JPS5945646B2 - antibacterial agent - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention relates to an antibacterial agent containing furnesal as an active ingredient.

Since ancient times, in Japan, sake, miso, and soy sauce have been made by fully utilizing the unique characteristics and abilities of microorganisms, and the microbial industry has a long history.

In recent years, the discovery and development of antibiotics has progressed rapidly, and this has led to further advances in the synthesis and production of amino acids by microorganisms, the production of proteins from petroleum, and the production of useful metals from ores using the action of microorganisms. The new role that microorganisms play in various industrial fields, such as extraction and pollution prevention technology, is becoming increasingly appreciated. However, on the other hand, the damage caused by the action of microorganisms includes diseases of animals and plants, spoilage and denaturation of food and feed, cosmetics, quasi-drugs, textile and paper products, leather products, wood processing, paints, plastic materials, metals, and electronics. The damage spread to a wide range of equipment, optical machinery, etc., causing great losses. Conventionally, for the purpose of preventing damage caused by microorganisms, organic metal agents such as inorganic metal agents, organic mercury agents, and organic tin agents, aromatic phenol derivatives such as phenol, and their halogen-substituted products have been used. Although they have been mainly used, the toxicity of these compounds has recently become a problem, and the use of most of them has been forced to be discontinued. Therefore, in the industrial world, there is a search for substances that prevent deterioration and corrosion caused by microorganisms, are non-toxic or have extremely low toxicity to the human body, are easy to handle, and have stable effects over a long period of time. Recently, certain 0-phenylenediamine derivatives containing an aldehyde group, such as 1-formamide 2-(3
-acetylthioureido)benzene, 1-formamide 2-(3-propionylthioureido)benzene,
The use of 1-formamide, 2-(3-isobutylthioureido)benzene, etc. was proposed (
(See Japanese Patent Application Laid-open No. 48-80731).

The present inventors have also conducted repeated research on prevention of deterioration and corrosion caused by microorganisms from the above point of view, and have found that falnesal is more susceptible to microorganisms, especially staphylococci, than the above-proposed 0-phenylenediamine derivative having an aldehyde group. Has remarkable bacteriostatic activity against Gram-positive bacteria such as Streptococcus, Staphylococcus, Staphylococcus, Dilococcus, Monococcus, Bacillus, Aerococcus, Corynebacterium, Clostridium, Mycobacterium, Lactobacillus, and Nocardia. and
Moreover, they discovered that it has extremely low toxicity to the human body and has no skin irritation, leading to the completion of the novel antibacterial agent of the present invention.

As shown in Table 1 in Test Example 1 below, in light of the fact that other terpene aldehydes such as dihydro-citronellal, rhodinal, and citral have almost no bacteriostatic action, fuarnesal has an excellent bacteriostatic action. is completely surprising.

Falnesal, which is an active ingredient of the antibacterial agent of the present invention, is a known compound and can be easily obtained industrially by known production methods.

For example, dehydro-nerolidol is obtained by reacting acetylene with geranyl acetone, partial hydrogenation is applied to the dehydro-nerolidol to obtain nerolidol, this is converted into farnesol by allyl rearrangement, and then oxidized to obtain farnesal. The antibacterial agent of the present invention may consist of only fuarnesal, or it may be formulated in the form of an emulsion, a wettable powder, etc. by blending the fualnesal with various suitable dilution aids, such as solvents and surfactants. Sometimes it's something.

The amount of the antibacterial agent of the present invention to be used is usually about 200% in terms of the amount of active ingredients contained in cosmetics, quasi-drugs, paints, etc.
Approximately 2000 ppm or so is appropriate.

In carrying out the present invention, the antibacterial agent of the present invention may be used in cosmetics, quasi-drugs, textile/paper products, leather products, wood processing,
It can be mixed, applied or sprayed onto paints, plastic materials, metals, electronic devices, optical machines, etc. depending on the shape of these products. In particular, when mixed with medicated soaps, cosmetic soaps, lotions, lotions, creams, and other cosmetics, it may cause skin disinfection or impetigo, hair healing from shaving, folliculitis, zaxaria, acne, eczema, etc. Prevention of skin diseases 1ζ
It is valid. Furthermore, by mixing the antibacterial agent of the present invention with a cleaning agent, etc., the cleaning action can be improved. *Next, the effect of the antibacterial agent of the present invention on microorganisms will be explained using trials and examples. ζ Experimental example 1 MIC (minimum inhibitory concentration) for various microorganisms; 1st
Shown in the table.

Zeta test method: 10 instant/Tll! Dilute the test solution in 10 steps, put 1 ml of each concentration into a vetri dish, add 9 d of Nutriendo agar, mix well before solidifying, and prepare a flat plate.

On the other hand, about 1 platinum loop of bacteria was transplanted into a test tube containing 10rn12 peptone water, and statically cultured at 37°C for 24 hours.
One platinum loop of this culture solution was applied to a previously prepared flat plate, and
Incubate at ℃ for 48 hours. Then, determine the minimum concentration that inhibits the growth of the applied bacteria. The bacterial strains used in the test are shown below. 1 plant, 41 Staphylococcus aureus FD
A2O9P Waterfall 2 Bacillus subtilis IAMlO69
7l63 Sarcina rutena IFO3232 rot4 Corynebacterium equi IAM7f65 Mycobacterium avium FO3l547 l66 Mycobacterium freichi 1F0 Waterfall 7 Nocardia asteroides IFO3424.i, Waterfall 8 Aerobacterium aerogenes C7l69 Ehrlechisia coli IAMl2 Phenol coefficient for 39 (Bactericidal action) was 0.9.

Test method: Staphylococcus aureus FDA2O9
Culture P. using Nutriend liquid medium for 24 hours with shaking.

On the other hand, dilute the test drug solution appropriately with sterilized distilled water and make 10ml of the solution! was prepared in a large test tube, 1WLe of the above bacterial solution was added thereto, and the mixture was incubated at 20°C for 25 minutes, 5 minutes, 10 minutes, 1
After contacting for 5 minutes, mix about 1 platinum loopful of it with a new Nutriendo liquid base, immediately apply a portion of this onto a Nutriendo agar medium, incubate at 37℃ for 24 hours, and determine if the bacteria have died. did.

The phenol coefficient is 10 if bacteria are not killed within 5 minutes of action.
The ratio was defined as the maximum dilution ratio of the test drug solution that would be killed in minutes to the maximum dilution ratio of phenol that would give the same result. Implementation!
1 10g of purified lanolin, 10f of white beeswax! A base was prepared by adding 10 g of glycerin to a white ointment consisting of 80 f1 of white petrolatum.

Claims (1)

[Claims] 1.An antibacterial agent containing fualnesal as an active ingredient.