[go: up one dir, main page]

CN100999614B - Haematochrome extracted from fragrans seed peel and its preparation process and application - Google Patents

Haematochrome extracted from fragrans seed peel and its preparation process and application Download PDF

Info

Publication number
CN100999614B
CN100999614B CN2006100201608A CN200610020160A CN100999614B CN 100999614 B CN100999614 B CN 100999614B CN 2006100201608 A CN2006100201608 A CN 2006100201608A CN 200610020160 A CN200610020160 A CN 200610020160A CN 100999614 B CN100999614 B CN 100999614B
Authority
CN
China
Prior art keywords
osmanthus
red pigment
seed skin
present
pigment
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Fee Related
Application number
CN2006100201608A
Other languages
Chinese (zh)
Other versions
CN100999614A (en
Inventor
潘英明
黄志丽
王恒山
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Guangxi Normal University
Original Assignee
Guangxi Normal University
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Guangxi Normal University filed Critical Guangxi Normal University
Priority to CN2006100201608A priority Critical patent/CN100999614B/en
Publication of CN100999614A publication Critical patent/CN100999614A/en
Application granted granted Critical
Publication of CN100999614B publication Critical patent/CN100999614B/en
Expired - Fee Related legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Images

Landscapes

  • Cosmetics (AREA)

Abstract

本发明将公开从桂花种子皮中提取的红色素,它由下述方法制备而成:1)将桂花种子皮放入呈酸性的极性溶剂中提取;2)将所得的提取液过滤;3)滤液蒸发后,所得的残留物即为从桂花种子皮中提取的红色素。本发明从桂花种子皮中提取的红色素水、醇溶性好,着色力强,安全、无任何毒副作用,用途非常广泛,可将其作为食用色素运用于食品加工行业,作为食品、饮料的着色剂、染色剂及医药、保健品的糖衣药片的着色剂使用;或将其作为化妆品的添加剂制备各种化妆品如唇膏、腮红等,也可将其作为染发、指甲染色着色、染色剂使用,此外还可将其作为工业着色剂、染色剂及生物染料、生物试剂使用。

Figure 200610020160

The present invention will disclose the red pigment extracted from the osmanthus osmanthus seed skin, which is prepared by the following method: 1) putting the osmanthus osmanthus seed skin into an acidic polar solvent to extract; 2) filtering the obtained extract; 3. ) filtrate evaporated, the resulting residue is the red pigment extracted from the osmanthus seed husk. The red pigment extracted from the osmanthus osmanthus seed skin of the present invention has good water and alcohol solubility, strong coloring power, is safe, has no toxic and side effects, and has a wide range of uses. It can also be used as a coloring agent for sugar-coated tablets of pharmaceuticals and health products; or as an additive for cosmetics to prepare various cosmetics such as lipstick, blush, etc., and can also be used as a coloring agent for hair dyeing, nail dyeing, and dyeing. In addition, it can also be used as industrial colorants, dyes, biological dyes, and biological reagents.

Figure 200610020160

Description

从桂花种子皮中提取的红色素、其制备方法及其用途 Red pigment extracted from osmanthus osmanthus seed skin, its preparation method and use

(一)技术领域:(1) Technical field:

本发明涉及食用色素,特别是从桂花种子皮中提取的红色素;本发明还涉及这种红色素的制备方法及用途。The invention relates to a food pigment, in particular to a red pigment extracted from osmanthus osmanthus seed skin; the invention also relates to a preparation method and application of the red pigment.

(二)背景技术:(two) background technology:

