CN110590543A - A method for extracting hydroxycitrate from garcinia cambogia fruit - Google Patents

A method for extracting hydroxycitrate from garcinia cambogia fruit Download PDF

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CN110590543A
CN110590543A CN201910791451.4A CN201910791451A CN110590543A CN 110590543 A CN110590543 A CN 110590543A CN 201910791451 A CN201910791451 A CN 201910791451A CN 110590543 A CN110590543 A CN 110590543A
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garcinia cambogia
hydroxycitrate
extracting
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CN110590543B (en
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胡一鸿
金晨钟
张雪娇
倪弦之
罗泽伟
袁源
李�真
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Hunan University of Humanities Science and Technology
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    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/41Preparation of salts of carboxylic acids
    • C07C51/412Preparation of salts of carboxylic acids by conversion of the acids, their salts, esters or anhydrides with the same carboxylic acid part
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    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00Preparation of carboxylic acids or their salts, halides or anhydrides
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Abstract

本发明涉及植物提取领域,具体涉及一种藤黄果果实提取羟基柠檬酸盐的方法,包括以下步骤:S1.将藤黄果果实粉碎;S2.在S1中粉碎的藤黄果果实中,按照料液比为1:13~15加入水,并在110~120℃条件下煮沸10~20min,冷却之后过滤保留滤液;S3.将步骤S2中的滤液浓缩4~6倍,加入浓缩液体积的1~2倍的90%~95%的乙醇;S4.将步骤S3进行过滤,在滤液中加入90%~95%的乙醇调节酒精度数为58~62;S5.在步骤S4中加入碱溶液,调节溶液pH至11.5~12.5;S6.对步骤S5进行过滤、洗涤、蒸发、干燥。此方法使羟基柠檬酸处于碱性氛围下而不是与碱性物质直接形成中性盐。由于羧基不能形成羧基盐,碱性条件不利于酯化反应的进行,有效减少内酯的形成,提高了羟基柠檬酸盐的纯度和生物活性。

The present invention relates to the field of plant extraction, in particular to a method for extracting hydroxycitrate from Garcinia cambogia fruit, comprising the following steps: S1. Pulverizing the Garcinia cambogia fruit; S2. In the Garcinia cambogia fruit pulverized in S1, according to The ratio of material to liquid is 1:13~15, add water, boil at 110~120°C for 10~20min, filter and retain the filtrate after cooling; S3. Concentrate the filtrate in step S2 by 4~6 times, add 1 to 2 times of 90% to 95% ethanol; S4. step S3 is filtered, and 90% to 95% ethanol is added to the filtrate to adjust the alcohol content to 58 to 62; S5. to add alkaline solution in step S4, Adjust the pH of the solution to 11.5-12.5; S6. Filter, wash, evaporate, and dry step S5. This method keeps hydroxycitric acid in an alkaline atmosphere instead of directly forming a neutral salt with an alkaline substance. Since the carboxyl group cannot form a carboxyl salt, alkaline conditions are not conducive to the esterification reaction, effectively reducing the formation of lactones, and improving the purity and biological activity of the hydroxycitrate.

Description

一种藤黄果果实提取羟基柠檬酸盐的方法A method for extracting hydroxycitrate from garcinia cambogia fruit

技术领域technical field

本发明涉及植物提取领域,具体涉及一种藤黄果果实提取羟基柠檬酸盐的方法。The invention relates to the field of plant extraction, in particular to a method for extracting hydroxycitrate from garcinia cambogia fruit.

背景技术Background technique

藤黄果(Garcinia cambogia L.)是一种分布在南亚热带地区的藤黄科乔木,其果实的果皮中富含羟基柠檬酸,果实具有酸味,在南亚国家常用作食物调料和传统药物。羟基柠檬酸是ATP柠檬酸裂解酶的强竞争性抑制剂,具有抑制脂肪合成和促进糖元异生的作用,使丙酮酸和乳酸的利用率增高,抑制食欲。因此,羟基柠檬酸常作为减肥功能性食品的有效成分加以应用。近年的研究表明,羟基柠檬酸还能抑制肾中草酸钙结晶的生成。Garcinia cambogia ( Garcinia cambogia L.) is a kind of Garcinia cambogia tree distributed in south subtropical regions. The peel of its fruit is rich in hydroxycitric acid, and the fruit has a sour taste. It is often used as food seasoning and traditional medicine in South Asian countries. Hydroxycitric acid is a strong competitive inhibitor of ATP citrate lyase, which can inhibit fat synthesis and promote glycogenogenesis, increase the utilization rate of pyruvic acid and lactic acid, and suppress appetite. Therefore, hydroxycitric acid is often used as an active ingredient in weight loss functional foods. Recent studies have shown that hydroxycitric acid can also inhibit the formation of calcium oxalate crystals in the kidney.

