KR101666911B1 - Nonallergenic urushiol derivatives, method of producing the derivatives and product containing sumac removed allergy by the method - Google Patents

Abstract

TECHNICAL FIELD The present invention relates to a technique for eliminating allergic reactions of urushiol derivatives, which are poisonous substances of rush, and more specifically, to an allergic non-osmotic ionic urushiol derivative, a method for producing the derivative, and an allergy-free product containing allergy.

Description

TECHNICAL FIELD [0001] The present invention relates to a non-allergenic urushiol derivative, an allergic non-oily ionic urushiol derivative, a method for producing the above derivative, and an allergen-

TECHNICAL FIELD The present invention relates to a technique for eliminating allergic reactions of urushiol derivatives, which are poisonous substances of rush, and more specifically, to an allergic non-osmotic ionic urushiol derivative, a method for producing the derivative, and an allergy-

According to the new medicine, the new medicinal herb, the main herbal medicine, etc., the lacquer exhibits various functions and efficacy in human health, and it helps the cancer and various diseases. It regulates the inflammation as the digestive agent in the stomach, In the heart, it is known to be effective as an encephalopathy ( Korean J. Food Sci. Technol. 32, 1389-95, 2000). In addition, it has been widely used in folk remedies such as gastric ulcer, insect repellent, stomach pain, constipation, and constipation (Kim In-Won et al., Korean J. Food Sci. Technol. 31, 855-863, 1999) (Kim et al., Korean J. Breed . 29, 115-123, 1997). (Lee et al. , J. Biochem. Mol. Biol. 36, 337-343, 2003), and the antioxidant activity of Rhus verniciflua extract (Kim et al., Korean J. Food Sci. Technol. 31, 855-863, 1999) , And cytotoxicity against AIDS reverse transcriptase (Kim et al., Korean J. Med. Crop Sci. 10, 284-287, 2002) And anticancer effects (Yang et al . , Carbohydrate Polymers. 59, 101-107, 2005) Have been reported. It has been suggested that urushiol, one of the major components of Rhus verniciflua, plays an important role in the diverse physiological activities of the sap of lacquer tree or its extracts.

Urushiol is a major constituent of 60-65% of the sap of Rhus verniciflua Stokes (Kamiya et al., J. Oleo Sci. 50, 865-874, 2001) and is the causative agent of contact dermatitis. (Du et al . , J. Chromatog. 284, 463-73, 1984) in which the hydrophobic side chain hydrocarbons composed of 15 to 17 carbons are bonded at the 3-position of the catechol structure. Recently, the effect of uriciol on ovarian cancer cell death (Choi et al . , J. Microbiol. Biotechnol. , 399-405, 2001), Helicobacter pylori killing effect (Suk et al . , Helicobacter. 16, 434-443, 2011) Etc., Clean Tech. 13, 22-27, 2007). In addition, the antioxidant active site (catechol structure) was investigated in order to examine the applicability of Ursiol as a preventive factor for arteriosclerosis through a previous study of this study group (Kim et al. , Free Radic. Biol. Med., 71, 379-389, In this study, we have succeeded in the organic synthesis of 4 kinds of urushiol derivatives modified only by the length of the hydrophobic side chain carbon at position 3, and by applying the synthesized derivatives to the back of the rat ear for a long time, two kinds of allergic non- 3-pentylcatechol, 3-eicosylcatechol). In addition, synthetic urushiol derivatives showed similar or slightly higher activities than α- Tocopherol, a natural lipid-soluble antioxidant in solution and homogeneity, confirming its applicability as an excellent antioxidant. The localization experiments using n- octanol / H ₂ O partition coefficient and liposome showed that the synthetic urushiol derivatives had a strong affinity for the membrane and a high membrane intrinsic property. Thus, urushiol derivatives were incorporated into the membrane to occur in the membrane Or scavenging radicals from the interfacial region of the membrane.

