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Application of acylated phloroglucinol derivative in preparation of antibacterial agent

The technology of acyl phloroglucinol and phloroglucinol is applied in the field of antibacterial activity of phloroglucinol derivatives, and can solve the problems of poor sensory quality, decreased nutritional value, infiltration of mycotoxins and the like

Pending Publication Date: 2022-04-08
LANZHOU UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Decayed grains, fruits and vegetables infected by pathogenic microorganisms have poor sensory quality and reduced nutritional value
In addition, even the parts that appear to be uninfected by the naked eye may seep into some mycotoxins, which may seriously endanger human health after ingestion
[0004] In food processing industries such as meat products and dairy products, Bacillus cereus, Listeria monocytogenes, Escherichia coli O157:H7, Salmonella enteritidis, etc. pose a serious threat to human food safety, and the toxins produced by them can cause food poisoning , seriously endangering human health

Method used

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  • Application of acylated phloroglucinol derivative in preparation of antibacterial agent
  • Application of acylated phloroglucinol derivative in preparation of antibacterial agent
  • Application of acylated phloroglucinol derivative in preparation of antibacterial agent

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0016] Embodiment 1: the preparation of phloroglucinol derivative

[0017] Compound 1-20 (refer to European Journal of Medicinal Chemistry 155 (2018) 255e262; J Antibiot (Tokyo) 2019, 72 (5), 253-259; J. Nat. Prod. 2016, 79, 2195-2201) synthesis, The phloroglucinol derivatives 1-20 listed in the claims are determined according to the physical properties and NMR mass spectrometry identification consistent with the literature reports. All compounds were separated by conventional methods such as silica gel column chromatography to obtain pure products for further activity testing.

Embodiment 2

[0018] Example 2: Determination of Indoor Antibacterial Activity of Phloroglucinol Derivatives on Postharvest Fruit Rot-causing Fungi

[0019] The phytopathogenic fungi used in this experiment were strains stored at 4°C in the laboratory. The mycelial growth rate method was used. The medium used for all phytopathogenic fungi in the laboratory was potato agar dextrose medium (PDA for short). PDA medium formula: potato (peeled) 200g, glucose 20g, agar 15g, distilled water 1000mL.

[0020] PDA medium preparation method: wash and peel the potatoes, weigh 200g and cut into small pieces, add water and boil until it can be punctured by a glass rod, filter with four layers of gauze, add distilled water in a beaker To 1000 mL, add 15-20 g of agar according to the needs of the experiment, add 20 g of glucose, stir to dissolve it fully, then divide it into Erlenmeyer flasks, sterilize at 121°C for 20 minutes, and cool down for later use.

[0021] experimental method

[0022] 1) Mycelia...

Embodiment 3

[0034] Embodiment 3: Determination of indoor antibacterial activity of phloroglucinol derivatives to plant pathogenic fungi

[0035] Indoor bacteriostatic activity of table 4 phloroglucinol derivatives to phytopathogenic fungi

[0036]

[0037] As can be seen from the bioassay results in Table 4, the phloroglucinol derivatives involved in the present invention have good antibacterial activity to 5 kinds of plant pathogenic fungi, and when the acyl side chain alkane contains branched chains, the antibacterial activity significantly decreases, and it is a linear alkane Or cycloalkane antibacterial activity is significant.

[0038] Embodiment 3: Determination of indoor antibacterial activity of phloroglucinol derivatives to agricultural bacteria

[0039]The micro-broth dilution method was adopted: the agricultural bacteria were inoculated in 20mL NB medium, and then placed in a constant temperature shaker at 37°C for 12h, with a rotation speed of 150rpm. Take an appropriate ...

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PUM

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Abstract

The invention discloses a novel application of an acylated phloroglucinol derivative in prevention and treatment of fruit postharvest rot-causing fungi, agricultural plant pathogenic fungi, agricultural bacteria and food-borne pathogenic bacteria, and belongs to the field of bactericides. The twenty acylated phloroglucinol derivatives provided by the invention have the advantages that the twenty acylated phloroglucinol derivatives are used for treating postharvest rot-causing fungi such as botrytis cinerea, penicillium expansum ACCC30898, rhizopus stolonifer CICC 40327, monilinia coerulea ACCC 36263, aspergillus flavus ACCC32601 and the like; various plant pathogenic fungi such as rhizoctonia solani, sclerotinia sclerotiorum, fusarium graminearum, magnaporthe oryzae and phytophthora capsici; agricultural bacteria such as Xanthomonas oryzae pv. Oryzae ACCC 116602, Xanthomonas citri pv. Citri and the like; the compound has obvious bacteriostatic or bactericidal activity on food-borne bacteria such as bacillus cereus BNCC 103930, listeria monocytogenes ATCC 19115, salmonella enteritidis ATCC 14028, escherichia coli O157: H7 ATCC 35150 and the like, and can be developed as a broad-spectrum bactericidal lead compound applied to the agriculture or food industry.

Description

technical field [0001] The invention relates to the antibacterial activity of phloroglucinol derivatives and belongs to the field of fungicides. Background technique [0002] Plants of the genus Hypericum belonging to the family Guttiferae have a history of more than 2,400 years of folk medicine. The ingredients such as naphthalenedanthrone, flavonoids and phloroglucinol contained in it show certain antibacterial, antioxidative, antimalarial, anti-inflammatory and anticancer activities, which has attracted extensive attention of researchers. For example, for the separation of phloroglucinol components and polycyclic polyisopentenyl phloroglucinol, polycyclic polyisopentenyl acylated phloroglucinol, and methyl phloroglucinol with phloroglucinol as the starting point Synthesis of derivatives such as glucinol, etc., activity evaluation found that these derivatives are effective against Cryptococcus, Candida albicans, Methicillin-resistant Staphylococcus aureus, Trichomonas rub...

Claims

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Application Information

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IPC IPC(8): A01N35/04A01P3/00A01P1/00
Inventor 刘映前胡勇梅吴争荣安俊霞赵文斌吴天琳王艺荣张智军杜莎莎马越贺颖慧
Owner LANZHOU UNIVERSITY
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