羟基柠檬酸为含有2个羟基和3个游离羧基的有机酸,在分离提取的过程中极易缩合成内酯,使得产品的生物学活性降低。工业制备上从藤黄果中提取羟基柠檬酸主要采用3种方法:水提取法、有机溶剂提取法和离子交换色谱提取法。国内外市场的藤黄果提取物主要采用上述几种方法制备,其产品的主要成分为羟基柠檬酸内酯,而不是游离的羟基柠檬酸。Hydroxycitric acid is an organic acid containing 2 hydroxyl groups and 3 free carboxyl groups. It is easy to condense into lactone during the separation and extraction process, which reduces the biological activity of the product. In industrial preparation, there are three main methods for extracting hydroxycitric acid from Garcinia cambogia: water extraction, organic solvent extraction and ion exchange chromatography extraction. Garcinia cambogia extracts in domestic and foreign markets are mainly prepared by the above-mentioned methods, and the main component of the product is hydroxycitric acid lactone instead of free hydroxycitric acid.

发明内容Contents of the invention

本发明的目的在于克服现有技术中提取的羟基柠檬酸盐中易形成内酯的问题,提供了一种藤黄果果实羟基柠檬酸盐的方法。The purpose of the present invention is to overcome the problem that lactone is easily formed in the extracted hydroxycitrate in the prior art, and provides a method for the hydroxycitrate of Garcinia cambogia fruit.

本发明的目的通过以下技术方案予以实现:The purpose of the present invention is achieved through the following technical solutions:

一种藤黄果果实提取羟基柠檬酸盐的方法,包括以下步骤:A method for extracting hydroxycitrate from garcinia cambogia fruit, comprising the following steps:

S1.将藤黄果果实粉碎;S1. pulverizing Garcinia cambogia fruit;

S2.在S1中粉碎的藤黄果果实中,按照料液比为1:13~15加入水,并在110~120℃条件下煮沸10~20min,冷却之后过滤保留滤液;S2. In the garcinia cambogia fruit crushed in S1, add water according to the solid-liquid ratio of 1:13~15, and boil at 110~120°C for 10~20min, filter and retain the filtrate after cooling;

S3.将步骤S2中的滤液浓缩4~6倍,加入浓缩液体积的1~2倍的90%~95%的乙醇;S3. Concentrating the filtrate in step S2 by 4 to 6 times, adding 90% to 95% ethanol of 1 to 2 times the volume of the concentrated solution;

S4.将步骤S3进行过滤,在滤液中加入90%~95%的乙醇调节酒精度数为58~62;S4. Step S3 is filtered, and 90% to 95% ethanol is added to the filtrate to adjust the alcohol content to 58 to 62;

S5.在步骤S4中加入碱溶液,调节溶液pH至11.5~12.5;S5. Add alkali solution in step S4, adjust the pH of the solution to 11.5 ~ 12.5;

S6.对步骤S5进行过滤、洗涤、蒸发、干燥。S6. Filtering, washing, evaporating and drying step S5.

上述藤黄果果实提取柠檬酸盐的方法,是从藤黄果果实中提取羟基柠檬酸,在提取过程中由于加入的碱溶液,最终产物为盐的形态。步骤S2中按照料液比为1:13~15加入水,是指按照质量体积比,每克藤黄果果实中加入13~15mL的水。步骤S2中煮沸的温度为110~120℃,是根据不同的温度需要,通过加压的方式予以实现的。上述通过加入90%~95%的乙醇调节溶液的酒精度数,是用40~70度酒精度计进行测量。另外,步骤S6中,最后形成的为油状沉淀,弃除清液以后,沉淀用95%乙醇洗涤3次,再用无水乙醇洗涤沉淀2次后置于常温下过夜,然后置于60℃减压蒸发,干燥。The above method for extracting citrate from Garcinia cambogia fruit is to extract hydroxycitric acid from Garcinia cambogia fruit, and the final product is in the form of salt due to the alkali solution added during the extraction process. Adding water in step S2 according to the ratio of solid to liquid is 1:13~15 means adding 13~15mL of water per gram of Garcinia cambogia fruit according to the mass volume ratio. The boiling temperature in step S2 is 110-120° C., which is realized by means of pressurization according to different temperature requirements. Above-mentioned by adding 90%~95% ethanol to regulate the alcohol degree of solution, be to measure with 40~70 degree alcohol meter. In addition, in step S6, the final oily precipitate was formed. After the supernatant was discarded, the precipitate was washed three times with 95% ethanol, and then washed twice with absolute ethanol, then placed at room temperature overnight, and then placed at 60°C under reduced pressure. Evaporate under pressure and dry.