Although urushiol has been recognized as a potential candidate for the treatment of various diseases, if urushiol can not overcome the problem as an allergen causing factor of urushiol, application of urushiol itself is almost impossible. On the other hand, if the problems of allergy induction of urushiol derivatives are solved, the use of urushiol derivatives in food, medicine and industry is considered to be very high.

Therefore, various studies have been made to solve the allergen induced by urushiol, but the existing results have been applied to remove urushiol itself or to transform it into completely different compounds, and the molecular level of allergic non-lipolytic And the reproducibility is not ensured. In addition, urushiol is an excellent physiological activity-inducing factor itself, and there is a problem that the usability of lacquer is reduced or lost by removing urushiol. In addition, the process is complex and takes a long time.

In order to solve the above-described problems, the present inventors have completed the present invention by developing a technique for maintaining the basic skeleton of urushiol structure and suppressing the occurrence of allergy.

Accordingly, an object of the present invention is to provide an allergic non-osmotic ionic urushiol derivative which maintains the basic structure of an amphipathic urushiol structure and is allergen-induced, which is expected to exert excellent physiological activity after being absorbed into the body .

Another object of the present invention is a very simple method of ionizing urushiol derivatives, and it is very simple and quick in comparison with the conventional method of removing allergic rhusin juice or urushiol, The present invention also provides a method for producing an allergic non-osmotic ionic urushiol derivative capable of eliminating the allergic reaction of urushiol derivatives which cause toxicity, and a method for removing the allergic reaction.

Yet another object of the present invention is to provide a lacquer-containing product containing a lacquer coating and a lacquer-containing food which does not cause an allergic reaction even if it contains a product of lacquer tree.

The objects of the present invention are not limited to the above-mentioned objects, and other objects not mentioned can be clearly understood by those skilled in the art from the following description.

In order to achieve the above-mentioned object, the present invention provides an allergic non-osmotic ionic urushiol derivative having the following structural formula (1).

[Structural formula 1]

Here, R is a saturated hydrocarbon or unsaturated hydrocarbon having not more than 20 carbon atoms.

In a preferred embodiment, R further comprises a functional group on the side chain of the saturated hydrocarbon or unsaturated hydrocarbon.

In a preferred embodiment, R is a chain saturated hydrocarbon having the general formula C _n H _{2n + 1} , wherein n is 1 to 20.

In a preferred embodiment, it is ionized by the two anions (O < "& gt ^; ) formed in the structural formula 1, so that no allergy is induced.

The present invention also provides a method for producing an allergic non-ionic urushiol derivative comprising an ionization step of ionizing a urushiol derivative having the following structural formula (2).

[Structural formula 2]

Here, R is a saturated hydrocarbon or unsaturated hydrocarbon having not more than 20 carbon atoms.

In a preferred embodiment, the ionization step is carried out by adding salt and water to the urushiol derivative having the structural formula 2 and then heating.

In a preferred embodiment, the salt is a salt that is harmless to the human body comprising any one of sodium, potassium, calcium and magnesium.

In a preferred embodiment, the salt is added in an amount of 1 to 2 mol per 1 mol of the urushiol derivative.

Also, the present invention provides a method for eliminating allergic reactions of urushiol, which is characterized by eliminating the allergic reaction of urushiol derivatives that cause toxicity of lacquer through ionization treatment of ionizing urushiol derivatives contained in extracts derived from lacquer, lacquer or lacquer tree do.

In a preferred embodiment, the ionization treatment is carried out by adding salt and water to an extract derived from Rhus verniciflua, Lacquer or Lacquer, and then heating.

In a preferred embodiment, the salt is a salt that is harmless to the human body comprising any one of sodium, potassium, calcium and magnesium.

In a preferred embodiment, the salt is added in an amount of 1 to 2 mol per 1 mol of the urushiol derivative.

In addition, the present invention provides a lacquer coating material characterized in that the allergic reaction of urushiol derivatives which cause poisoning of lacquer by all of the above-mentioned removing methods is eliminated.

