Chromone-containing benzoyl hydrazone compound capable of suppressing growth of cyanobacteria

A technology for benzoyl hydrazones and compounds, which is applied in the field of chromone-containing benzoyl hydrazone compounds and their preparation, and can solve problems such as unfavorable fish production and fish death

Inactive Publication Date: 2012-11-07
HUAZHONG NORMAL UNIV
View PDF0 Cites 13 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

After the blue-green algae outbreak, the oxygen content in the water body is low

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Chromone-containing benzoyl hydrazone compound capable of suppressing growth of cyanobacteria
  • Chromone-containing benzoyl hydrazone compound capable of suppressing growth of cyanobacteria
  • Chromone-containing benzoyl hydrazone compound capable of suppressing growth of cyanobacteria

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0013] Compound I-1

[0014] Preparation of nitrogen'-[(4-oxo-4hydro-chromone-3-)methene]-3-bromobenzohydrazide

[0015]

[0016] Dissolve 1 mmol of 3-bromobenzoylhydrazide in 10 ml of absolute ethanol, add 1 mmol of 3-formylchromone, and stir at room temperature for 1 hour, a milky white turbidity is formed. Suction filtration, washing with ethanol, and drying of the filter cake yielded white powder nitrogen'-[(4-oxo-4hydro-chromone-3-)methene]-3-bromobenzohydrazide with a yield of 90%, m.p. 175-178°C.

[0017] Molecular formula: C 17 h 11 BrN 2 o 3 ;

[0018] 1 H NMR(600MHz,dmso)δ12.03(s,1H,NH),8.85(s,1H,2-H),8.63(s,1H,CH=N),8.21-7.39(m,8H,ArH) ;

[0019] HR-MS(ESI):m / z=371.0038, calcd for C 17 h 11 BrN 2 o 3 [M+H] + :371.0031.

[0020] Compounds 2-19 were all prepared in a similar manner to compound 1

[0021] Compound I-2

[0022] Preparation of nitrogen'-[(6-chloro-4-oxo-4hydro-chromone-3-)methene]-3-bromobenzohydrazide

[0023]

[0024] The obtain...

Embodiment 2

[0148] The growth inhibition test of Microcystis aeruginosa FACHB 912 was carried out on the 19 compounds synthesized above. Microcystis aeruginosa FACHB 912 was cultured in BG-11 (+N) liquid medium containing different concentrations of compounds in an artificial climate incubator. The temperature of the incubator is controlled at 28°C±1°C, the humidity is 60%, the light intensity is 6000lx, 12h (light): 12h (dark), vibration mode, and manual shaking 3 times a day.

[0149] The specific operation is as follows:

[0150] 1. Pre-cultivate a batch of cyanobacteria, after 4-7 days of growth to the logarithmic phase, measure OD680, and inoculate for use;

[0151] 2. Dilute the algae liquid in the logarithmic phase with fresh BG-11 (+N) medium to obtain the inoculum liquid, and control the algae cell concentration to about 1×10 6 a / mL;

[0152] 3. Weigh the compound in advance, dissolve it in DMSO, and prepare the compound with different concentrations. Add 200 μL of the dilute...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

PUM

No PUM Login to view more

Abstract

The invention discloses a chromone-containing benzoyl hydrazone compound capable of suppressing growth of cyanobacteria in a general formula I, synthesis of the compound and an in-vivo experiment on the benzoyl hydrazone for suppressing the growth of the cyanobacteria. In the formula, an R<1> represents hydrogen, halogen, C1-C4 alkyl groups or hydroxyl groups, an R<2>, an R<3> and an R<4> respectively represent hydrogen, halogen, hydroxyl groups or trifluoromethyl, and substituent groups represented by the R<2>, the R<3> and the R<4> can be identical or different. In the in-vivo experiment on the compound to microcystis aeruginosa FACHB912 which is the main type of cyanobacteria, a half maximal effective concentration value EC<50> of the compound ranges from 0.17muM to 33.37muM, and thus the compound has a remarkable effect for suppressing the growth of the cyanobacteria and can be used as an effective ingredient of an algicide.

Description

technical field [0001] The invention relates to a compound capable of inhibiting the growth of cyanobacteria and a preparation method thereof, in particular to a chromone-containing benzoylhydrazone compound capable of inhibiting the growth of cyanobacteria and a preparation method thereof. Background technique [0002] In recent years, with the mass production of human waste, the eutrophication of the water body has become more and more serious, and a large number of blue-green algae frequently broke out, which is also called the algae bloom phenomenon. After the death of cyanobacteria, algae toxins will be produced. Algae toxins are water-soluble and heat-resistant. Algae toxins in aqueous solution are not easily removed by boiling at high temperature. Coagulation precipitation, filtration, and chlorination in tap water treatment processes cannot remove them. Algae toxin is a kind of hepatotoxin, which is very toxic. It is a strong cancer-promoting agent for liver cancer a...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

Application Information

Patent Timeline
no application Login to view more
IPC IPC(8): C07D311/22A01P1/00
Inventor 万坚涂其冬冯玲玲李定孙瑶王小风伊凡沙依巴木任彦亮程志刚
Owner HUAZHONG NORMAL UNIV
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Try Eureka
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap