Orotic acid chelate salt and preparation method thereof

Abstract

The invention discloses an orotic acid chelate salt and a preparation method thereof, and belongs to the technical field of dietary supplements.The preparation method comprises the steps that orotic acid is dissolved in water, and an orotic acid solution is obtained; the method comprises the following steps: adding a metal compound into an orotic acid solution, reacting, and filtering and drying the obtained precipitate to obtain the orotic acid chelate salt. The orotic acid chelate salt prepared by the method provided by the invention is a pure product without heteroanions.

Description

Technical Field

[0001] The invention relates to the technical field of dietary supplements, and more particularly to an orotic acid chelate salt and a preparation method thereof. Background Art

[0002] In the field of dietary supplements, orotic acid and mineral salts (calcium, magnesium, iron, zinc, copper) are widely used. Orotic acid itself belongs to the new member of the vitamin family, VB13, and is a good liver protection drug. At the same time, orotic acid also has a good effect on promoting human cell metabolism, enhancing cell vitality, and preventing aging. There are many studies on the application of orotic acid abroad. For example, Japan mainly uses it as an ingredient in over-the-counter drugs that are compatible with multivitamins and minerals and as an additive for refreshing drinks. In Europe, orotic acid is not only used as a component of medical vitamins, but also widely used in cosmetics. As a nutritional cosmetic matrix, it can be well absorbed by skin cells, promotes the metabolism of human cells, and can significantly inhibit skin aging. In the United States, there are more studies and applications of orotic acid, and it is used in the fields of medicine, food, daily chemicals, and life sciences.

[0003] Minerals are naturally occurring compounds or natural elements in the earth's crust, also known as inorganic salts. They are the general term for various elements necessary for the formation of human tissues and the maintenance of normal physiological functions. They are one of the seven essential nutrients for the human body. Minerals, like vitamins, are essential elements for the human body. Among them, calcium and magnesium are important components of body tissues and are necessary conditions for maintaining neuromuscular excitability and cell membrane permeability; calcium and zinc are activators, cofactors or components of various enzymes; iron is a component of hemoglobin. Minerals cannot be produced or synthesized by themselves, and the daily intake of minerals is basically determined. Therefore, minerals are widely used in dietary supplements.

[0004] At present, there are few studies on the combined use of orotic acid and minerals. In 2009, the European Union issued a recommendation on the addition of orotic acid salts to food as a nutritional supplement [Orotic acid salts as sources of orotic acid and various minerals added for nutritional purposes to food supplements The EFSA Journal (2009) 1187, 1-25]. However, there are areas that need to be improved in the research on the preparation of orotic acid salts. For example, the synthesis of calcium orotate reported in IE32536B1 uses calcium chloride and calcium acetate as the calcium sources; the preparation method of ferrous orotate reported in CN02156765 uses ferrous chloride, ferrous sulfate, ammonium ferrous sulfate and ferrous acetate as the sources of ferrous iron. The above-mentioned combination cannot completely form a chelated salt, and the mineral salt itself contains impurities such as chloride ions, sulfate ions, acetate ions, etc. These impurities remain in the product, which will affect the applicability of the final product and irritate the skin and intestines.

[0005] Therefore, how to provide a kind of orotate to avoid the above problems is a problem that those skilled in the art need to solve urgently. Summary of the invention

[0006] In view of this, the present invention provides a chelated salt of orotic acid and a preparation method thereof, which solves the problem of introducing foreign ions into mineral salts, and the prepared chelated salt has a more excellent application effect.

[0007] To achieve the above object, the present invention adopts the following technical solution:

[0008] First, the present invention provides a method for preparing orotic acid chelate salt, comprising the following steps:

[0009] (1) dissolving orotic acid in water to obtain an orotic acid solution;

[0010] (2) adding the metal compound to the orotic acid solution obtained in step (1) to react and obtain an orotic acid chelate salt precipitate;

[0011] (3) filtering and drying the precipitate obtained in step (2) to obtain orotic acid chelate salt.

