JPS62145017A - Antibacterial agent - Google Patents

Abstract

PURPOSE:To provide an antibacterial agent containing a specific flavone compound as an active component and exhibiting suppressing effect against indigenous dermatic bacteria. CONSTITUTION:A compound of formula (R3, R5-R8 and R2'-R5' are H or OH; R6' is H) is used as an active component of the objective antibacterial agent at an amount of 0.01-1wt% of the whole composition. The compound of formula is present in plant and is produced by extracting the plant with a proper solvent or by a synthetic means comprising the condensation of O- hydroxyacetophenone or its hydroxyl-substitution product with benzoyl chloride or its hydroxyl-substitution product and the cyclization of the resultant O- benzoxyacetophenone or corresponding hydroxyl-substitution product. It is effective against Staphylococcus epidermis which is an indigenous dermatic bacterium. The agent is useful for the prevention and remedy of dermatic diseases such as acne vulgaris (pimple). The compound is added with a base and additives and is used in the form of solution, emulsion, powder, dispersion, etc.

Description

DETAILED DESCRIPTION OF THE INVENTION (Industrial Field of Application) The present invention relates to an antibacterial agent. Specifically, the present invention relates to an antibacterial agent that exhibits an inhibitory effect on resident skin bacteria.

(Structure of the Invention) As a result of studying the pharmacological activities of various physiologically active substances contained in plants, the present inventors found that certain flavone compounds are present in Staphylococcus epidermides CSta h 1ococcus, a resident skin bacterium. The present invention was achieved by confirming that the antibacterial activity of this antibacterial agent is excellent against the antibacterial activity of the antibacterial agent ATCC 12228).

To explain the present invention in detail, the flavone (Flavo) compound which is the active ingredient of the present invention is, for example,
-chemical pharmacology, 3
Vol. 2, No. 7, 1] pp. 41-+148 (1983). -dihydroxyflavone (compound 2), 7.
8-dihydroxyflavone (compound 3), 3', 4',
5.7-thitrahydroxyflavone (Luteolin)
, compound 4), 3,5.7-dolihytroxyflavone (Galangin, compound 5), 3.3p, 1]
',? -tetrahydroxyflavone (FiSetin,
Compound 6), 3 + 3'+ 4'+ 5 + 5'+
7-Hexahydroxyflavone (Myri-cet
in, compound? ), 3.3', 4', 5,6.7-hex41 hydroxyflavone (uuercetageti
n, Compound 8), 2', 3°4.5.7-bentahydroxyflavone (Marin, Compound 9), etc. are used.

These compounds exist in plants and can be extracted and separated using appropriate solvents. For example, 0-hydroxyacetophenone or its hydroxy-substituted product may be condensed with pensoyl chloride or its hydroxy-substituted product to
-benzoxyacetophenone or the corresponding hydroxy substituted product, followed by cyclization.

The flavone compounds mentioned above do not need to be isolated and pure; extracts, partially purified products, etc. containing them are used, and usually these active ingredients are mixed with appropriate bases, diluents, etc., and the total amount is It is used in an amount of about 0.01 to 1% by weight.

(Effect of the invention) As shown in the examples below, the flavone compound represented by the above formula [1] is a skin resident bacteria, Staphylococcus.
Iermidis (tlcce i+Iermidis)
) exhibits effective antibacterial activity. Therefore, these compounds are directly stimulated by this bacterium, for example Propionibacterium 1 fly, and stimulated by the free fatty acids produced by the liver action of these bacteria. An example of a skin disease in which both are thought to be involved is acne vulgaris.
It is useful for the prevention and treatment of E. vulgaris).

When using the antibacterial agent of the present invention, oil, water, surfactants, alcohol, chelating agents, antioxidants, thickeners, pigments, preservatives, etc. are used as bases and additives. It is used in the form of emulsion, powder, dispersion, etc.

(Example) The present invention will be described in more detail below with reference to Examples.

[Antibacterial test] Agar plate dilution method shown below.
The antibacterial activity of this substance was measured using the following method.

That is, the sample compound was added to 5% dimethyl sulfoxide water WJ.
Sample solution 1] suspended in the residue and adjusted to a predetermined concentration was taken into a sterile petri dish (9 cw x 2 cm), and 1
Susceptible disc culture medium sterilized at 20°C for 15 minutes (
91 (manufactured by Eiken Chemical Co., Ltd.) was added, thoroughly mixed, and solidified on a flat plate.

Using a platinum loop with an inner diameter of 1Il1], the test bacteria prepared in advance was applied and inoculated onto the above-mentioned flat plate to a length of about 2c+n.
Culture was carried out at 0°C for 18-20 hours. Old C1a (m1
nis+ua+ 1nhibitory concentration
Lration).

The test bacteria were cultured at 30° C. for 18 to 20 hours using heart infusion broth medium (Eiken Chemical Co., Ltd.) and diluted 100 times with physiologically active saline immediately before use.

By the above test method, Staphylococcus evidermides (tahous eid rm'
The results of measuring the old C value of each sample compound against dS) are shown in Table 1 on the next page.

Table 1

Claims (1)

[Claims] (1) The following [1] formula▲There are mathematical formulas, chemical formulas, tables, etc.▼・・・・・・・・・
[1] (In the formula, R_3, R_5, R_6, R_7 and R_8 are
Each represents a hydrogen atom or a hydroxyl group, R'_2, R
'_3, R'_4 and R'_5 each represent a hydrogen atom or a hydroxyl group, and R'_6 represents a hydrogen atom. ) An antibacterial agent that exhibits an inhibitory effect on indigenous skin bacteria and contains a flavone compound as an active ingredient.