to the following formula. Phytophthora infestans (Phytophthora infestans) was purchased from Beijing Biowell Biotechnology Co., Ltd., the article number is bio-78001.

[0046] Mycelial growth inhibi...

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Abstract

The invention discloses R-4-hydroxyl-2-(2-hydroxy phenyl)-butyric acid as well as a preparation and application thereof. The compound and the preparation thereof can be used for remarkably inhibiting phytophthora Infestans pathogens and effectively preventing and treating the phytophthora Infestans of solanaceae plants.

Description

technical field [0001] The invention relates to the technical field of organic compounds and pesticide applications. Specifically relates to compound R-4-hydroxyl-2-(2-hydroxyphenyl)-butyric acid, using the compound as an active ingredient, as an inhibitor of late blight (Phytophthora infestans) and a pesticide for preventing and treating late blight of Solanaceae plants and apply. Background technique [0002] Potato is an important food crop with rich nutrition, wide adaptability, and both food and vegetables. Its growing season is short, its comparable benefits are high, and its yield increase potential is far superior to traditional crops such as wheat, corn, and rice. It has become one of the important economic crops for the adjustment of planting industry structure and agricultural efficiency in my country. China is the largest potato planting country in the world, with a planting area of ​​about 5.3 million hectares 2 , with an annual output of 75 million tons, acc...

Claims

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Application Information

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IPC IPC(8): C07C59/52C07C51/42A01N37/38A01P3/00
CPCC07C59/52A01N37/38C07C51/42
Inventor 刘良燕韩俊郭华春
Owner YUNNAN AGRICULTURAL UNIVERSITY
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