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Chlorophyllin derivative and preparation method thereof and application of chlorophyllin derivative to bacteriostasis and insect disinfestation

A technology of chlorophyllin and derivatives, applied in the application of chlorophyllin derivatives, photosensitive insecticides, its preparation method and as a photosensitive antibacterial agent, can solve the problems of harming human health and the environment, reducing the efficacy of antibiotics, Toxic and side effects and other problems, to achieve the effect of high quantum yield, high photosensitivity, and high yield

Inactive Publication Date: 2016-05-25
NORTHEAST FORESTRY UNIVERSITY +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] In recent years, due to the toxic and side effects caused by the abuse of antibiotics, the destruction of natural microbial communities and the emergence of drug-resistant bacteria, the efficacy of antibiotics has gradually decreased, and is seriously endangering human health and the environment directly and indirectly.

Method used

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  • Chlorophyllin derivative and preparation method thereof and application of chlorophyllin derivative to bacteriostasis and insect disinfestation
  • Chlorophyllin derivative and preparation method thereof and application of chlorophyllin derivative to bacteriostasis and insect disinfestation
  • Chlorophyllin derivative and preparation method thereof and application of chlorophyllin derivative to bacteriostasis and insect disinfestation

Examples

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specific Embodiment 1

[0024] Specific embodiment 1: the synthesis of chlorophyllin

[0025] (1) Weigh 1g of silkworm excrement chlorophyll primary extract, add 10mL of acetone to dissolve, stir for 30min, add 20ml of concentrated NaOH solution, place in a constant temperature water bath at 50°C and stir for 2h, after it is fully hydrolyzed, let stand for 2h;

[0026] (2) Suction filter the precipitate obtained from step (1), dissolve it in 30 mL of water, and extract three times with 30 mL of petroleum ether; then use 18% HCl to adjust the pH of the solution to about 1, leave it at room temperature for 2 hours, and there is precipitation Precipitate, filter to collect the precipitate, wash the precipitate with distilled water, and dry to obtain a dark green solid. The content of chlorophyllin in the product can be determined to be 62.60% through high-performance liquid chromatography analysis and comparison with standard products.

specific Embodiment 2

[0027] Specific Example 2: Synthesis of Chlorophyllin Derivatives

[0028] (1) Weigh 2g of silkworm excrement chlorophyll primary extract, add 25mL of acetone to dissolve, stir for 30min, add 40ml of concentrated NaOH solution, place in a constant temperature water bath at 50°C and stir for 2h, after it is fully hydrolyzed, let stand for 2h;

[0029] (2) Suction filter the precipitate obtained from step (1), dissolve it in 60 mL of water, and extract three times with petroleum ether; then use 18% HCl to adjust the pH of the solution to about 1, leave it at room temperature for 2 hours, and precipitate , filter to get the precipitate, wash the precipitate with distilled water, and dry to obtain dark green chlorophyllin solid;

[0030] (3) Weigh 1 g of the chlorophyllin solid in step (2), add 40 mL of methanol and an appropriate amount of sulfuric acid catalyst, heat to 40 ° C for 2 h, after the reaction, remove the methanol by rotary evaporation, and the resulting crude product...

specific Embodiment 3

[0031] Specific Example 3: Synthesis of Chlorophyllinamide Derivatives

[0032] (1) Weigh 1g of silkworm excrement chlorophyll primary extract, add 10mL of acetone to dissolve, stir for 30min, add 20ml of concentrated NaOH solution, place in a constant temperature water bath at 50-60°C and stir for 2h, after it is fully hydrolyzed, let it stand for 2h;

[0033] (2) Suction filter the precipitate obtained from the above step, dissolve it in 30mL water, and extract three times with 30mL petroleum ether; then adjust the pH of the solution to about 1 with 18% HCl, leave it at room temperature for 2 hours, and there is precipitation. The precipitate was collected by filtration, washed with distilled water, and dried to obtain a dark green chlorophyllin solid;

[0034] (3) Weigh 0.5 g of the chlorophyllin solid in step (2), add 30 mL of ammonia water, and heat to 60° C. for 2 hours. After the reaction, the ammonia water is removed by rotary evaporation, and the obtained crude produc...

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Abstract

The invention relates to a chlorophyllin derivative and a preparation method thereof and application of the chlorophyllin derivative serving as a photosensitive bacteriostatic agent and insecticide to bacteriostasis and insect disinfestation. The chemical structure general formula of the derivative is shown as follows. According to the derivative, silkworm excrement serves as a raw material, chlorophyll is extracted from the silkworm excrement and is heated and hydrolyzed under a concentrated alkali condition, metallic magnesium ions are removed under an acidic condition, hydrophobic phytol side chains are removed through hydrolysis, and then the chlorophyllin derivative is obtained after modification. The chlorophyllin derivative is high in photosensitivity and high in quantum yield, and has 2 or 3 wavelengths to be selected, the selectivity of anti-pathogen microorganisms of a photosensitizer is improved, and obvious inhabitation and poisoning effects are achieved for bacillus subtilis, escherichia coli, forestry pathogens (fusarium oxysporum) and gypsy moths; the chlorophyllin derivative can be degraded in an environment, cannot pollute the environment, and is a true environment-friendly plant source bacteriostatic agent and insecticide. The general formula is shown in the description.

Description

technical field [0001] The invention relates to a chlorophyll derivative, in particular to a chlorophyll derivative, its preparation method and its application as a photosensitive bacteriostatic agent and a photosensitive insecticide. Background technique [0002] The chlorophyll needed for human survival belongs to the magnesium porphyrin compound, and the magnesium ion in the center of the chlorophyll porphyrin ring is replaced with other metal ions to obtain chlorophyll derivative products, such as sodium copper chlorophyllin, sodium calcium chlorophyllin, cobalt leaf Chlorinic acid sodium salt, iron chlorophyllin sodium salt, etc., have excellent coloring effect, promote hematopoiesis, protect liver, anti-microbial, promote wound and ulcer healing and anti-mutation and other biological characteristics and unique pharmacological functions, easy to be absorbed by the human body, and It has no toxic and side effects and is widely used in medicine, food, daily chemical indus...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D487/22A01N43/90A01P3/00A01P1/00A01P7/04C09D5/14A61K31/409A61K41/00A61P31/02
CPCA01N43/90C07D487/22C09D5/14Y02A50/30
Inventor 胡春平张国财张秀成李晓杨璟路佳亮
Owner NORTHEAST FORESTRY UNIVERSITY
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