JP3471405B2 - Termite pesticide - Google Patents

Description

Description: BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a termite-controlling agent which is excellent in storage stability and stability and can exert a controlling action for a long period of time. [0002] Hitherto, chlordane and chlorpyrifos containing an active ingredient as a termite control agent have been known.
However, although they exhibit an excellent control action, they are highly toxic to all living organisms, which may have a toxic effect on contractors and residents of the control treatment, and pose a problem in terms of safety in use. was there. In addition, the extermination effect was local and only at the site where the drug was sprayed, and did not reduce the activity of the termite colony as a whole. [0003] Therefore, the applicant has an excellent extermination action,
In addition, we attempted to develop a termite control agent containing phytoncide as an active ingredient, which is naturally produced and has excellent safety without adverse effects on the human body. This phytoncide coexists in the intestinal tract of termites, has insecticidal and bactericidal activities against protozoa that actually decompose wood and supply nutrients to termites, and microorganisms existing in them, disrupting this ecosystem In this way, termites are starved to indirectly. Furthermore, since this effect is slow-acting, when the individual who has consumed phytoncide returns to the nest, the phytoncide can spread throughout the termite colony and reduce its activity. However, since phytoncide has a strong sublimation property, when used in air, there is a phenomenon that the extermination effect is lost in a short period of time due to volatilization, and it also has a repelling effect on termites and is not easily eaten by termites was there. Therefore, termite pesticides containing phytoncide as an active ingredient can be expected to exhibit an excellent pesticidal action, but are hardly eaten by termites, and it is difficult to maintain the pesticidal action over a long period of time. At present, it is impossible to provide a termiticide using phytoncide, which is practically used, because of problems such as lack of properties and stability. SUMMARY OF THE INVENTION The present invention solves the above-mentioned conventional problems and has no repelling effect on termites and has a sufficiently slow anti-anterior effect. The phytoncide can be expected to return to the nest and spread phytoncide, and can exhibit excellent control action over a long period of time, and have sufficient storage, handling, and stability for practical use. It has been completed for the purpose of providing a termite control agent that can exert its effects. Means for solving the above-mentioned problems The termite-controlling agent of the present invention made to solve the above-mentioned problems is a product of hinokitiol.
A glycoside or an acyl form is used as an active ingredient. The present invention relates to a derivatizable -SH, -C
Phytontide having a functional group such as OOH and -OH
That, for example hinokitiol, chlorogenic acid, eugenol, among Rishichin acids directed to a hinokitiol.
As the glycoside, those in which a sugar is bound to hinokitiol by β bond are desirable. This is because the protozoan cellulase present in the termite intestine efficiently converts sugars
This is because it is decomposed into chithiol . Further, as the acyl compound, it is desirable that the acyl group has 4 to 18 carbon atoms. This is because the neutral fatty acids released when decomposed by lipase in the intestine of termites also exert an antibacterial action. Hereinafter, the present invention will be described in detail. Here, taking hinokitiol as an example, hinokitiol is a special substance having a 7-membered ring as shown in Chemical formula 1, and has long been known as a substance having a broad antibacterial spectrum.
For example, it is extracted as an essential oil component of Aomori Hiba and used as various pesticides, insect repellents, pharmaceuticals, food additives, and the like. In the present invention, the hinokitiol is not directly used as an active ingredient, but has a novel point in that a glycoside or an acyl derivative thereof is used as an active ingredient. [0008] The above-mentioned hinokitiol glycoside is one in which the hydroxyl group of the hinokitiol and the hydroxyl group of the sugar are dehydrated and condensed by the action of an enzyme, and the sugar is bound by glycosylation by an ether bond, as shown in Chemical formula 2. The hinokitiol glycoside synthesized as described above has a sugar of β
The structure is linked to hinokitiol by the bond. Chemical formula 4 is an isomer of the hinokitiol glycoside shown in chemical formula 3, but has the same properties as those in chemical formula 3. As the glycosylation means, in addition to the above-mentioned enzymatic method, an organic chemical method, a method based on bioconversion, and the like can be used. The saccharides to be bound to hinokitiol include monosaccharides such as hexose such as glucose, fructose, mannose and galactose, pentosose such as xylose and arabinose, and disaccharides such as primeverose, gentiobiose, rutinose, strophantobiose and cellobiose. And other polysaccharides or their derivatives. [0011] Embedded image [0013] On the other hand, the hinokitiol acyl compound is obtained by dehydrating and condensing the above hinokitiol and a fatty acid, as shown in Chemical Formula 5, to convert the hydrogen of the hydroxyl group of the hinokitiol into an acyl group (RCO-).