优选地,所述步骤S1中藤黄果果实粉碎为30~50目颗粒。Preferably, in the step S1, the Garcinia cambogia fruit is crushed into 30-50 mesh particles.

优选地,所述步骤S2中料液比为1:14。Preferably, the ratio of solid to liquid in the step S2 is 1:14.

优选地,所述步骤S2中采用115℃的条件煮沸15min。Preferably, in the step S2, boiling at 115° C. for 15 minutes is adopted.

优选地,所述步骤S3中滤液的浓缩倍数为5倍。Preferably, the concentration factor of the filtrate in step S3 is 5 times.

优选地,所述步骤S4中酒精度数为60。Preferably, the alcohol content in step S4 is 60.

优选地,所述步骤S5中调节溶液的pH为12。Preferably, the pH of the solution is adjusted to 12 in the step S5.

优选地,所述步骤S5中的碱溶液为KOH或NaOH溶液。优选采用KOH溶液,KOH的质量百分含量为30%~50%。Preferably, the alkali solution in the step S5 is KOH or NaOH solution. KOH solution is preferably used, and the mass percentage of KOH is 30%~50%.

与现有技术相比,本发明具有以下技术效果:Compared with the prior art, the present invention has the following technical effects:

本发明提供的藤黄果果实提取羟基柠檬酸盐的方法,采用碱溶液尤其是KOH溶液,使待提取物处于适宜的碱性条件,在此碱性条件性下,羟基柠檬酸中的羧基处于碱性氛围下而不是与碱性物质直接形成中性盐。由于羧基不能形成羧基盐,从而不利于酯化反应的进行,有效减少内酯的形成,提高了羟基柠檬酸盐的纯度和生物活性。The method for extracting hydroxycitrate from garcinia cambogia fruit provided by the present invention adopts alkaline solution, especially KOH solution, to make the extract to be extracted under suitable alkaline conditions. Under this alkaline condition, the carboxyl group in hydroxycitric acid is in the Neutral salts are formed directly under an alkaline atmosphere rather than directly with alkaline substances. Since the carboxyl group cannot form a carboxyl salt, it is not conducive to the progress of the esterification reaction, effectively reduces the formation of lactones, and improves the purity and biological activity of the hydroxycitrate.

附图说明Description of drawings

图1 羟基柠檬酸标准品的高效液相色谱图;The high-performance liquid chromatogram of Fig. 1 hydroxycitric acid standard;

图2 柠檬酸的高效液相色谱图;The high performance liquid chromatogram of Fig. 2 citric acid;

图3 实施例1制得的产品的高效液相色谱图;The high performance liquid chromatogram of the product that Fig. 3 embodiment 1 makes;

图4 NowFoods公司的藤黄果提取物对照品的高效液相色谱图;The high performance liquid chromatogram of the Garcinia cambogia extract reference substance of Fig. 4 NowFoods company;

图5 偏钒酸铵显色反应图;以及Figure 5 is a color reaction diagram of ammonium metavanadate; and

图6 薄层层析图。Figure 6 Thin layer chromatogram.

附图标记说明:Explanation of reference signs:

1-羟基柠檬酸标准品,2-柠檬酸,3-实施例1制得的产品,4-NowFoods藤黄果提取物对照品。1-hydroxycitric acid standard substance, 2-citric acid, 3-the product prepared in Example 1, 4-NowFoods garcinia cambogia extract reference substance.

