JP3199316B2 - New antibacterial substance - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

[0001] The present invention relates to an antibacterial substance, and more particularly to an antibacterial substance obtained from a leek extract.

[0002]

2. Description of the Related Art Conventionally, various pathogens have been present in agricultural crops, and as a countermeasure against them, artificially synthesized agricultural chemicals are mainly used at present.

On the other hand, in recent years, artificially synthesized pesticides are considered to have an adverse effect on not only the human body but also the natural world. for that reason,
There is a need for more safe extracts from natural products that have a function as pesticides.

[0004]

SUMMARY OF THE INVENTION The present invention has been made in view of the above circumstances, and an object thereof is to obtain a novel antibacterial substance from a leek extract.

[0005]

The technical measures taken to solve the above-mentioned object are a novel antibacterial substance having the following characteristics: (1) color and shape: white crystal (2) molecular weight: 385 (3) molecular formula : C ₂₆ H ₄₃ NO (4)

Embedded image It is.

Hereinafter, the present invention will be described in more detail based on embodiments of the present invention.
The present invention is not limited to the separation method described below. <Example 1> 5 kg of green onion root was immersed in a 20-fold amount of methanol, allowed to stand for one week, and then filtered to obtain a methanol extract. The methanol extract was concentrated, and the concentrate was dissolved by adding water at a ratio of 1:20. PH is adjusted with 1N hydrochloric acid
And extracted three times with ethyl acetate. The ethyl acetate layer was concentrated, and the concentrate was powdered by adding silica gel. This was subjected to silica gel chromatography, which was previously filled with chloroform, and the chloroform-eluting fraction was collected and concentrated.
Silica gel was added to this to make it into a powder, which was subjected to silica gel column chromatography pre-filled with hexane.
First, after sufficiently eluting with hexane, hexane-acetone (9:
The active fraction was collected in 1) and concentrated. The concentrate was dissolved in a small amount of benzene and subjected to preparative silica gel thin layer chromatography. The developing solvent was developed as hexane: ethyl acetate: acetone (10: 10: 1), and the active fraction was scraped and extracted with benzene to obtain a crude product. Subsequently, the crude product was subjected to silica gel chromatography previously filled with benzene. After elution with benzene, elution was continued with a mixture of benzene and ethyl acetate. The active fractions appearing in benzene: ethyl acetate (80:20 to 73:27) were collected, concentrated, and concentrated in a small amount of hexane: ethyl acetate (80%). The solution dissolved in 1: 1) was further subjected to silica gel column chromatography previously filled with hexane. First, after elution with hexane, active fractions eluted with hexane: ethyl acetate: acetone: chloroform (5: 5: 0.5: 4.5) were collected, concentrated, and dissolved in a small amount of chloroform. This was crystallized under ice cooling to obtain a pure new antibacterial substance.

[0007] The novel antimicrobial substance has the following properties. (1) Color and shape: white crystal (2) Molecular weight: 385 (3) Molecular formula: C ₂₆ H ₄₃ NO (4) Ultraviolet absorption spectrum (in ethanol): 22
0, 237, 252, 277, 302 (5)

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<Example 2> Table 1 shows the antibacterial activity of a novel antibacterial substance in a nutrient medium against various test bacteria by a dilution method. The culture medium used was 1% glucose, 1% polypeptone, 1% malt extract, pH 5.5 for filamentous fungi,
For bacteria, 1% peptone, 0.2% magnesium sulfate,
pH 7.0 was used.

[0009]

[Table 1]

[0010] As is clear from Table 1, the new antibacterial substances have an MIC (μg / ml: minimum growth inhibitory concentration) which is all one digit. These values are comparable to the MIC of chlorine, which is a common fungicide, and have strong antibacterial activity against various filamentous fungi and bacteria, including filamentous fungi known as the pathogen of cucumber scab. It is understood that.

Example 3 5 kg of green onion root was immersed in 20 times the volume of methanol, allowed to stand for one week, and then filtered to obtain a methanol extract. Was adsorbed to 2 parts by weight of cellulose per 1 part by weight, and the methanol extract-adsorbed cellulose powder was applied at 0.2 g / strain. This methanol extract (crude product containing a novel antibacterial substance) is a crude product that is lower in purity than the pure novel antibacterial substance obtained in Example 1 described above.
The green onion root powder was applied at 2 g / strain. Antibacterial activity against eggplant wilt fungus (Verticillium dariae) was investigated using actual crops in each field. Table 2
Shows the test environment, Table 3 shows the test results, and Table 4 shows the content of the novel antibacterial substance. This content is based on the methanol extract (crudely purified product containing a novel antibacterial substance) 67 mg / strain contained in the methanol extract-adsorbed cellulose 0.2 g / strain.

[0012]

[Table 2]

[0013]

[Table 3]

[0014]

[Table 4]

As shown in the test results in Table 3, the extract from the onion root, that is, the extract containing a novel antibacterial substance, was found to inhibit the occurrence of wilt fungus (Verticillium dariae) in eggplant. Was. This is presumed to be due to the excellent antibacterial activity of the novel antibacterial substance contained in the extract.

Based on the test environment shown in Table 2, 10 g of the cellulose extract-adsorbed cellulose powder shown in Example 3 above was applied to the whole field, and the antibacterial activity against spinach half-body wilt fungus (Fusarium oxysporum) was also investigated. did. Table 5 shows the test results, and Table 6 shows the content of the novel antibacterial substance. This content is the content in 3.33 g of a methanol extract (a crudely purified product containing a novel antibacterial substance) contained in 10 g of the cellulose adsorbed with the methanol extract.

[0017]

[Table 5]

[0018]

[Table 6]

In this test, it is also clear that the extract containing a novel antibacterial substance from the onion root suppresses the onset of wilt of spinach. This is also presumed to be due to the antibacterial activity of the new antibacterial substance.

Since the present invention is constituted as described above, the physicochemical properties and the biological properties are as described above, and no compound similar to such properties has been known.
According to the present invention, an antibacterial substance obtained from a leek extract can be newly provided.

Continuation of the front page (72) Inventor Akiko Tanaka Sapporo Industrial Machinery Co., Ltd., Sapporo Industrial Machinery Co., Ltd., 17-14, 1-15-1, Nishi-ku, Sapporo, Hokkaido (58) Field surveyed (Int. Cl. ⁷ , DB name) C07D 209/36 A01N 43/38 CA (STN) REGISTRY (STN)

Claims (1)

(57) [Claims] 1. A novel antibacterial substance having the following properties: (1) Color and shape: white crystal (2) Molecular weight: 385 (3) Molecular formula: C ₂₆ H ₄₃ NO (4)