食用色素又称着色剂,是以食品着色和改善食品色泽为目的的食品添加剂,随着食品工业的迅速发展,对食用色素的需求量也日益增加。食用色素因其来源不同,可分为人工合成色素和天然色素两大类,就食用色素应用的沿革来看,在19世纪中叶以前,是应用比较粗制的天然色素作为食用色素;19世纪中叶以后,由于合成色素相继问世,并以其具有色泽鲜艳,稳定性好,着色力强,适于调色,易于溶解,品质均一,无臭无味,以及成本低廉等一系列优点,因而广泛应用于食品中,以增加食品的花样和品种及提高人们的食欲感,但是随着人们生活水平的提高和保健意识的增加,对饮料、糖果、糕点和酒类等食品使用的合成色素提出了更高的要求。过去常用的合成色素有偶氮基(-N=N-),它是一种发色基团,含有这种基团的化合物都是有颜色的物质,但许多偶氮化合物是致癌物,具有不同程度慢性毒性和致癌与致畸性。近年来,由于合成色素毒性日益为人所关注,在国外许多发达国家逐渐限制甚至禁止使用合成色素,国内也正慢慢淘汰其使用。绝大多数天然色素由于食用安全无毒、色泽自然、不少品种具有生理活性兼有一定的营养和医疗保健及消炎等作用,它们保留了植物体内丰富的部分天然成分如:维生素、氨基酸、核苷酸、黄酮类色素以及某些必需元素等,不仅广泛应用于各种化妆品、食品、饮料等产品,以帮助校正色率的偏差和强调标志不同食品所具有的风格,而且也可应用在医药、保健品等行业,因此在国际市场上,天然色素销售额年增长率保持在10%左右,所以国内从事研究开发天然食用色素的单位和人员也日益增多,开发和利用植物天然色素取代人工合成色素已成为历史的必然。与食用合成色素相比,食用天然色素具备下述优点:1、绝大多数天然色素无毒和无副作用,安全性高;2、很多天然色素中含有人体必需的营养物质,或其本身就是维生素或具有维生素性质的物质,如核黄素、β-胡萝卜素等;3、有的天然色素具有一定的药理功效,对某些疾病有预防治疗作用,如芸香苷天然食用黄色素具有使人维持毛细管正常抵抗能力和防止动脉硬化等功能,在医学上一直作为治疗心血管系统疾病的辅助药物和营养增补剂;4、天然色素的着色色调比较自然,更接近于天然物质的颜色。但目前尚未发现有人以桂花种子皮为原料提取红色素。Food coloring, also known as coloring agent, is a food additive for the purpose of food coloring and improving food color. With the rapid development of the food industry, the demand for food coloring is also increasing. Due to their different sources, food coloring can be divided into two categories: synthetic coloring and natural coloring. As far as the history of food coloring application is concerned, before the middle of the 19th century, relatively crude natural coloring was used as food coloring; Later, due to the advent of synthetic pigments one after another, and because of their bright color, good stability, strong tinting strength, suitable for color matching, easy to dissolve, uniform quality, odorless and tasteless, and low cost, they are widely used in In food, to increase the patterns and varieties of food and improve people's appetite, but with the improvement of people's living standards and the increase of health awareness, higher requirements are put forward for the synthetic pigments used in foods such as beverages, candies, cakes and wines. requirements. The commonly used synthetic pigments in the past have azo group (-N=N-), which is a chromogenic group. The compounds containing this group are all colored substances, but many azo compounds are carcinogens and have Different degrees of chronic toxicity, carcinogenicity and teratogenicity. In recent years, due to the increasing concern about the toxicity of synthetic pigments, the use of synthetic pigments is gradually restricted or even banned in many developed countries abroad, and its use is gradually being phased out in China. The vast majority of natural pigments are safe and non-toxic to eat, natural in color, and many varieties have physiological activities, as well as certain nutritional, medical care and anti-inflammatory effects. Nucleic acid, flavonoid pigments and certain essential elements are not only widely used in various cosmetics, food, beverages and other products to help correct the deviation of color ratio and emphasize the style of different foods, but also can be used in medicine , health care products and other industries, so in the international market, the annual growth rate of natural pigment sales is maintained at about 10%, so domestic units and personnel engaged in the research and development of natural food pigments are also increasing, and the development and utilization of plant natural pigments to replace artificial synthesis Pigment has become a historical necessity. Compared with edible synthetic pigments, edible natural pigments have the following advantages: 1. Most natural pigments are non-toxic and have no side effects, and have high safety; 2. Many natural pigments contain essential nutrients for the human body, or they are vitamins Or substances with vitamin properties, such as riboflavin, β-carotene, etc.; 3. Some natural pigments have certain pharmacological effects, and have preventive and therapeutic effects on certain diseases, such as rutin. The normal resistance of capillaries and the prevention of arteriosclerosis have been used in medicine as auxiliary drugs and nutritional supplements for the treatment of cardiovascular diseases; 4. The coloring tone of natural pigments is more natural and closer to the color of natural substances. However, it has not been found that someone uses the osmanthus seed skin as a raw material to extract the red pigment.

(三)发明内容:(3) Contents of the invention:

本发明将公开着色力强,热稳定性、抗氧化性和还原性、及耐糖耐盐性等效果均较好的从桂花种子皮中提取的红色素;本发明还将公开这种红色素的制备方法及用途。The present invention will disclose the red pigment that has strong tinting strength, thermal stability, oxidation resistance and reducibility, and sugar tolerance and salt tolerance, etc., extracted from osmanthus osmanthus seed skin; Preparation method and use.

桂花树(Osmanthus fragrans)又称木樨,木樨科常绿乔木或灌木,原产我国西南部,主要分布于广西、湖南、贵州及福建等地。在我国栽培历史达3000年以上,其叶浓绿,四季味卉,树姿挺秀,除在园林中应用于孤植群植观形外,因具有浓郁独特的花香,又是重要的插花材料,桂花可提取浸膏,桂花浸膏广泛用于食品、化妆品和香精香料等。桂花种子为椭圆形,种子皮色泽为紫黑色,近似于紫葡萄皮和黑豆皮,它们含有一定红色素和黑色素。为了有效地开发利用这一天然资源,本发明首次对桂花种子皮红色素提取方法、理化性质的稳定性、生物活性等进行了研究,并已成功地从桂花种子皮中提取了红色素。Osmanthus fragrans (Osmanthus fragrans), also known as Osmanthus fragrans, is an evergreen tree or shrub of the Osmanthus family, native to southwest my country, mainly distributed in Guangxi, Hunan, Guizhou and Fujian. It has been cultivated in my country for more than 3,000 years. Its leaves are thick green, and it tastes like flowers in four seasons. It is a beautiful tree. In addition to being used in gardens for solitary planting and group planting, it is also an important flower arrangement material because of its rich and unique floral fragrance. Osmanthus fragrans extract can be extracted, which is widely used in food, cosmetics and flavors and fragrances. Osmanthus fragrans seeds are oval, and the seed skin color is purple-black, similar to purple grape skin and black bean skin, and they contain certain red and melanin. In order to effectively develop and utilize this natural resource, the present invention first studies the red pigment extraction method, the stability of physical and chemical properties, and biological activity of osmanthus osmanthus seeds, and has successfully extracted the red pigment from osmanthus osmanthus seed skins.

本发明所述的从桂花种子皮中提取的红色素的制备方法,其步骤如下:The preparation method of the red pigment that extracts from sweet-scented osmanthus seed skin of the present invention, its steps are as follows:

1)将桂花种子皮放入呈酸性的极性溶剂中提取;所述极性溶剂可选自水,或乙醇,或丙酮等等,也可使用由几种极性溶剂以任意配比混合而成的混合溶剂;若采用乙醇,则最好用体积浓度20~90%的乙醇溶液;为达到较好的提取质量及考虑到色素的稳定性,提取温度可控制在20~100℃;考虑到工业化生产的成本,提取时间可控制在10~40min;由于在酸性条件下,本发明红色素能稳定存在,但酸性太弱又会影响提取效率,因此极性溶剂的pH值可为1~5,其pH值最好为1~4;1) Put the sweet-scented osmanthus seed skin into an acidic polar solvent to extract; the polar solvent can be selected from water, or ethanol, or acetone, etc., and can also be mixed in any proportion by several polar solvents If ethanol is used, it is best to use an ethanol solution with a volume concentration of 20-90%; in order to achieve better extraction quality and consider the stability of the pigment, the extraction temperature can be controlled at 20-100°C; The cost of industrial production, the extraction time can be controlled within 10-40 minutes; because the red pigment of the present invention can exist stably under acidic conditions, but too weak acidity will affect the extraction efficiency, so the pH value of the polar solvent can be 1-5 , the best pH value is 1-4;

2)将所得的提取液过滤;2) filtering the obtained extract;

3)滤液蒸发后,所得的残留物即为从桂花种子皮中提取的红色素。3) After the filtrate is evaporated, the residue obtained is the red pigment extracted from the osmanthus osmanthus seed skin.