具体实施方式Detailed ways

为使本发明的目的、技术方案和优点更加清楚,下面结合具体实施例和对比例将对本发明的技术方案进行详细的描述。显然,所描述的实施例仅仅是本发明一部分实施例,而不是全部的实施例。基于本发明中的实施例,本领域普通技术人员在没有做出创造性劳动的前提下所得到的所有其它实施方式,都属于本发明所保护的范围。In order to make the purpose, technical solution and advantages of the present invention clearer, the technical solution of the present invention will be described in detail below in conjunction with specific examples and comparative examples. Apparently, the described embodiments are only some of the embodiments of the present invention, but not all of them. Based on the embodiments of the present invention, all other implementations obtained by persons of ordinary skill in the art without making creative efforts fall within the protection scope of the present invention.

除特殊说明,本实施例、对比例以及实验例中所用的设备均为常规实验设备,所用的材料、试剂均为市售可得。Unless otherwise specified, the equipment used in the examples, comparative examples and experimental examples are conventional experimental equipment, and the materials and reagents used are all commercially available.

实施例1Example 1

S1.取粉碎至40目的藤黄果果实粉末;S1. Take Garcinia cambogia fruit powder that is crushed to 40 meshes;

S2.在步骤S1中按照料液比为1:14的比例加入水,再在115℃高压蒸煮15 min,冷却后用5层医用纱布过滤挤压出滤液,滤液于4000×g离心 15 min;S2. In step S1, add water according to the ratio of material-to-liquid ratio of 1:14, then cook under high pressure at 115°C for 15 minutes, after cooling, filter and squeeze out the filtrate with 5 layers of medical gauze, and centrifuge the filtrate at 4000×g for 15 minutes;

S3.在55℃的条件下减压蒸发浓缩上清液,浓缩倍数为5倍,然后在浓缩液中1 : 1(v/v)加入95%乙醇沉淀果胶;S3. Concentrate the supernatant by evaporation under reduced pressure at 55°C, the concentration factor is 5 times, and then add 95% ethanol to precipitate pectin in the concentrated solution at a ratio of 1:1 (v/v);

S4.将步骤S3所得到的混合物用纱布过滤后4000×g离心15 min除去果胶,上清液中加入95%乙醇用40-70度酒精度计(河北武强华鹏仪器厂)在室温下调节溶液酒精度数至60;S4. Filter the mixture obtained in step S3 with gauze and centrifuge at 4000×g for 15 min to remove pectin. Add 95% ethanol to the supernatant and adjust it at room temperature with a 40-70 degree alcohol meter (Hebei Wuqiang Huapeng Instrument Factory) The alcohol content of the solution is up to 60;

S5.然后加入40% KOH调节pH至12;S5. Then add 40% KOH to adjust the pH to 12;

S6.步骤S5中形成油状沉淀后弃上清液,沉淀用95%乙醇洗涤3次,再用无水乙醇洗涤沉淀2次后置于常温下过夜,然后置于60℃减压蒸发,干燥。S6. Discard the supernatant after the oily precipitate formed in step S5, wash the precipitate with 95% ethanol three times, and then wash the precipitate with absolute ethanol twice, then place it at room temperature overnight, then evaporate it under reduced pressure at 60°C, and dry it.

实施例2Example 2

S1.取粉碎至30目的藤黄果果实粉末;S1. Take Garcinia cambogia fruit powder that is crushed to 30 meshes;

S2.在步骤S1中按照料液比为1:15的比例加入水,再在110℃高压蒸煮20 min,冷却后用5层医用纱布过滤挤压出滤液,滤液于4000×g离心 15 min;S2. In step S1, add water according to the ratio of material-to-liquid ratio of 1:15, then cook under high pressure at 110°C for 20 min, after cooling, filter and extrude the filtrate with 5 layers of medical gauze, and centrifuge the filtrate at 4000×g for 15 min;

S3.在55℃的条件下减压蒸发浓缩上清液,浓缩倍数为6倍,然后在浓缩液中1 : 2(v/v)加入90%乙醇沉淀果胶;S3. Concentrate the supernatant by evaporation under reduced pressure at 55°C, the concentration factor is 6 times, and then add 90% ethanol to precipitate pectin in the concentrated solution at 1:2 (v/v);

S4.将步骤S3所得到的混合物用纱布过滤后4000×g离心15 min除去果胶,上清液中加入95%乙醇用40-70度酒精度计(河北武强华鹏仪器厂)在室温下调节溶液酒精度数至58;S4. Filter the mixture obtained in step S3 with gauze and centrifuge at 4000×g for 15 min to remove pectin. Add 95% ethanol to the supernatant and adjust it at room temperature with a 40-70 degree alcohol meter (Hebei Wuqiang Huapeng Instrument Factory) The alcohol content of the solution is up to 58;