In addition, the present invention provides a lacquer containing food containing the ROSC product, characterized in that the allergic reaction of urushiol derivatives causing toxicity of ROSH is eliminated by any one of the above-mentioned removing methods.

In a preferred embodiment, the lacquer-containing food includes lacquer chicken, lacquer, lacquer, lacquer, lacquer, and lacquer derived extracts.

The effects of the present invention are as follows.

First, the allergic non-osmotic ionic urushiol derivative of the present invention maintains the basic skeletal structure of amphipathic urushiol, which is expected to exert excellent physiological activity after being absorbed into the body, and allergenicity is eliminated.

In addition, the method for producing an allergic non-osmotic ionic urushiol derivative of the present invention and the method for eliminating the allergic rhinitis reaction are very simple methods for ionizing urushiol derivatives. Therefore, there is no need for any special technical difficulties or a pretreatment process, , It is possible to eliminate allergic reaction of urushiol derivatives which are contained in the lacquer trees and cause poisoning of the lacquer.

In addition, the lacquer-containing product of the present invention does not cause an allergic reaction of lachum even if it contains the rumen lacquer product.

The effects of the present invention are not limited to the effects mentioned above, and other effects not mentioned can be clearly understood by those skilled in the art from the following description.

Fig. 1 is a schematic diagram of 3-pentadecyl catechol (PDC), one of the urushiol derivatives, of the allergic non-osmotic ionic urushiol derivative of the present invention.
FIG. 2 is a chromatogram obtained by performing high performance liquid chromatography on a reactant obtained by reacting PDC with a salt at 100 ° C in an aqueous solution according to an embodiment of the present invention.
FIG. 3 shows a DI-ESI-MS (positive mode) spectrum of an ionically-synthesized PDC according to an embodiment of the present invention.
4 shows results obtained by performing thin layer chromatography (TLC) analysis to confirm the degree of reaction after reacting a salt with PDC in an aqueous solution at 100 ° C according to an embodiment of the present invention.
FIG. 5 is a graph showing the result of the outward change of the ion-type PDC of the present invention after the coating experiment on the back of the ear using the same mole of the native PDC as a control in order to confirm the allergenicity of the PDC of the present invention.
FIG. 6 is a graph showing the leukocyte counts in the blood after applying the experiment on the back of the ear of a rat using the same mol of the native PDC as a control in order to check whether the ion-type PDC of the present invention is allergen-induced.
FIG. 7 is a graph showing neutrophil counts in the blood after the application of the same mol of the native PDC as a control to the back of the ear of a rat in order to confirm whether the ionic PDC of the present invention is allergen-induced.
8 is a graph showing eosinophil counts in the blood after the application test on the back of the ear of a rat using the same mol of native PDC as a control in order to confirm whether the ionic PDC of the present invention is allergen-induced.
FIG. 9 is a graph showing the histamine levels in the serum after the coating experiment on the back of the ear of a rat using the same mol of the native PDC as a control in order to confirm whether the ionic PDC of the present invention is allergenic.
FIG. 10 is a graph showing the immunoglobulin E levels in the serum after the application experiment on the back of the ear of a rat using the same mol of native PDC as a control in order to confirm whether the ion-type PDC of the present invention is allergen-induced.

While the present invention has been described in connection with what is presently considered to be the most practical and preferred embodiment, it is to be understood that the invention is not limited to the disclosed embodiments. Also, in certain cases, there may be a term selected arbitrarily by the applicant, in which case the meaning thereof will be described in detail in the description of the corresponding invention. Therefore, the term used in the present invention should be defined based on the meaning of the term, not on the name of a simple term, but on the entire contents of the present invention.

Hereinafter, the technical structure of the present invention will be described in detail with reference to the accompanying drawings and preferred embodiments. Solid / solid (weight / weight) parts or percent, solid / liquid (weight / volume) parts or%, and liquid / liquid (volume / volume) parts or% unless otherwise stated.

However, the present invention is not limited to the embodiments described herein but may be embodied in other forms. Like reference numerals used to describe the present invention throughout the specification denote like elements.