以上述方法提取的本发明红色素,可显示出如下物化特性:The red pigment of the present invention extracted by the above method can show the following physical and chemical properties:

(1)外观:其膏状物呈红褐色,用溶剂溶解后溶液为桔红色;(1) Appearance: the paste is reddish-brown, and the solution is orange-red after being dissolved in a solvent;

(2)紫外可见吸收光谱:将本发明桂花种子皮红色素紫外进行紫外光谱扫描,其紫外可见吸收光谱见图1,由图1可看出,其在紫外区波长为283.5nm处有一个典型的吸收峰,在可见光区波长为536nm处也有一个典型的吸收峰;(2) UV-visible absorption spectrum: the osmanthus osmanthus seed skin red pigment ultraviolet of the present invention is carried out ultraviolet spectrum scanning, and its ultraviolet-visible absorption spectrum is shown in Fig. 1, as can be seen from Fig. 1, it is 283.5nm place to have a typical in ultraviolet region wavelength There is also a typical absorption peak at the wavelength of 536nm in the visible light region;

(3)溶解度:溶于水、乙醇、丙酮等极性溶剂,微溶于乙醚、乙酸乙酯,在石油醚中几乎不溶;(3) Solubility: soluble in water, ethanol, acetone and other polar solvents, slightly soluble in ether and ethyl acetate, almost insoluble in petroleum ether;

(4)在酸性溶液中,溶液的pH值越小,红色越深;pH值在4以下,溶液呈红色,4<pH<7,色素液颜色逐渐由淡红色变为无色;pH值大于7以后,随pH值升高,颜色逐渐由无色、淡黄、深黄变为黄绿色;(4) In an acidic solution, the smaller the pH value of the solution, the deeper the red; the pH value is below 4, the solution is red, 4<pH<7, the color of the pigment solution gradually changes from light red to colorless; the pH value is greater than After 7, as the pH value increases, the color gradually changes from colorless, light yellow, dark yellow to yellow-green;

(5)色价:E1% 1cm283.5=44.6。(5) Color value: E 1% 1cm 283.5=44.6.

以下对本发明红色素的生物活性和理化性能的实验取紫外区最大吸收峰283.5nm作为测定吸光度的波长。The following experiments on the biological activity and physical and chemical properties of the red pigment of the present invention take the maximum absorption peak in the ultraviolet region at 283.5nm as the wavelength for measuring absorbance.

(1)对本发明红色素的生物活性测定:(1) to the biological activity assay of red pigment of the present invention:

先配制本发明红色素溶液:First prepare red pigment solution of the present invention:

取0.10g本发明红色素,用体积浓度为95%乙醇溶解,配置成0.5mg/ml,0.8mg/ml,1.2mg/ml浓度的天然红色素溶液。Take 0.10 g of the red pigment of the present invention, dissolve it in 95% ethanol by volume concentration, and prepare a natural red pigment solution with a concentration of 0.5 mg/ml, 0.8 mg/ml, and 1.2 mg/ml.

本发明红色素自由基清除能力测定:Measuring of red pigment free radical scavenging ability of the present invention:

a、测定方法:a. Determination method:

将红色素质量浓度分别为0.5mg/ml,0.8mg/ml,1.2mg/ml的乙醇溶液0.2ml加到8ml、质量浓度0.004%DPPH自由基的乙醇溶液中。在28℃、515nm下测其吸光度,每10min测定一次,直至反应达到平衡(吸光度变化不大),同时测定不含本发明红色素的质量浓度0.004%DPPH自由基的乙醇溶液的吸光度,按以下公式计算清除率SC%值。BHT溶液的配制方法与上述方法相同。Add 0.2ml of ethanol solution with mass concentration of red pigment of 0.5mg/ml, 0.8mg/ml and 1.2mg/ml to 8ml of ethanol solution with mass concentration of 0.004% DPPH free radical. Measure its absorbance under 28 ℃, 515nm, measure once every 10min, until reaction reaches equilibrium (absorbance change is little), measure the absorbance of the ethanol solution that does not contain the mass concentration 0.004% DPPH free radical of red pigment of the present invention simultaneously, press as follows The formula calculates the SC % clearance value. The preparation method of BHT solution is the same as the above-mentioned method.

Figure G2006120160820060125D000031
Figure G2006120160820060125D000031

b、测定结果:b. Measurement results:

由下表可知本发明红色素有很好的自由基清除能力,清除率随质量浓度及加入时间的增加而增加,而清除作用在0~10min表现最为明显,10min后就接近最大值。30min后,质量浓度分别为0.5mg/ml,0.8mg/ml,1.2mg/ml的红色素溶液对自由基的清除率分别为72.12%,73.62%,80.00%;而BHT(3,5-二叔丁基-4-羧基甲苯)则为47.6%。It can be seen from the table below that the red pigment of the present invention has good free radical scavenging ability, and the scavenging rate increases with the increase of mass concentration and adding time, and the scavenging effect is most obvious at 0-10 minutes, and it approaches the maximum value after 10 minutes. After 30min, mass concentration is respectively 0.5mg/ml, 0.8mg/ml, and the red pigment solution of 1.2mg/ml is respectively 72.12%, 73.62%, 80.00% to free radical scavenging rate; tert-butyl-4-carboxytoluene) was 47.6%.