S5.然后加入40% KOH调节pH至11.5;S5. Then add 40% KOH to adjust the pH to 11.5;

S6.步骤S5中形成油状沉淀后弃上清液,沉淀用95%乙醇洗涤3次,再用无水乙醇洗涤沉淀2次后置于常温下过夜,然后置于60℃减压蒸发,干燥。S6. Discard the supernatant after the oily precipitate formed in step S5, wash the precipitate with 95% ethanol three times, and then wash the precipitate with absolute ethanol twice, then place it at room temperature overnight, then evaporate it under reduced pressure at 60°C, and dry it.

实施例3Example 3

S1.取粉碎至50目的藤黄果果实粉末;S1. Take Garcinia cambogia fruit powder that is crushed to 50 mesh;

S2.在步骤S1中按照料液比为1:13的比例加入水,再在120℃高压蒸煮10 min,冷却后用5层医用纱布过滤挤压出滤液,滤液于4000×g离心 15 min;S2. In step S1, add water according to the ratio of material-to-liquid ratio of 1:13, then cook under high pressure at 120°C for 10 minutes, after cooling, filter and squeeze out the filtrate with 5 layers of medical gauze, and centrifuge the filtrate at 4000×g for 15 minutes;

S3.在55℃的条件下减压蒸发浓缩上清液,浓缩倍数为4倍,然后在浓缩液中1 : 1(v/v)加入90%乙醇沉淀果胶;S3. Concentrate the supernatant by evaporation under reduced pressure at 55°C, the concentration factor is 4 times, and then add 90% ethanol to precipitate pectin in the concentrated solution at 1:1 (v/v);

S4.将步骤S3所得到的混合物用纱布过滤后4000×g离心15 min除去果胶,上清液中加入95%乙醇用40-70度酒精度计(河北武强华鹏仪器厂)在室温下调节溶液酒精度数至62;S4. Filter the mixture obtained in step S3 with gauze and centrifuge at 4000×g for 15 min to remove pectin. Add 95% ethanol to the supernatant and adjust it at room temperature with a 40-70 degree alcohol meter (Hebei Wuqiang Huapeng Instrument Factory) The alcohol content of the solution is up to 62;

S5.然后加入40% KOH调节pH至12.5;S5. Then add 40% KOH to adjust the pH to 12.5;

S6.步骤S5中形成油状沉淀后弃上清液,沉淀用95%乙醇洗涤3次,再用无水乙醇洗涤沉淀2次后置于常温下过夜,然后置于60℃减压蒸发,干燥。S6. Discard the supernatant after the oily precipitate formed in step S5, wash the precipitate with 95% ethanol three times, and then wash the precipitate with absolute ethanol twice, then place it at room temperature overnight, then evaporate it under reduced pressure at 60°C, and dry it.

对比例1~3Comparative example 1~3

主要步骤与实施例1相同。区别在于:对比例1至对比例3的步骤S5溶液的pH依次为9、11、13。Main steps are identical with embodiment 1. The difference is that the pHs of the solutions in Step S5 of Comparative Example 1 to Comparative Example 3 are 9, 11, and 13 in sequence.

对比例4~6Comparative example 4~6

主要步骤与实施例1相同。区别在于:对比例4至对比例6的步骤S2中料液比依次为1:6、1:10、1:18。The main steps are the same as in Example 1. The difference is that the ratio of solid to liquid in step S2 of Comparative Example 4 to Comparative Example 6 is 1:6, 1:10, 1:18 in sequence.

对比例7~9Comparative example 7~9

主要步骤与实施例1相同。区别在于:对比例7至对比例9的步骤S3中溶液的浓缩倍数依次为1、3、7。Main steps are identical with embodiment 1. The difference is that the concentration ratios of the solutions in Step S3 of Comparative Example 7 to Comparative Example 9 are 1, 3, and 7 in sequence.

对比例10~12Comparative example 10~12

主要步骤与实施例1相同。区别在于:对比例10至对比例12的步骤S4中溶液的酒精度数依次为40、50、70。Main steps are identical with embodiment 1. The difference is that the alcoholic degrees of the solutions in Step S4 of Comparative Example 10 to Comparative Example 12 are 40, 50, and 70 in sequence.