The present inventors have sought to eliminate the allergic reaction induced by urushiol derivatives without removing urushiol itself or converting it to a completely different form of the compound. As a result, unlike the prior art, the inventors of the present invention have found that by using a very simple method of ionizing urushiol derivatives without performing any special technical difficulties or a pretreatment process, ionic urushiol derivatives having an allergy- Method.

Accordingly, the present invention provides an allergic non-osmotic ionic urushiol derivative having the following structural formula (1).

[Structural formula 1]

여기서, R은 탄소수가 20개 이하인 포화탄화수소 또는 불포화탄화수소이다.

Here, R is a saturated hydrocarbon or unsaturated hydrocarbon having not more than 20 carbon atoms.

In fact, the urushiol derivatives isolated from nature have two hydroxyl groups (catechol structure) adjacent to the benzene ring and the adjacent carbon of one carbon bonded thereto with 15 or 17 carbon atoms Long chain hydrocarbons (R) are bonded. Only the side chain of one kind of compound is composed of saturated hydrocarbons, and all the remaining compounds are composed of 1 to 3 unsaturated hydrocarbons.

[Structural formula 2]

여기서, R은 탄소수가 20개 이하인 포화탄화수소 또는 불포화탄화수소이다.

Here, R is a saturated hydrocarbon or unsaturated hydrocarbon having not more than 20 carbon atoms.

In the present invention, it is experimentally confirmed that the allergen is not induced when the urushiol derivative structure is ionized as in the above formula 1 by the two anions (O < ^- & gt ^; ) formed by ionizing the two hydroxyl groups of the structural formula 2 .

In addition, the ionic urushiol derivatives shown in the examples of the present invention are only those compounds having the carbon number of the branched saturated hydrocarbon of 15. However, it goes without saying that derivatives of other side chain hydrocarbons having a carbon number, a saturated or unsaturated hydrocarbon side chain and a functional group in the side chain thereof are included in the scope of the present invention.

In other words, in the structural formula 1 and the structural formula 2, R may further include a functional group in the side chain of the saturated hydrocarbon or unsaturated hydrocarbon, particularly, in the case where R is C _n H _{2n + 1} , n is 1 to 20, It may also be a hydrocarbon.

Next, the method for preparing an allergic non-osmotic ionic urushiol derivative of the present invention comprises an ionization step of ionizing a urushiol derivative having the structural formula 2, wherein the ionization step comprises adding salt and water to the urushiol derivative having the structural formula 2, . ≪ / RTI >

Here, all salts known in the art can be used as long as the salt can be dissolved in water and react with the hydroxyl group of the urushiol derivative. However, considering that rhus-tosicum products are mainly used for furniture or foods, it can be a harmless salt to human body including any one of sodium, potassium, calcium and magnesium, and specifically, salt which is accepted as a food additive by the Food and Drug Administration . For example, about 72 kinds of salts including sodium (Na) are known, such as sodium L-glutamate, sodium carbonate, sodium bicarbonate, sodium L-ascorbate, sodium benzoate, sodium nitrite, sodium sulfite, sodium hydroxide, K) is known to be about 31 kinds such as potassium L-glutamate, potassium carbonate, potassium hydrogencarbonate, potassium hydroxide and potassium sulfate. The salt containing magnesium (Mg) is known as magnesium chloride, magnesium carbonate, magnesium hydroxide About 11 species are known. In addition, about 27 kinds of salts including calcium (Ca) are known such as calcium citrate, calcium hydroxide, calcium chloride, calcium carbonate and calcium sulfate.

In the present invention, the ionization step is not a condition that causes a significant difference in the heat treatment temperature and time. However, considering that the urushiol derivative contains two hydroxyl groups as shown in the structural formula 2, the salt content to be included for ionization Can be an important condition. That is, the salt of 1 mole of the urushiol derivative should be added in an amount of at least 1 to 2 mol or more depending on the kind of the cation included, so that the urushiol derivative can be completely ionized to eliminate the allergenicity.