[0012] Preferably, the mass ratio of orotic acid to water in step (1) is 13:(100-300).

[0013] Preferably, the metal compound includes one or more of calcium oxide, calcium hydroxide, calcium carbonate, magnesium oxide, magnesium hydroxide, magnesium carbonate, zinc oxide, zinc hydroxide and zinc carbonate.

[0014] Furthermore, the molar ratio of the metal compound added in step (2) to orotic acid is (0.8-1.2):2.

[0015] Preferably, the reaction temperature in step (2) is 80°C to 100°C, and the reaction time is 4h to 8h.

[0016] Preferably, the drying temperature in step (3) is 100°C to 120°C.

[0017] The present invention also provides a chelated orotic acid salt prepared by the method described in the above technical solution.

[0018] It can be seen from the above technical solution that, compared with the prior art, the present invention discloses a kind of orotic acid chelate salt and a preparation method thereof, which has the following beneficial effects:

[0019] The preparation mechanism of orotic acid chelate described in the present invention is:

[0020]

[0021] The orotate prepared by the method provided by the invention is a high-purity chelated salt, does not contain redundant impurity ions, is non-irritating to the human body, has high absorption and utilization, and the method of the invention is simple, the preparation conditions are mild, and has high promotion and application value. BRIEF DESCRIPTION OF THE DRAWINGS

[0022] In order to more clearly illustrate the embodiments of the present invention or the technical solutions in the prior art, the drawings required for use in the embodiments or the description of the prior art will be briefly introduced below. Obviously, the drawings described below are only embodiments of the present invention. For ordinary technicians in this field, other drawings can be obtained based on the provided drawings without paying creative work.

[0023] Figure 1 is the infrared spectrum of orotic acid;

[0024] Figure 2 This is the infrared spectrum of calcium orotate;

[0025] Figure 3 It is the infrared spectrum of magnesium orotate;

[0026] Figure 4 This is the infrared spectrum of zinc orotate;

[0027] Figure 5 is the HPLC spectrum of orotic acid content in calcium orotate;

[0028] Figure 6 This is the ICP spectrum of calcium content in calcium orotate;

[0029] Figure 7is the HPLC spectrum of orotic acid content in magnesium orotate;

[0030] Figure 8 This is the ICP spectrum of magnesium content in magnesium orotate;

[0031] Fig. 9 is the HPLC spectrum of orotic acid content in zinc orotate;

[0032] Fig.10 This is the ICP spectrum of zinc content in zinc orotate. DETAILED DESCRIPTION

[0033] The technical solution of the present invention will be clearly and completely described below in conjunction with the embodiments of the present invention. Obviously, the described embodiments are only part of the embodiments of the present invention, not all of the embodiments. Based on the embodiments of the present invention, all other embodiments obtained by ordinary technicians in this field without creative work are within the scope of protection of the present invention.

[0034] Example 1

[0035] (1) Add 500 g of water and 65 g (0.416 mol) of orotic acid into a 1000 ml three-necked reaction bottle, heat to above 80° C., and stir to dissolve;

[0036] (2) Add 14.65 g (0.197 mol) of calcium hydroxide into a three-necked reaction bottle and keep the reaction at 90°C for 4 h;

[0037] (3) After the reaction, the solution was cooled to room temperature to crystallize and precipitate, which was filtered with suction. The filter cake was dried at 105° C. to obtain 60.3 g of orotic acid chelated calcium with a yield of 87.07%.

[0038] Example 2

[0039] (1) Add 500 g of water and 65 g (0.416 mol) of orotic acid into a 1000 ml three-necked reaction bottle, heat to above 80° C., and stir to dissolve;

[0040] (2) Add 16.7 g (0.198 mol) of magnesium carbonate into a three-necked reaction flask and heat at 95°C for 4 h;

[0041] (3) After the reaction, the solution was cooled to room temperature to crystallize and precipitate, which was filtered with suction. The filter cake was dried at 105° C. to obtain 61 g of orotic acid chelated magnesium with a yield of 92.1%.