实施例1Example 1

按照各实施例和各对比例的方法提取藤黄果果实中的柠檬酸钾,并分别计算得率。结果如表1所示。The potassium citrate in Garcinia cambogia fruit was extracted according to the methods of each embodiment and each comparative example, and the yields were calculated respectively. The results are shown in Table 1.

得率=(提取获得羟基柠檬酸钾的质量/藤黄果果实质量)×100%Yield = (mass of potassium hydroxycitrate obtained by extraction/mass of garcinia cambogia fruit) × 100%

表1 得率情况表Table 1 Yield table

从上表可以看出料液比、浓缩倍数、酒精度数以及pH对羟基柠檬酸盐的得率都有较大的影响。只有在料液比在1:13~15,浓缩倍数为4~6倍,酒精度数为58~62,pH为11.5~12.5的范围内,羟基柠檬酸盐才有较好的得率。It can be seen from the above table that the ratio of solid to liquid, concentration ratio, alcohol content and pH all have a great influence on the yield of hydroxycitrate. Only when the solid-liquid ratio is 1:13~15, the concentration ratio is 4~6 times, the alcohol content is 58~62, and the pH is 11.5~12.5, the hydroxycitrate can have a good yield.

实验例2Experimental example 2

参照文献(Hui ZF, Xiao H, Hui YH, et al. Determination of hydroxycitricacid in Garcinia cambogia by RP-HPLC [J]. Northwest Pharmaceutical J, 2015,30: 371-372. ) 采用LC-10Avp plus(岛津)高效液相色谱仪,色谱柱为Wondasil C18(250 mm×4.6 mm, 5 μm),流动相为0.05 mol/L无水硫酸钠,用硫酸调整pH至2.3,流速为1mL/min。取50 mg待测样品溶于40 mL 3.0%的磷酸溶液中,超声波处理30 min后用0.022 μm滤膜过滤,上样量为20 μL,采用紫外检测器于210 nm处检测。利用上述方法分别对羟基柠檬酸标准品(图1),柠檬酸(图2)实施例1制得的产品(图3),NowFoods藤黄果提取物对照品(图4)进行测试。Reference literature (Hui ZF, Xiao H, Hui YH, et al. Determination of hydroxycitric acid in Garcinia cambogia by RP-HPLC [J]. Northwest Pharmaceutical J, 2015,30: 371-372. ) using LC-10Avp plus (Shimadzu ) high-performance liquid chromatography, the chromatographic column is Wondasil C18 (250 mm×4.6 mm, 5 μm), the mobile phase is 0.05 mol/L anhydrous sodium sulfate, the pH is adjusted to 2.3 with sulfuric acid, and the flow rate is 1 mL/min. 50 mg of the sample to be tested was dissolved in 40 mL of 3.0% phosphoric acid solution, ultrasonicated for 30 min, and filtered with a 0.022 μm filter membrane, with a sample volume of 20 μL, and detected at 210 nm by an ultraviolet detector. The above method was used to test the hydroxycitric acid standard (Figure 1), the product prepared in Example 1 of citric acid (Figure 2) (Figure 3), and the NowFoods Garcinia cambogia extract control substance (Figure 4).

从图中可以发现,图3在保留时间为2.90min处出现吸收峰,与图1的羟基柠檬酸标准品(2.96min)、图4的NowFoods藤黄果提取物对照品(2.88min)具有相同的峰位置。而图2的柠檬酸在2.90min没有吸收峰。说明实施例1制得的产品为羟基柠檬酸盐。另外,在图4的NowFoods公司的藤黄果提取物对照品在5.63min出还有一个更强的吸收峰,此峰对应的为形成内酯羟基柠檬酸,而图3在5.63min没有吸收峰,说明本发明的方法获得的羟基柠檬酸盐是以纯净的羟基柠檬酸盐存在,其中没有形成内酯。It can be seen from the figure that the absorption peak appears at the retention time of 2.90min in Figure 3, which is the same as that of the hydroxycitric acid standard (2.96min) in Figure 1 and the NowFoods Garcinia Cambogia Extract reference substance (2.88min) in Figure 4 the peak position. And the citric acid in Fig. 2 has no absorption peak at 2.90min. Illustrate that the product that embodiment 1 makes is hydroxycitrate. In addition, there is a stronger absorption peak at 5.63min in the Garcinia cambogia extract reference substance of NowFoods Company in Figure 4, which corresponds to the formation of lactone hydroxycitric acid, while Figure 3 has no absorption peak at 5.63min , indicating that the hydroxycitrate obtained by the method of the present invention exists as a pure hydroxycitrate in which no lactone is formed.