In the meantime, the method of the present invention for removing the allergic reaction of lacquer is to ionize urushiol derivatives contained in extracts derived from lacquer, lacquer or lacquer using the above-described ionization method to eliminate the allergic reaction of urushiol derivatives which cause toxicity of lacquer , Except that the urushiol derivative of the structural formula 2 itself, but the extract of Rhus verniciflua, Lacquer or Rhus verniciflua containing the urushiol derivative is used, is the same as the above-mentioned method of producing the allergic non-derivatized ionic urushiol derivative.

In addition, the above-described removal method can suppress the allergenicity of Rhus verniciflua in a very simple and simple manner. Therefore, the present invention provides a lacquer-containing paint and lacquer-containing food which does not cause an allergic reaction to rush can do.

In the present invention, the food containing the lacquer may be, for example, lacquer, lacquer, lacquer, lacquer, lacquer, or lacquer extract.

Example 1

1. Preparation of ion-type PDC

Synthetic PDC is a compound of the same structure as native urushiol, and is a compound that has been found to be allergenic. 3-pentadecylcatechol (PDC; Kim et al. , Free Radic. Biol. Med. 71, 379-389, 2014) having a structural formula as shown in Figure 1 and commercial sodium carbonate sodium carbonate (Na ₂ CO ₃ ) was used to prepare ionic urushiol as follows.

20 mL of water containing 331.25 mg (3.13 mol) of Na ₂ CO _{3 was} added to 200 mg (0.0625 mol) of PDC, and the mixture was heated at 100 ° C. for 30 minutes.

2. Purification of ion-type PDC

The heated reactants were then cooled at room temperature and then partitioned into methylene chloride (CH ₂ Cl _{2 ,} 20 mL × 2) to purify the ionic PDC. The fractionated CH ₂ Cl ₂ layer was decompressed at 35 ° C using a vacuum evaporator (A-3S, Eyela, Tyoko, Japan) equipped with a cooling aspirator (CCA-1110, Eyela, Tyoko, Japan) And concentrated to obtain about 200 mg of a concentrate.

3. Identification of purified ion-type PDC

The wavelength and flow rate of a 90% MeCN isocratic solvent system, 254 nm (SPD-M20A, Shimadzu, Japan) in a system in which the ODS column (4.6 × 150 mm, ODS-80Ts, Tosoh, Japan) degasser (DGU-20A3, Shimadzu, Japan) equipped with a shimadzu LC Solution program was performed under the conditions of 1 ml / min (LC-6AD, Shimadzu, Japan) .

From FIG. 2, no peak was detected from the chromatogram of the reactants as expected, at the same retention time ( t _R 20.0 min) as the standard PDC. On the other hand, a new peak was observed at t _R 14.1 min suggesting that the PDC changed to a more polar compound.

4. Identification of ionic PDC molecular weight

Further, in order to more accurately confirm whether the PDC is ionized, the molecular weight of the prepared compound was confirmed by performing Direct Electrospray Ionization Mass Spectrometry (DI-ESI-MS) analysis. The DI-ESI-MS analysis was carried out using a mass spectrometer (EsquireHTC, Bruker Daltonics, Billerica, MA, USA) and the results are shown in FIG.

( M / z 340.8), 2 ( m / z 365.2), and 3 ( m / z ) for the PDC ionized compound ( m / z 316.9) and the ionic PDC from the DI- ESI- ( m / z 380.8) Na ⁺ of the molecule formed chelate or complex and peaks were detected. From the above results, it was confirmed that PDC was successfully ionized.

Experimental Example 1

To determine the appropriate heat treatment time in the ionization step, 20 mL of water containing 331.25 mg (3.13 mol) of Na ₂ CO _{3 was} added to 200 mg (0.0625 mol) of PDC, heated at 100 ° C. and analyzed by thin layer chromatography And the results are shown in FIG.