Is obtained by substituting That is, using hinokitiol as a starting material, for example, a fatty acid is ester-bonded to hinokitiol in the presence of an enzyme such as lipase or esterase to acylate the hinokitiol with an acyl group (RCO-). The hinokitiol acyl compound synthesized as described above has a structure in which the acyl group is bonded to hinokitiol by an ester bond as shown in Chemical formula 6. Chemical formula 7 is an isomer of the hinokitiol acyl compound shown in chemical formula 6, but has the same properties as those in chemical formula 6. As the means for acylation, in addition to the above-mentioned enzymatic method, it is also possible to use an organic chemical method or a method based on bioconversion. Various fatty acids can be used as the fatty acid to be dehydrated and condensed with hinokitiol, butyric acid (C ₃ H ₇ COOH), valeric acid (C ₃ H ₇ COOH), caproic acid (C ₅
H ₁₁ COOH), octanoic acid (C ₇ H ₁₅ COOH), capric acid (C ₉ H ₁₉ COOH), lauric acid (C ₁₁ H ₂₃ COOH), myristic acid (C ₁₃ H ₂₇ COOH), palmitic acid (C ₁₅ Saturated fatty acids such as H ₃₁ COOH) and stearic acid (C ₁₇ H ₃₅ COOH) and unsaturated fatty acids such as oleic acid (C ₁₇ H ₃₃ COOH) and linoleic acid (C ₁₇ H ₃₁ COOH); When a fatty acid of (1) is used, excellent extermination power can be exhibited, which is preferable. Embedded image Embedded image Embedded image The hinokitiol derivatives of glycosides and acyl compounds thus obtained have extremely low sublimation properties as compared with conventional hinokitiols, and have a long-term control action even when used in air. An aqueous solution having high water-solubility and effectively exerting an exterminating effect can be prepared, and exhibits excellent storage stability, handleability, stability and the like. The hinokitiol glycoside is easily hydrolyzed by a β-glucosidase enzyme of the intestinal microorganisms of termites to decompose hinokitiol, thereby exhibiting an excellent control effect. In other words, when termites eat and drink the glycoside, hinokitiol is released into the body by the hydrolysis of β-glucosidase held by the intestinal microorganisms, and the elimination action can be reliably performed by the extermination. In addition, the hinokitiol acyl compound is easily hydrolyzed by enzymes such as lipase and esterase present in pancreatic juice, gastric juice and the like, and easily decomposes hinokitiol, thereby exhibiting an excellent control action. That is, when termites eat and drink the acyl form, hinokitiol is released into the body by the hydrolysis of lipase in gastric juice and the like, and the extermination action can be reliably carried out. As described above, the termite-controlling agent containing the hinokitiol derivative as an active ingredient exhibits a stable controlling effect over a long period of time. EXAMPLES Example 1 Upper and lower hinokitiol glycosides and hinokitiol acyl forms obtained by thin layer chromatography (TLC) manufactured by Nippon Insulators Co., Ltd. were converted into acetone (or water). After dissolving, the absorption amount of hinokitiol derivative is about 1% (W / W) in a test piece of cedar piece (10 × 10 × 10mm)
The mixture was air-dried at room temperature for 48 hours. A test piece obtained in this manner is spread in a Petri dish having a diameter of 9 cm with sand (30 mesh or less) to a thickness of about 0.5 cm, and one piece is placed in a place uniformly moistened with water. 150 animals were placed and maintained at 26 ± 2 ° C. to conduct a food damage test. Table 1 shows the results of measuring the amount of weight loss by termites with the period of food damage set to 21 days.
In addition, the results of the same phytotoxicity test using a sample in which hinokitiol (a biochemical reagent 99% manufactured by Wako Pure Chemical Industries, Ltd.) was absorbed and a sample that had not been subjected to any treatment were compared. As shown. As is clear from the test results, it was confirmed that those containing hinokitiol glycosides and acyl compounds as active ingredients exhibited excellent termite control activity. [Table 1] Note 1: Weight loss rate (%) = (W ₁ −W ₂ ) × 100 / W ₁ Note 2: Hinokitiol glycoside A was obtained from the top of TLC Note 3: Hinokitiol glycoside B was obtained from TLC (Example 2) Dry soil consisting of a sandy soil of 20 mesh or less, prepared by dissolving and suspending 0.15 g of a hinokitiol derivative obtained in the same manner as in Example 1 in water. Prepare a treated soil with a concentration of about 1% in addition to 12g. 1 g of water and 3 g of water per 12 g of soil were placed in the center of a glass cylindrical tube 1 having a diameter of 1.5 cm and a length of 10 cm as shown in FIG.
Mix and fill in the ratio of The glass cylinder 1 has a diameter of 2
5cm, connecting the lower part of 12cm long cylindrical container 2,2,
Untreated soil having a moisture content of 25% and 50 termites were placed in one of the cylindrical containers 2, and about 3 pieces of red pine debris were placed in the other cylindrical container 2.
g. Using the instruments as described above, termite soil drilling tests (according to JTCA-S No. 7 standards) were performed, and the results of observing the drilling distance and termite viability over 21 days are shown in Table 2, The excellent extermination effect of the present invention was confirmed. [Table 2] As is clear from the above description, the present invention has a hinokitiol derivative as an active ingredient, which has no repellent effect on termites and has a sufficiently slow anti-termite effect. Hinokichio return to individuals nest ate it
Le can be expected to Hitanobe, and further it is possible to exhibit excellent disinfection action over a longer period, sufficient storage stability in practical use, handling, it can exert the stability . Therefore, the present invention has a great contribution to industrial development as a termite control agent that has eliminated the conventional problems.

BRIEF DESCRIPTION OF THE DRAWINGS FIG. 1 is a perspective view showing an instrument used for a soil piercing test in an example of the present invention.

────────────────────────────────────────────────── ─── Continuation of the front page (56) References JP-A-7-17993 (JP, A) JP-A-7-33708 (JP, A) JP-A-63-264510 (JP, A) (58) Survey Field (Int.Cl. ⁷ , DB name) A01N 35 / 06,65 / 00

Claims (1)

(57) [Claim 1] A termite repellent comprising a hinokitiol glycoside or an acyl derivative as an active ingredient.