实验例3Experimental example 3

显色反应参照文献(Bainto LC, Dizon EI, Laurena AC, et al. Isolation andquantification of hydroxycitric acid from batuan [Garcinia binucao (Blanco)Choisy] fruit [J]. Int Food Res J, 2018, 25: 706-711)的方法。称取0.1 g待测样品溶于50 mL 3.0%的磷酸溶液中,超声波处理30 min后取1 mL上清液,加入3 mL 1%偏矾酸铵,静置30 min后观察。Refer to literature for color reaction (Bainto LC, Dizon EI, Laurena AC, et al. Isolation and quantification of hydroxycitric acid from batuan [Garcinia binucao (Blanco)Choisy] fruit [J]. Int Food Res J, 2018, 25: 706-711 )Methods. Weigh 0.1 g of the sample to be tested and dissolve it in 50 mL of 3.0% phosphoric acid solution. After ultrasonic treatment for 30 min, take 1 mL of the supernatant, add 3 mL of 1% ammonium metavanate, and observe after standing for 30 min.

用偏矾酸铵进行显色反应(如图5),发现羟基柠檬酸标准品1、实施例1的产品3和NowFoods公司的藤黄果提取物4均呈红棕色,而柠檬酸2呈黄色。Ammonium metavanitate was used for color reaction (as shown in Figure 5), and it was found that hydroxycitric acid standard 1, product 3 of Example 1 and Garcinia cambogia extract 4 of NowFoods Company were all reddish brown, while citric acid 2 was yellow .

实验例4Experimental example 4

取0.1 g待测样品溶于0.9 mL 3.0%的磷酸溶液中,超声波处理30 min后用0.022 μm滤膜过滤,点样在活化后的GF254薄层层析硅胶板上(2.5×7.5 cm),以甲醇:水= 6:1(v/v)为展开剂。层析完毕后采用5%偏矾酸铵溶液显色。Rf值按如下公式计算:Take 0.1 g of the sample to be tested and dissolve it in 0.9 mL of 3.0% phosphoric acid solution. After ultrasonic treatment for 30 min, filter it with a 0.022 μm filter membrane, and spot the sample on an activated GF254 thin-layer chromatography silica gel plate (2.5×7.5 cm). Use methanol: water = 6:1 (v/v) as the developing solvent. After the chromatography, 5% ammonium metavanitate solution was used for color development. The Rf value is calculated according to the following formula:

Rf=原点至组分点中心的距离÷原点至溶剂前沿的距离Rf = the distance from the origin to the center of the component point ÷ the distance from the origin to the solvent front

如图6显示,羟基柠檬酸标准品1、柠檬酸2、实施例1制得的产品3和NowFoods藤黄果提取物4的Rf值无明显差异,均在0.69-0.71之间,但柠檬酸的Rf值稍低。进一步说明所提取物为羟基柠檬酸盐。As shown in Figure 6, the Rf values of hydroxycitric acid standard 1, citric acid 2, product 3 prepared in Example 1 and NowFoods Garcinia cambogia extract 4 have no significant difference, all between 0.69-0.71, but citric acid The Rf value is slightly lower. It further shows that the extract is hydroxycitrate.

最后所应当说明的是,以上实施例仅用以说明本发明的技术方案而非对本发明保护范围的限制,对于本领域的普通技术人员来说,在上述说明及思路的基础上还可以做出其它不同形式的变化或变动,这里无需也无法对所有的实施方式予以穷举。凡在本发明的精神和原则之内所作的任何修改、等同替换和改进等,均应包含在本发明权利要求的保护范围之内。Finally, it should be noted that the above embodiments are only used to illustrate the technical solutions of the present invention rather than to limit the scope of protection of the present invention. For those of ordinary skill in the art, on the basis of the above description and ideas, they can also make There is no need to and cannot exhaustively list all the implementation manners for other changes or changes in different forms. All modifications, equivalent replacements and improvements made within the spirit and principles of the present invention shall be included within the protection scope of the claims of the present invention.

Claims (8)

1. A method for extracting hydroxycitrate from lucerne fruits is characterized by comprising the following steps:
s1, crushing garcinia cambogia fruits;
s2, adding water into the garcinia cambogia fruits crushed in the step S1 according to the material-liquid ratio of 1:13 ~ 15, boiling for 10 ~ 20min at the temperature of 110 ~ 120 ℃ and 120 ℃, cooling, and filtering to keep filtrate;
s3, concentrating the filtrate obtained in the step S2 by 4-4 ~ 6 times, and adding 90- ~ 95% of ethanol with the volume 1-1 ~ 2 times that of the concentrated solution;
s4, filtering the filtrate obtained in the step S3, and adding 90% to ~ 95% of ethanol into the filtrate to adjust the alcohol degree to 58 ~ 62;
s5, adding an alkali solution in the step S4, and adjusting the pH value of the solution to 11.5 ~ 12.5.5;
s6, filtering, washing, evaporating and drying are carried out on the step S5.
2. The method for extracting hydroxycitrate from Garcinia cambogia fruit as claimed in claim 1, wherein the Garcinia cambogia fruit is crushed into 30 ~ 50 mesh particles in step S1.
3. The method for extracting hydroxycitrate from Garcinia cambogia fruit of claim 1, wherein the ratio of liquid to feed in step S2 is 1: 14.
4. The method for extracting hydroxycitrate from Garcinia cambogia fruit of claim 1, wherein the step S2 is carried out by boiling at 115 ℃ for 15 min.
5. The method for extracting hydroxycitrate from Garcinia cambogia fruit of claim 1, wherein the filtrate is concentrated 5 times in step S3.
6. The method for extracting hydroxycitrate from Garcinia cambogia fruit of claim 1, wherein the alcohol content in step S4 is 60.
7. The method for extracting hydroxycitrate from Garcinia cambogia fruit of claim 1, wherein the pH of the solution is adjusted to 12 in step S5.
8. The method for extracting hydroxycitrate from Garcinia cambogia fruit of claim 1, wherein the alkaline solution in step S5 is KOH or NaOH solution.
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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN112544690A (en) * 2020-12-15 2021-03-26 西南林业大学 Fresh-keeping processing method of edible mushroom product
CN115536521A (en) * 2022-07-17 2022-12-30 李玉山 A kind of preparation method of hydroxycitric acid in garcinia cambogia

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20030207942A1 (en) * 2002-04-30 2003-11-06 Unibar Corporation Hydroxycitric acid salt composition and method of making
CN104610049A (en) * 2015-02-12 2015-05-13 白心亮 Method for extracting hydroxyl citric acid from garcinia cambogia
CN104725218A (en) * 2015-03-02 2015-06-24 李玉山 Method for extracting and purifying hydroxycitric acid from garcinia cambogia
KR101781365B1 (en) * 2016-08-31 2017-09-25 주식회사 코씨드바이오팜 Method for High Yield Extraction of Hydroxycitric Acid from Garcinia cambogia with Response Surface Methodology

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20030207942A1 (en) * 2002-04-30 2003-11-06 Unibar Corporation Hydroxycitric acid salt composition and method of making
CN104610049A (en) * 2015-02-12 2015-05-13 白心亮 Method for extracting hydroxyl citric acid from garcinia cambogia
CN104725218A (en) * 2015-03-02 2015-06-24 李玉山 Method for extracting and purifying hydroxycitric acid from garcinia cambogia
KR101781365B1 (en) * 2016-08-31 2017-09-25 주식회사 코씨드바이오팜 Method for High Yield Extraction of Hydroxycitric Acid from Garcinia cambogia with Response Surface Methodology

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
MATHEW ATTOKARAN著,许学勤译: "《天然食用香料与色素》", 30 September 2014, 中国轻工业出版社 *
Y. S. LEWIS: "Isolation and Properties of Hydroxycitric Acid", 《METHODS IN ENZYMOLOGY》 *
赵希荣: "羟基柠檬酸的来源、制备方法和性质", 《中国食品添加剂》 *

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN112544690A (en) * 2020-12-15 2021-03-26 西南林业大学 Fresh-keeping processing method of edible mushroom product
CN112544690B (en) * 2020-12-15 2023-03-24 西南林业大学 Fresh-keeping processing method of edible mushroom product
CN115536521A (en) * 2022-07-17 2022-12-30 李玉山 A kind of preparation method of hydroxycitric acid in garcinia cambogia

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