From Fig. 4, it was confirmed that the PDC, which is a starting material, disappeared in the solution reacted for 30 minutes, and the reactant stays at the origin. It was also suggested that the ionization step transformed PDC into a compound that was much more polar than PDC. Therefore, it was judged that the heating time in the ionization step was sufficient for about 30 minutes.

Experimental Example 2

Investigation of whether the ionic PDCs prepared and identified in Example 1 acted as an allergen could be carried out by a method (Kim et al. , Free Radic. Biol. Med. 71, 379-389, 2014) Induced allergic induction of rats. That is, a PDC and an ionic PDC were injected into 1 cm ² of the ear central portion of the ear of Sprague-Dawley rats (rat, 6 weeks old, 160-180 g, male, n = 6, (PDC, 960 μg; ion-type PDC, 1093 μg) / 3 mg of vaseline were applied once a day, respectively. The application was repeated at intervals of 24 hours for 10 days at the same site. The resulting photographs are shown in Fig.

From Fig. 5, remarkable allergenicity was observed from the natural urushiol PDC application group. On the other hand, in the ion-type PDC-coated group, no allergic appearance was observed at all.

Experimental Example 3

In order to obtain more systematic data in addition to the morphological basis of appearance as confirmed in Experimental Example 2, in the blood and serum of rats after application of PDC and ionic PDC, white blood cells, neutrophils (neutrophil) and eosinophil (eosinophil) were analyzed as follows, and the results are shown in FIGS. 6 to 8.

The PDC and ionic PDC were periodically applied to the back of the left ear for 10 days. The rats were anesthetized with ether to collect blood from the aorta. Some of the obtained blood was taken in microtube with EDTA (ethylenediaminetetraacetic acid) and analyzed for leukocyte, neutrophil and eosinophil content. And the remaining blood was used for serum histamine and immunoglobulin E analysis as described below. Serum leukocytes, neutrophils, and eosinophils were analyzed using a Veterinary Multi-species Hematology System (Hemavet 850, CDC, USA).

As shown in FIG. 6, leukocyte content did not show a significant difference in PDC and ionized PDC (PDC) application groups. However, as can be seen from FIGS. 7 and 8, the blood neutrophils and eosinophils increased in the inflammatory reaction were significantly higher in the PDC-coated group in which the appearance of allergies was observed as compared with the control, as shown in FIG. On the other hand, there was no significant difference in the content of control in the ionic PDC application group in which no allergic appearance was observed.

Experimental Example 4

The contents of histamine and immunoglobulin E (IgE) in the blood and serum after application of PDC and ionic PDC were analyzed as follows. The results are shown in FIG. 9 And Fig. 10.

After centrifugation (3000 rpm, 10 min, 4 ° C), the supernatant (serum, serum) was taken and the supernatant was collected Serum histamine and immunoglobulin E were analyzed. Serum histamine was analyzed by ELISA kit (Oxford Biomedical Research Inc., MI, US). Serum immunoglobulin E assay was performed using a Rat IgE ELISA Kit (Komabiotec, Seoul, Korea).

As shown in FIGS. 9 and 10, serum histamine and immunoglobulin E contents were also significantly higher in the PDC-coated group, which was apparently allergic than the control group. On the other hand, there was no significant difference in the content of control in the ionic PDC application group in which no allergic appearance was observed.

These experimental results clearly show that not only the natural urushiol PDC is converted to the ionic PDC in the ionization treatment of the present invention, but the ionic PDC eliminates allergenicity.

Example 2

The content of urushiol in domestic lacquer shells is 4.5 mg / g dry wt according to "Comparison of antioxidant activity of lacquer with the characteristics of lacquer chicken in different regions, such as Park, Seongjin et al.

Although it is difficult to show the exact amount of lacquer added, it is difficult to accurately describe the amount of lacquer added. However, 100 g of dried rhenotic shell (except woody part) and 221.76 mg of sodium bicarbonate are added to the lacquer And cooked.

At this time, the salt content was calculated in the following manner. That is, when the content of urushiol contained in 100 g of prepared dried oak lacquer is 450 mg, the molecular weight of urushiol is about 340, so 450 mg is converted to 1.32 mmol in terms of mol, and sodium hydrogen carbonate (baking soda, NaHCO ₃ , MW 84), urushiol is required to have a minimum amount of 2.64 mmol of base, which is twice the amount of 1.32 mmol, since urushiol requires two hydrogencarbonates per molecule of urushiol, since there are two -OH groups. Accordingly, 221.76 mg was calculated in terms of the weight of the sodium hydrogencarbonate.

Experimental Example 5

15 persons with allergies to lacquer were tested for the occurrence of allergy after the lacquered chicken cooked in Example 2 was observed. Not only the appearance of allergy did not occur, but also the experimenter himself answered that there was no physical adverse reaction

From these experimental results, it can be seen that even if the ionization step is carried out on the extract of Rhus verniciflua, Lacquer or Rhus verniciflora itself, if all the urushiol derivatives are ionized, allergy is not induced.

As a result, it has been found that the ionic urushiol derivative does not induce allergy according to the present invention. According to the production method of the present invention, the urushiol derivative inducing allergy is treated with a salt for a short period of time to treat allergic non- It can be seen that a urushiol conductor can be produced.

Therefore, when a mixture of urushiol derivatives or a single component of specific urushiol as well as allergen-induced Rhus verniciflua and its sap and its extract, as well as foods, medicines, paints, etc., can be easily removed through the present invention, Since the ionization inducing material which is allowed to be used as a food material is used, there is no problem in safety. Therefore, when the present invention is applied, it is possible to contribute to the income increase of the lacquer farm and the related industry development.

While the present invention has been particularly shown and described with reference to exemplary embodiments thereof, it is to be understood that the invention is not limited to the disclosed exemplary embodiments, but, on the contrary, It falls within the scope of the invention.

Claims (15)

delete delete delete delete Comprising an ionization step of ionizing an urushiol derivative having the following structure 2,
Wherein the ionization step is carried out by adding a salt and water to the urushiol derivative having the structural formula 2 and then heating,
The salt is a harmless salt to the human body comprising any one of sodium, potassium, calcium and magnesium,
Wherein the salt is added in an amount of 1 mol or more per 1 mol of the urushiol derivative.
[Structural formula 2]

Here, R is a saturated hydrocarbon or unsaturated hydrocarbon having not more than 20 carbon atoms.
delete delete delete Ionization treatment of urushiol derivatives contained in extracts derived from lacquer, lacquer, or lacquer eliminates the allergic reaction of urushiol derivatives that cause toxicity of lacquer,
The ionization treatment is carried out by adding a salt and water to an extract of Rhus verniciflua, Lacquer or Lacquer tree and heating,
The salt is a harmless salt to the human body comprising any one of sodium, potassium, calcium and magnesium,
Wherein the salt is added in an amount of 1 mol or more per 1 mol of the urushiol derivative.
delete delete delete An allergic non-osmotic ionic urushiol derivative having the following structural formula 1 and an allergic non-osmotic ionic urushiol derivative and a complex of any one of sodium, potassium, calcium and magnesium to eliminate the allergic reaction of the urushiol derivative causing poisoning of the lacquer By weight.
[Structural formula 1]

Here, R is a saturated hydrocarbon or unsaturated hydrocarbon having not more than 20 carbon atoms. An allergic non-osmotic ionic urushiol derivative having the following structural formula 1 and an allergic non-osmotic ionic urushiol derivative and a complex of any one of sodium, potassium, calcium and magnesium to eliminate the allergic reaction of the urushiol derivative causing poisoning of the lacquer Wherein the food contains lacquer products.
[Structural formula 1]

Here, R is a saturated hydrocarbon or unsaturated hydrocarbon having not more than 20 carbon atoms.
15. The method of claim 14,
Wherein the lacquer-containing food comprises an extract derived from lacquer, lacquer, lacquer, lacquer, lacquer, and lacquer tree.

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