Chromone-containing benzoyl hydrazone compound with inhibiting effect on growth of synechocystis PCC6803 and preparation method thereof

A PCC6803, a technology containing chromone benzoyl hydrazone, applied in the directions of botanical equipment and methods, chemicals for biological control, biocides, etc.

Inactive Publication Date: 2020-08-18
JIANGXI SCI & TECH NORMAL UNIV
View PDF0 Cites 1 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] The present invention aims at the defects of the prior art, and provides a chromone-containing benzoylhydrazone compound and its preparation method which have an inhibitory effect on the growth of Synechocystis sp. technical issues

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 with inhibiting effect on growth of synechocystis PCC6803 and preparation method thereof
  • Chromone-containing benzoyl hydrazone compound with inhibiting effect on growth of synechocystis PCC6803 and preparation method thereof
  • Chromone-containing benzoyl hydrazone compound with inhibiting effect on growth of synechocystis PCC6803 and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] Compound I-1

[0033] Preparation of nitrogen'-[(4-oxo-4hydro-chromone-3-)methene]-3,5-dihydroxybenzohydrazide

[0034]

[0035] Dissolve 1mmol of 3,5-dihydroxybenzoylhydrazide in 11ml of ethanol, add 1mmol of 3-formylchromone, add 2 drops of acetic acid, keep stirring at room temperature for 1 hour, white insoluble matter is formed. Suction filtration, washing with ethanol, and drying of the filter cake yielded white powder nitrogen'-[(4-oxo-4hydro-chromone-3-)methene]-3,5-dihydroxybenzoic hydrazide with a yield of 82 %, melting point 217-220°C.

[0036] Molecular formula: C 17 h 12 N 2 o 5 ;

[0037] 1 H NMR (600MHz, DMSO-d 6 )δ11.79(s,1H,NH),9.56(s,2H,OH),8.84–6.30(m,9H,=CH-O,CH=N,ArH);

[0038] HRMS(MALDI):m / z=363.0372, calcd for C 17 h 12 N 2 o 5 [M+K] + :363.0383.

[0039] Compounds 2-19 were all prepared in a similar manner to compound 1-1

[0040] Compound I-2

[0041] Preparation of nitrogen'-[(6-chloro-4-oxo-4hydro-chromone-3-)methene]-3,5-...

Embodiment 2

[0266] The 33 compounds synthesized above were tested for growth inhibition of Synechocystis sp. PCC6803. Synechocystis PCC6803 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.

[0267] The specific operation is as follows:

[0268] 1. Pre-cultivate a batch of cyanobacteria, after 4-7 days of growth to the logarithmic phase, measure OD680, and inoculate for use;

[0269] 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;

[0270] 3. Weigh the compound in advance, dissolve it in DMSO, and prepare the compound with different concentrations. Add 200 μL of the diluted inoculum solution to each well...

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

PropertyMeasurementUnit
melting pointaaaaaaaaaa
melting pointaaaaaaaaaa
melting pointaaaaaaaaaa
Login to view more

Abstract

The invention provides a chromone-containing benzoyl hydrazone compound with an inhibiting effect on growth of synechocystis PCC6803 and a preparation method thereof. The molecular structure of the compound is shown as a formula I, wherein R1 is selected from hydrogen, halogen, nitro, hydroxyl, carboxyl and C1-C4 alkyl; R2 is selected from hydrogen, bromine, hydroxyl or nitro; R3 is selected fromhydrogen or hydroxyl; R4 is selected from hydrogen, halogen, nitro, trifluoromethyl or hydroxyl; and R5 is selected from hydrogen or hydroxyl. The invention further provides a preparation method of the compound. According to the preparation method, benzoyl hydrazine or a substituent thereof reacts with 3-formyl chromone or a substituent thereof in an ethanol environment containing acetic acid to generate the compound. The compound has a good effect on inhibiting the growth of synechocystis PCC6803, the EC50 value is within a range of 0.8-29.8 [mu]M, and the compound can be used for preparing related algistat products.

Description

technical field [0001] The invention relates to the technical field of chemical synthesis, in particular to a chromone-containing benzoylhydrazone compound that can inhibit the growth of Synechocystis PCC6803 and a preparation method thereof. Background technique [0002] In recent years, with the expansion of human life and production activities, a large amount of waste water has been discharged into rivers and lakes, the eutrophication of water bodies has become increasingly serious, and blue-green algae have exploded and reproduced, forming algal blooms. After the cyanobacteria die, they will release algal toxins, which are very stable, water-soluble and heat-resistant. Algae toxins are not easy to decompose when boiled in water at high temperature, and general tap water treatment processes (such as coagulation sedimentation, filtration, and chlorine addition) cannot decompose it. Algae toxin is a strong cancer-promoting agent, which can cause liver cancer. It is very to...

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
Patent Type & Authority Applications(China)
IPC IPC(8): C07D311/22A01N43/16A01P13/00
CPCC07D311/22A01N43/16
Inventor 涂其冬宋伏冰刘米米王莹周庭辉郭辉陈道驹向鹏李琪邓怡冰
Owner JIANGXI SCI & TECH 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