[0042] Example 3

[0043] (1) Add 500 g of water and 65 g (0.416 mol) of orotic acid into a 1000 ml three-necked reaction bottle, heat to above 80° C., and stir to dissolve;

[0044] (2) Add 16.1 g (0.198 mol) of zinc oxide into a three-necked reaction bottle and heat at 100°C for 4 h;

[0045] (3) After the reaction, the solution was cooled to room temperature to crystallize and precipitate, which was filtered with suction. The filter cake was dried at 105° C. to obtain 69 g of orotic acid chelated zinc with a yield of 92.9%.

[0046] The orotate prepared in Example 1-3 was tested, and the results are shown in the attached Figure 1-10 It can be found that the infrared spectra of orotic acid chelate and raw orotic acid have great changes: 1. Compared with raw orotic acid, the infrared spectra of orotic acid chelate are 3400-2500cm -1 The absorption peak of OH in the region was significantly weakened or even disappeared in the infrared spectrum of orotic acid chelate, indicating that the hydrogen ions were replaced by metal ions; 2. Compared with the raw material orotic acid at 1706.5cm -1 and 1665.02cm -1 The strong absorption peak of C=O at 1230-1450cm-1 of the raw material orotic acid was shifted and significantly weakened in the infrared spectrum of orotic acid chelate, which is consistent with the characteristics of carboxylic acid salt formation. The degree of weakening is magnesium orotic acid>calcium orotic acid>zinc orotic acid. -1 The absorption peaks in the CH / CH / NH / CO region shifted and weakened significantly in the infrared spectrum of orotic acid chelate, indicating that NH formed a chelate bond with the metal ion. The degree of weakening was magnesium orotate>calcium orotate>zinc orotate. 4. The absorption peaks in the fingerprint region increased significantly, which was caused by the presence of metal ions in the product.

[0047] The test results of orotate prepared in Example 1-3 are as follows:

[0048]

[0049]

[0050] In this specification, each embodiment is described in a progressive manner, and each embodiment focuses on the differences from other embodiments, and the same and similar parts between the embodiments can be referred to each other. The above description of the disclosed embodiments enables professionals and technicians in this field to implement or use the present invention. Various modifications to these embodiments will be obvious to professionals and technicians in this field, and the general principles defined herein can be implemented in other embodiments without departing from the spirit or scope of the present invention. Therefore, the present invention will not be limited to these embodiments shown in this article, but will comply with the widest range consistent with the principles and novel features disclosed herein.

Claims

1. A method for preparing orotic acid chelate, characterized in that: The following steps are involved: (1) dissolving orotic acid in water to obtain an orotic acid solution; (2) adding the metal compound to the orotic acid solution obtained in step (1) to react and obtain an orotic acid chelate salt precipitate; (3) filtering and drying the precipitate obtained in step (2) to obtain orotic acid chelate.

2. The method for preparing a chelated orotic acid salt according to claim 1, wherein: The mass ratio of orotic acid to water in step (1) is 13:(100-300).

3. The method for preparing a chelated orotic acid salt according to claim 1, characterized in that: The metal compound includes one or more of calcium oxide, calcium hydroxide, calcium carbonate, magnesium oxide, magnesium hydroxide, magnesium carbonate, zinc oxide, zinc hydroxide, and zinc carbonate.

4. The method for preparing a chelated orotic acid salt according to claim 1 or 2, characterized in that: The molar ratio of the metal compound added in step (2) to orotic acid is (0.8-1.2):

2.

5. The method for preparing a chelated orotic acid salt according to claim 1, characterized in that: The reaction temperature in step (2) is 80°C to 100°C.

6. The method for preparing a chelated orotic acid salt according to claim 1, characterized in that: The drying temperature in step (3) is 100°C to 120°C.

7. An orotic acid chelate prepared by the method according to any one of claims 1 to 6.

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