3-indole substituted phenylborazole compound as well as preparation method and application thereof

A technology of borazole and compound, which is applied in the field of 3-indole substituted phenylborazole and its preparation field, and achieves the effects of good bactericidal activity and broad-spectrum bactericidal activity

Active Publication Date: 2022-06-21
NANJING AGRICULTURAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] The inventor checked relevant information and learned that there are few reports about 3-indole substituted phenylborazole compounds, and the research on 3-indole substituted phenylborazole compounds mainly focuses on anti-Alzheimer's disease, and few of them It is used as an agricultural fungicide

Method used

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  • 3-indole substituted phenylborazole compound as well as preparation method and application thereof
  • 3-indole substituted phenylborazole compound as well as preparation method and application thereof
  • 3-indole substituted phenylborazole compound as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0036] The 3-indole-substituted phenylborazole compounds shown in formula I are synthesized with the o-formylbenzeneboronic acid shown in formula III and the substituted indole shown in formula IV as raw materials. The synthetic route is as follows:

[0037]

[0038] Specific steps are as follows:

[0039] Take a 100 mL round-bottomed flask, add o-formyl phenylboronic acid (2 mmol), substituted indole (3 mmol), and 40 mL of deionized water successively, react at room temperature, and monitor the progress of the reaction by TLC; after the reaction is completed, extract with dichloromethane, add silica gel to mix Sample, eluted with 17%-20% ethyl acetate / petroleum ether as eluent to carry out silica gel column chromatography purification to obtain the target compound, dried and weighed. To calculate the yield, use 1 H NMR, 13 Its structure was characterized by C NMR, IR and MS.

[0040] The obtained 3-indole-substituted phenylborazole compounds are shown in Table 1.

[00...

Embodiment 2

[0081] Detection of bactericidal activity of target compounds

[0082] With strawberry botrytis cinerea (Botrytis cinerea), rice sheath blight (Rhizoctonia solani), tomato early blight (Alternaria solani), wheat scab (Gibberella zeae), cucumber anthracnose (Colletotrichum lagenarium) and apple spot ( Alternaria leaf spot) six common agricultural plant pathogenic fungi were used as the experimental objects, and the antibacterial activity of all synthesized target compounds was tested by the method of mycelial growth rate, and the preliminary screening of antibacterial activity was carried out.

[0083] Experimental equipment: Petri dish (Hefei Xinenyuan Biotechnology Co., Ltd.), autoclave (TOMY SX-700), electrothermal constant temperature biochemical incubator (Shanghai Jinghong Experimental Equipment Co., Ltd.), eppendrof pipette gun, double-sided double-sided Purification workbench (Suzhou Purification Equipment Co., Ltd.), hole punch, etc.

[0084] Preparation of experiment...

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Abstract

The invention discloses a 3-indole substituted phenylborazole compound with a structure as shown in a formula I, wherein R1 is selected from H, F, Cl, Br, I or C1-C3 alkoxy; r2 is selected from H, F, Cl, Br, I, a C1-C3 alkyl group or a C1-C3 alkoxy group; r1 is selected from H, 5 '-substituted F, Cl, Me, OMe and 6'-substituted F. The invention further discloses application of the 3-indole substituted benzotriazole compound in killing pathogenic bacteria of crops, and the pathogenic bacteria of the crops are strawberry botrytis cinerea, alternaria solani, fusarium graminearum, rhizoctonia solani, apple spot germs and cucumber colletotrichum gloeosporioides.

Description

technical field [0001] The invention relates to an agricultural fungicide, in particular to a 3-indole-substituted phenylborazole compound, a preparation method and an application in sterilization. Background technique [0002] There have been many reports on 3-indole-substituted borazole compounds, and borazoles have shown various physiological activities and uses, but the corresponding synthetic methods are relatively limited, so the development of synthetic methods containing borazole skeletons is It has positive significance for its chemical use and drug activity research. Indole skeleton is an important structural unit that widely exists in natural products and drug molecules. The development of complex molecular synthesis strategies containing indole skeleton has always been a research hotspot in organic chemistry and medicinal chemistry. Introducing the indole skeleton into borazole molecules to develop an efficient and convenient method for the synthesis of heterocy...

Claims

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Application Information

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Patent Type & AuthorityApplications(China)
IPC IPC(8): C07F5/02A01N55/08A01P3/00
CPCC07F5/025A01N55/08Y02A50/30
Inventor张明智黄代钏何卓邓放郭大乐刘佳木张悦嘉淡正阳
OwnerNANJING AGRICULTURAL UNIVERSITY