表本发明红色素自由基清除能力测定结果Table red pigment free radical scavenging ability measurement result of the present invention

Figure G2006120160820060125D000032
Figure G2006120160820060125D000032

(2)本发明红色素的理化性质:(2) Physicochemical properties of the red pigment of the present invention:

先配制本发明红色素溶液:First prepare red pigment solution of the present invention:

实验测定表明将浓度为0.14μg/ml的本发明红色素水溶液可将色素液在283.5nm下吸光度控制在1.00以内。因此,配置浓度为0.14μg/ml的红色素溶液作为以下理化性质的测定。Experimental measurements show that the red pigment aqueous solution of the present invention with a concentration of 0.14 μg/ml can control the absorbance of the pigment solution at 283.5 nm within 1.00. Therefore, a red pigment solution with a concentration of 0.14 μg/ml was prepared for the determination of the following physical and chemical properties.

①温度对本发明红色素的影响:1. the influence of temperature on red pigment of the present invention:

测定方法:test methods:

将浓度为0.14μg/ml的本发明红色素溶液分别置于25℃,50℃,80℃,100℃,以0.5h为时间间隔,取出后快速冷却至室温(一般冷却至20~25℃),在最大吸收波长283.5nm处测其ABS值并观察加热前后ABS值的变化情况。Place the red pigment solution of the present invention with a concentration of 0.14 μg/ml at 25° C., 50° C., 80° C., and 100° C. at intervals of 0.5 h, take it out and quickly cool it to room temperature (generally to 20-25° C.) , Measure its ABS value at the maximum absorption wavelength of 283.5nm and observe the change of ABS value before and after heating.

测定结果:The measurement results:

由表1可知,本发明红色素的吸光度值在100℃以下基本不发生变化.在误差范围内热降解为0,目测色素液的颜色无变化,说明本发明桂花种子皮红色素在不同温度下的热稳定性很好.As can be seen from Table 1, the absorbance value of the red pigment of the present invention does not change substantially below 100°C. The thermal degradation is 0 within the error range, and the color of the visual pigment solution does not change, which shows that the red pigment of the osmanthus fragrans seed skin of the present invention is under different temperatures. Good thermal stability.

表1温度对本发明红色素的影响效果The influence effect of table 1 temperature on red pigment of the present invention

Figure G2006120160820060125D000041
Figure G2006120160820060125D000041

②本发明红色素pH值稳定性:② pH value stability of the red pigment of the present invention:

测定方法:test methods:

分别用HCl、NaOH溶液调节0.14μg/ml的本发明红色素溶液pH分别为2、3、4、6、8、10、12和13,放置20min后,在波长200~400nm范围内用UV-1100紫外可见光光度计进行光谱扫描,峰值检出并记录色素色泽变化,考察pH值对本发明红色素的影响。Use HCl and NaOH solutions to adjust the pH of the 0.14 μg/ml red pigment solution of the present invention to be 2, 3, 4, 6, 8, 10, 12 and 13 respectively. After standing for 20 minutes, use UV- A 1100 ultraviolet-visible photometer performs spectral scanning, detects the peak and records the color change of the pigment, and investigates the influence of the pH value on the red pigment of the present invention.

测定结果:The measurement results:

植物色素一般受pH值的影响较明显,随着pH值的变化,色素分子中的-OH,-C=O-,-O-等基团在H+或OH-的作用下,发生亲核或亲电重排反应,色素分子将会发生相应的结构变化,从而导致颜色的变化。当变化量到达一定浓度时,将会外呈现出稳定的颜色,这就是植物呈现不同颜色的根本原因。Plant pigments are generally affected by the pH value. With the change of pH value, the -OH, -C=O-, -O- and other groups in the pigment molecule will undergo nucleophilicity under the action of H + or OH - Or electrophilic rearrangement reaction, the pigment molecules will undergo corresponding structural changes, resulting in color changes. When the amount of change reaches a certain concentration, it will show a stable color outside, which is the root cause of the different colors of plants.

由表2可知,不同pH值下的酸碱环境对本发明红色素最大吸收波长和稳定性影响较大。当pH=2~7.5时,最大吸收峰产生蓝移现象。当pH=7.5~12时,最大吸收峰产生红移现象。酸性条件下的吸光度值较小,色素呈红色,而碱性条件下的吸光度值较大,色素呈淡绿色,表明色素在不同pH环境下基团发生了转变,使得ABS值变化。As can be seen from Table 2, the acid-base environment at different pH values has a greater impact on the maximum absorption wavelength and stability of the red pigment of the present invention. When pH=2~7.5, the maximum absorption peak will be blue-shifted. When pH=7.5~12, the maximum absorption peak will appear red-shifted. Under acidic conditions, the absorbance value is small, and the pigment is red, while under alkaline conditions, the absorbance value is large, and the pigment is light green, indicating that the pigment group has changed under different pH environments, making the ABS value change.

表2pH值对本发明红色素稳定性的影响The influence of table 2pH value on red pigment stability of the present invention

  pH值pH value   最大吸收峰λmaxMaximum absorption peak λmax   ABS值ABS value   2 2   283.5283.5   0.3900.390   33   223.0223.0   0.1180.118   44   223.0223.0   0.1070.107   66   224.0224.0   0.8010.801   8 8   283.O283.O   O.405O.405   1010   203.0203.0   1.9391.939   1212   201.5201.5   1.9481.948   1313   206.5206.5   1.9681.968

③氧化剂,还原剂对本发明红色素的稳定性3. oxidizing agent, reducing agent are to the stability of red pigment of the present invention

测定方法:test methods:

取0.14μg/ml的本发明红色素水溶液10ml分别加到不同浓度的KMnO4,K2CrO7,10%H2O2,NaClO溶液中,摇匀,在最大吸收波长处测其ABS值;Take 10ml of the red pigment aqueous solution of the present invention at 0.14 μg/ml and add them to different concentrations of KMnO 4 , K 2 CrO 7 , 10% H 2 O 2 , and NaClO solutions, shake well, and measure the ABS value at the maximum absorption wavelength;

取0.625g的KMnO4,K2Cr2O7晶体,用水溶解,配置成1.25mg/L的KMnO4,K2Cr2O7溶液。H2O2溶液是用30%H2O2溶液经稀释100倍得到3%H2O2溶液;NaClO溶液是用氯含量>10%稀释50倍的溶液。(溶液的浓度只是为了使吸光度在283.5nm得到较好值)Take 0.625g of KMnO 4 , K 2 Cr 2 O 7 crystals, dissolve them in water, and prepare a 1.25 mg/L KMnO 4 , K 2 Cr 2 O 7 solution. H 2 O 2 solution is diluted 100 times with 30% H 2 O 2 solution to obtain 3% H 2 O 2 solution; NaClO solution is diluted 50 times with chlorine content>10%. (The concentration of the solution is just to make the absorbance get a better value at 283.5nm)

测定结果:The measurement results:

表4结果表明:不同浓度的KMnO4,K2Cr2O7,10%H2O2,NaClO随其浓度增大,吸光度值越小,色素有不同程度破坏。长期放置均变为无色,说明KMnO4,K2Cr2O7,10%H2O2,NaClO对桂花种子皮红色素都有漂白作用或者说该红色素结构单元中有易被氧化的部分,因此在使用本发明红色素时,应尽量避免与强氧化剂接触。The results in Table 4 show that: with the increase of the concentration of KMnO 4 , K 2 Cr 2 O 7 , 10% H 2 O 2 , and NaClO, the absorbance value decreases and the pigment is damaged to varying degrees. It turns colorless after long-term storage, indicating that KMnO 4 , K 2 Cr 2 O 7 , 10% H 2 O 2 , and NaClO all have a bleaching effect on the red pigment of osmanthus osmanthus seeds, or that there are easily oxidized components in the red pigment structural unit. Therefore, when using the red pigment of the present invention, contact with strong oxidizing agents should be avoided as much as possible.

表4氧化剂对本发明红色素的稳定性的影响The influence of table 4 oxidizing agent on the stability of red pigment of the present invention

测定方法:test methods:

在5支试管中,分别加入0.01、0.02、0.05、0.10、0.15克Na2SO3,再加入0.14μg/ml的本发明红色素水溶液10ml,摇匀,在最大吸收波长处测其ABS值;In 5 test tubes, add 0.01, 0.02, 0.05, 0.10, 0.15 grams of Na 2 SO 3 , then add 10 ml of 0.14 μg/ml red pigment aqueous solution of the present invention, shake well, and measure the ABS value at the maximum absorption wavelength;

测定结果:The measurement results:

由表5可见,不同量的Na2SO3对本发明桂花种子皮红色素的吸光度的影响不明显,可见本发明红色素在还原剂中比较稳定。It can be seen from Table 5 that different amounts of Na 2 SO 3 have no obvious influence on the absorbance of the red pigment of osmanthus fragrans seeds of the present invention, and it can be seen that the red pigment of the present invention is relatively stable in the reducing agent.

表5加入不同量的还原剂(Na2SO3)时本发明红色素吸光度变化值When table 5 adds different amounts of reducing agent (Na 2 SO 3 ), the red pigment absorbance change value of the present invention

Figure G2006120160820060125D000061
Figure G2006120160820060125D000061

④金属离子对本发明红色素稳定性4. metal ions are stable to the red pigment of the present invention

测定方法:test methods:

配置CuSO4,MgSO4,CaCl2,NaSO4,FeCl3,AlCl3和ZnCl2溶液,使它们的浓度达到30mg/L,各吸收这7种金属离子0.2ml分别加入到10ml浓度为0.14μg/ml本发明红色素溶液中,在最大吸收波长处测定金属离子色素溶液的ABS值。Prepare CuSO 4 , MgSO 4 , CaCl 2 , NaSO 4 , FeCl 3 , AlCl 3 and ZnCl 2 solutions to make their concentrations reach 30mg/L, and add 0.2ml of these 7 kinds of metal ions to 10ml respectively to 0.14μg/L ml of the red pigment solution of the present invention, measure the ABS value of the metal ion pigment solution at the maximum absorption wavelength.

测定结果:The measurement results:

表6表明本发明红色素对七种金属离子的反应各不相同。色素对Cu2+,Ca2+,Fe3+,Al3+,Zn2+有较强的褪色作用;Mg2+,Na+却对本发明红色素有一定的保色、增色作用。Table 6 shows that the red pigment of the present invention reacts differently to seven kinds of metal ions. The pigment has a strong fading effect on Cu 2+ , Ca 2+ , Fe 3+ , Al 3+ , Zn 2+ ; but Mg 2+ , Na + has a certain color retention and color enhancement effect on the red pigment of the present invention.

表6金属离子对本发明色素稳定性Table 6 metal ions are to the pigment stability of the present invention

  时间 time   蒸馏水distilled water   Cu2+ Cu 2+   Mg2+ Mg 2+   Ca2+ Ca 2+   Na+ Na +   Fe3+ Fe 3+   Al3+ Al 3+   Zn2+ Zn 2+   10min的吸光度10min absorbance   0.7590.759   0.7590.759   0.7450.745   0.7480.748   0.7680.768   0.7690.769   0.7700.770   0.7620.762   39h的吸光度Absorbance at 39h   0.3290.329   0.4740.474   0.6640.664   0.5000.500   0.6760.676   0.4220.422   0.2510.251   0.4520.452   48h的吸光度48h absorbance 0.3100.310 0.1960.196 0.4760.476 0.1920.192 0.4650.465 0.2560.256 0.2330.233 0.1850.185   降解率 Degradation rate   59.1%59.1%   74.2%74.2%   36.1%36.1%   74.3%74.3%   39.5%39.5%   66.7%66.7%   69.7%69.7%   75.7%75.7%

⑤糖,氨基酸,有机酸,淀粉等因素对本发明红色素稳定性5. Factors such as sugar, amino acid, organic acid, starch to red pigment stability of the present invention

测定方法:test methods:

将糖(葡萄糖和蔗糖),氨基酸(L-谷氨酸),有机酸(柠檬酸和酒石酸),淀粉配置成质量浓度为1%的溶液,各取30ml分别加入浓度为0.14μg/ml的本发明红色素溶液10ml,于95℃每20min测一次ABS值。Sugar (glucose and sucrose), amino acid (L-glutamic acid), organic acid (citric acid and tartaric acid), and starch are configured into a solution with a mass concentration of 1%. Invent red pigment solution 10ml, measure the ABS value every 20min at 95°C.

测定结果:The measurement results:

如表7可见氨基酸(L-谷氨酸)、有机酸(柠檬酸和酒石酸)、淀粉、蔗糖和葡萄糖对桂花种子皮红色素稳定性无影响,且均有一定的增色作用,故该色素适用于大部分食品。As seen in Table 7, amino acids (L-glutamic acid), organic acids (citric acid and tartaric acid), starch, sucrose and glucose have no effect on the stability of the red pigment of osmanthus fragrans seeds, and all have a certain color-enhancing effect, so this pigment is suitable in most foods.

表7氨基酸,有机酸,淀粉等因素对本发明红色素稳定性影响Table 7 amino acids, organic acids, factors such as starch influence on the red pigment stability of the present invention

Figure G2006120160820060125D000071
Figure G2006120160820060125D000071

⑥本发明红色素耐盐性⑥ Salt tolerance of the red pigment of the present invention

测定方法:test methods:

在3支试管中,分别加入0.05g,0.10g,0.25g食盐,再加浓度0.14μg/ml的本发明红色素溶液10ml,摇匀。测定吸光度。In 3 test tubes, add 0.05g, 0.10g, 0.25g table salt respectively, add 10ml of the red pigment solution of the present invention with a concentration of 0.14μg/ml, shake well. Measure the absorbance.

测定结果:The measurement results:

本发明红色素在不同浓度的氯化钠试液中的吸光度值如表8,结果表明本发明红色素对氯化钠这种食品基质的稳定性很好。The absorbance values of the red pigment of the present invention in different concentrations of sodium chloride test solution are shown in Table 8, and the results show that the red pigment of the present invention has good stability to the food matrix of sodium chloride.

表8本发明红色素耐盐性试验结果Table 8 red pigment salt tolerance test result of the present invention

⑦本发明红色素色价的标定7. The demarcation of red pigment color value of the present invention

测定方法:test methods:

本发明红色素的色价是采用全国食品添加剂标准化技术委员会的规定天然着色剂均用具体操作步骤:称取0.2~0.3g本发明红色素用蒸馏水溶解,并定容至100ml,再取1~10ml稀释100倍,用1cm比色皿,UV-1100紫外可见光光度计,波长283.5下测定吸光度。要求溶液浓度测定吸光度在0.2~0.7之间一定浓度的吸光度表示。一般多用1wt%,1cm比色皿,在最大吸收峰(283.5nm)测定的吸光度,表示形式如色价=E1% 1cm283.5的吸光度。The color value of the red pigment of the present invention adopts the regulations of the National Food Additives Standardization Technical Committee, and all natural colorants are used. 10ml was diluted 100 times, and the absorbance was measured at a wavelength of 283.5 with a 1cm cuvette and a UV-1100 ultraviolet-visible photometer. It is required to measure the absorbance of the solution concentration and express the absorbance of a certain concentration between 0.2 and 0.7. Generally, 1wt%, 1cm cuvette is used, and the absorbance measured at the maximum absorption peak (283.5nm) is expressed in the form of color value = E 1% 1cm 283.5 absorbance.

测定结果:The measurement results:

实验测得吸光度A=0.446Experimentally measured absorbance A=0.446

色价=E1% 1cm283.5=A×100/w=44.6,大于现行国家标准如萝卜红色素的色价标准(E1% 1cmλmax=44.0),而一般的色素的色价也是在45.0左右。说明本发明所述的制备方法提取的桂花种子皮红色素的含量、纯度较高。Color value=E 1% 1cm 283.5=A×100/w=44.6, which is greater than the current national standard such as the color value standard of radish red pigment (E 1% 1cm λmax=44.0), while the color value of general pigments is also around 45.0 . Illustrate that the content and the purity of the osmanthus seed cortex red pigment extracted by the preparation method of the present invention are higher.

本发明从桂花种子皮中提取的红色素水、醇溶性好,着色力强,通过上述各种测定可看出,其具有较好的热稳定性、抗氧化性和还原性、耐糖耐盐性,氨基酸、有机酸、淀粉及多种金属离子如Mg2+、Na+等对其有增色作用,色价可大于40,此外还具有很强的自由基清除能力。且本发明红色素为天然植物的提取物,安全、无任何毒副作用,用途非常广泛,可将其作为食用色素运用于食品加工行业,作为食品、饮料的着色剂、染色剂及医药、保健品的糖衣药片的着色剂使用;或将其作为化妆品的添加剂制备各种化妆品如唇膏、腮红等,也可将其作为染发、指甲染色的着色、染色剂使用,此外还可将其作为工业着色剂、染色剂及生物染料、生物试剂使用。The red pigment extracted from the osmanthus osmanthus seed skin of the present invention has good water and alcohol solubility and strong tinting power. It can be seen from the above-mentioned various measurements that it has good thermal stability, oxidation resistance and reduction, sugar and salt tolerance. , Amino acid, organic acid, starch and various metal ions such as Mg 2+ , Na + etc. can add color to it, and the color value can be greater than 40. In addition, it has a strong ability to scavenge free radicals. And the red pigment of the present invention is the extract of natural plants, safe, without any toxic and side effects, and has a wide range of uses. It can be used as a food coloring in the food processing industry, as a coloring agent for food and beverages, as well as medicines and health care products. It can be used as a coloring agent for sugar-coated tablets; or it can be used as an additive for cosmetics to prepare various cosmetics such as lipstick, blush, etc. It can also be used as a coloring agent for hair dyeing and nail dyeing, and it can also be used as an industrial coloring agent Agents, dyes and biological dyes, biological reagents.

(四)附图说明:(4) Description of drawings:

图1为本发明从桂花种子皮中提取的红色素紫外-可见吸收光谱图。Fig. 1 is the red pigment ultraviolet-visible absorption spectrogram that the present invention extracts from sweet-scented osmanthus seed skin.

(五)具体实施方式:(5) Specific implementation methods:

实施例1:Example 1:

取粉碎后的桂花种子皮放入pH=4、体积浓度为90%的乙醇溶液中,于100℃条件下提取10min;Put the pulverized osmanthus seed skin into an ethanol solution with a pH=4 and a volume concentration of 90%, and extract at 100°C for 10 minutes;

2)将所得的提取液冷却抽滤;2) the obtained extract is cooled and suction filtered;

3)滤液蒸发后,所得的残留物即为从桂花种子皮中提取的红色素。3) After the filtrate is evaporated, the residue obtained is the red pigment extracted from the osmanthus osmanthus seed skin.

实施例2:Example 2:

1)将粉碎后的桂花种子皮放入pH=1、体积浓度为20%的丙酮溶液中,于80℃条件下提取40min;1) Put the pulverized osmanthus seed skin into an acetone solution with a pH=1 and a volume concentration of 20%, and extract at 80° C. for 40 minutes;

2)将所得的提取液冷却抽滤;2) the obtained extract is cooled and suction filtered;

3)滤液蒸发后,所得的残留物即为从桂花种子皮中提取的红色素。3) After the filtrate is evaporated, the residue obtained is the red pigment extracted from the osmanthus osmanthus seed skin.

实施例3:Example 3:

1)将新鲜的桂花种子皮清洗后拨下表皮,洗去果浆后的表皮放入烘箱于80℃烘干,所得干燥的桂花种子皮粉碎后放入水中,并加入盐酸,使pH=2,于20℃条件下提取40min;1) Clean the fresh osmanthus seed skins and peel off the skins. After washing the pulp, put the skins into an oven to dry at 80°C. The obtained dried osmanthus seed skins are crushed and put into water, and hydrochloric acid is added to make the pH = 2 , extracted at 20°C for 40 minutes;

2)将所得的提取液冷却、过滤;2) cooling and filtering the obtained extract;

3)滤液蒸发后,所得的残留物即为从桂花种子皮中提取的红色素。3) After the filtrate is evaporated, the residue obtained is the red pigment extracted from the osmanthus osmanthus seed skin.

实施例4:Example 4:

1)将新鲜的桂花种子皮清洗后拨下表皮,洗去果浆后的表皮放入烘箱于60℃烘干,所得干燥的桂花种子皮粉碎后放入pH=5、体积浓度为60%的丙酮溶液中,于40℃条件下提取10min;1) After cleaning the fresh osmanthus seed skin, remove the epidermis, put the skin after washing off the pulp into an oven and dry it at 60° C., put the dried osmanthus seed skin into a powder with pH=5 and a volume concentration of 60% after being crushed. In acetone solution, extract at 40°C for 10 minutes;

2)将所得的提取液冷却过滤;2) cooling and filtering the obtained extract;

3)滤液蒸发后,所得的残留物即为从桂花种子皮中提取的红色素。3) After the filtrate is evaporated, the residue obtained is the red pigment extracted from the osmanthus osmanthus seed skin.

实施例5:Example 5:

1)将经干燥、粉碎的桂花种子皮放入pH=2、体积浓度为50%的乙醇溶液中,于60℃条件下提取30min;1) Put the dried and pulverized osmanthus seed skin into an ethanol solution with a pH of 2 and a volume concentration of 50%, and extract at 60° C. for 30 minutes;

2)将所得的提取液过滤;2) filtering the obtained extract;

3)滤液蒸发后,所得的残留物即为从桂花种子皮中提取的红色素。3) After the filtrate is evaporated, the residue obtained is the red pigment extracted from the osmanthus osmanthus seed skin.

实施例6:Embodiment 6:

1)将桂花种子皮放入pH=3、体积浓度为80%的甲醇溶液中,于50℃条件下提取20min;1) Put the osmanthus seed skin into a methanol solution with a pH=3 and a volume concentration of 80%, and extract at 50°C for 20 minutes;

2)将所得的提取液过滤;2) filtering the obtained extract;

3)滤液蒸发后,所得的残留物即为从桂花种子皮中提取的红色素。3) After the filtrate is evaporated, the residue obtained is the red pigment extracted from the osmanthus osmanthus seed skin.

实施例7:Embodiment 7:

1)将新鲜的桂花种子皮清洗后拨下表皮,洗去果浆后的表皮放入烘箱于80℃烘干,将干燥的桂花种子皮10g粉碎后放入pH=2、体积浓度为90%的乙醇溶液中,于80℃条件下提取40min;1) Clean the fresh osmanthus seed skin and remove the epidermis, put the skin after washing off the pulp into an oven for drying at 80°C, crush 10 g of the dried osmanthus seed skin and put it into pH=2, volume concentration 90% In the ethanol solution, extract at 80°C for 40min;

2)将所得的提取液冷却、抽滤;2) cooling and suction filtering the obtained extract;

3)待滤液蒸发后,得到3.46g残留物,即为从桂花种子皮中提取的红色素。3) After the filtrate was evaporated, 3.46 g of residue was obtained, which was the red pigment extracted from the osmanthus osmanthus seed skin.

实验例1:红色素添加在饮品中Experimental Example 1: Adding red pigment to drinks

方法:取0.01g实施例7所述的红色素分别溶入市售的白酒、可乐饮料各100ml当中,观察其外观变化,并定期测量其吸光度变化。Method: Dissolve 0.01 g of the red pigment described in Example 7 into 100 ml each of commercially available liquor and cola drinks, observe the changes in appearance, and measure the changes in absorbance regularly.

结果:该红色素添加到可乐和白酒中室内放置,30天内其色素保持率仍达79.5%和82%,外观几乎无变化,说明实施例7所述的红色素在这两种饮品中是比较稳定的,并可广泛应用于液体类饮料等的着色。Result: the red pigment is added to cola and white wine and placed indoors, and its pigment retention rate still reaches 79.5% and 82% in 30 days, and the appearance is almost unchanged, which shows that the red pigment described in Example 7 is relatively good in these two drinks It is stable and can be widely used in the coloring of liquid beverages, etc.

吸光度测量结果见下表:The absorbance measurement results are shown in the table below:

  饮品drinks   0天0 days   1天 1 day   2天 2 days   3天 3 days   4天 4 days   5天 5 days   6天 6 days   7天 7 days   14天14 days   30天 30 days   可乐 Cola   0.6940.694   0.6780.678   0.6700.670   0.6540.654   0.6500.650   0.6340.634   0.6250.625   0.6150.615   0.5940.594   0.5520.552   白酒 Liquor   0.8150.815   0.8030.803   0.7940.794   0.7800.780   0.7650.765   0.7600.760   0.7430.743   0.7370.737   0.6940.694   0.6680.668

实验例2:将本发明红色素用于果脯蜜饯的染色Experimental example 2: red pigment of the present invention is used for the dyeing of candied fruit

配方:杨梅坯100g,白糖54g,甘草粉3.1g,柠檬酸0.05g,山梨酸钾0.05g,实施例7所述的红色素0.05g。Recipe: 100g of red bayberry base, 54g of white sugar, 3.1g of licorice powder, 0.05g of citric acid, 0.05g of potassium sorbate, 0.05g of the red pigment described in Example 7.

工艺:用清水将梅坯浸泡1小时(其间换水三次),清洗后捞出、沥干水分。取白糖总重量的4/5,加等重量水煮沸溶解制成糖液,蒸热将杨梅坯倒入糖液中,搅拌均匀,起锅把剩余的白糖撒在面上,浸渍24小时,捞出沥去糖液。将沥出的糖液熬煮变稠,加入甘草粉、防腐剂、红色素和柠檬酸,搅拌均匀,把浸渍过的杨梅坯倒入,拌匀后再浸渍48小时。腌好后,沥干,包装,即为成品。Process: Soak the plum base in clean water for 1 hour (change the water three times during the period), remove and drain the water after cleaning. Take 4/5 of the total weight of white sugar, add equal weight of water to boil and dissolve to make sugar liquid, steam heat, pour bayberry billet into sugar liquid, stir evenly, start the pot, sprinkle the remaining white sugar on the surface, soak for 24 hours, remove Drain the sugar solution. Boil the drained sugar liquid to thicken, add licorice powder, preservatives, red pigment and citric acid, stir well, pour the dipped red bayberry base, mix well and then soak for 48 hours. After marinating, drain and pack, it is the finished product.

结果:使色泽参差不齐的杨梅干,呈色加深而均匀,着色力强,且无毒副作用。Result: The dried red bayberry with uneven color can be deepened and uniform in color, strong in coloring power, and has no toxic side effects.

实验例3:将本发明红色素用于染发剂的制备Experimental example 3: the red pigment of the present invention is used for the preparation of hair dye

配方:实施例7所述的红色素2.0克、异丙醇21.0克、苯甲醇6.0克、柠檬酸1.0克、质量浓度为5%羟甲基纤维素水溶液20.0克、去离子水50.0克。Formula: 2.0 grams of the red pigment described in Example 7, 21.0 grams of isopropanol, 6.0 grams of benzyl alcohol, 1.0 grams of citric acid, 20.0 grams of 5% hydroxymethylcellulose aqueous solution, and 50.0 grams of deionized water.

工艺:将异丙醇、苯甲醇、柠檬酸先溶解于去离子水中,加入红色素,最后加入5%羟甲基纤维素水溶液,搅匀即成。Process: Dissolve isopropanol, benzyl alcohol and citric acid in deionized water first, add red pigment, and finally add 5% hydroxymethyl cellulose aqueous solution, stir well and serve.

结果:使用后,无毒副作用,不刺激,不过敏、不伤发质,色泽自然亮丽,着色牢固,不易退色、变色,且头发柔软,有光泽,长期使用还可起到护发、固发及消除头皮屑的作用。Result: After use, there are no toxic side effects, no irritation, no allergies, no damage to hair quality, natural and bright color, firm coloring, not easy to fade and change color, and the hair is soft and shiny. Long-term use can also protect and strengthen hair And the effect of eliminating dandruff.

实验例4:将本发明红色素添加入化妆品中Experimental Example 4: Adding the red pigment of the present invention into cosmetics

将唇膏基料称重,将色素按唇膏总重的重量百分比取溴酸红5.0%、实施例7所述的红色素0.2%拼色,经加热、混合,浇铸、冷却、凝固而成唇膏,为大红唇膏。Lipstick base material is weighed, and pigment is got bromate red 5.0%, the red pigment 0.2% described in embodiment 7 to mix color by the weight percentage of lipstick gross weight, through heating, mixing, casting, cooling, solidify form lipstick, For the bright red lipstick.

结果:能滋养唇部,有效保持水份,且无油腻感,不易脱色,无毒副作用。Result: It can nourish the lips, effectively retain moisture, and has no greasy feeling, is not easy to fade, and has no toxic side effects.

Claims (9)

1.从桂花种子皮中提取的红色素的制备方法,其步骤如下:1. the preparation method of the red pigment that extracts from sweet-scented osmanthus seed skin, its step is as follows: 1)将桂花种子皮放入呈酸性的极性溶剂中提取;其中,所述极性溶剂为水、乙醇、丙酮、盐酸或甲醇;1) Putting sweet-scented osmanthus seed skin into an acidic polar solvent to extract; wherein, the polar solvent is water, ethanol, acetone, hydrochloric acid or methanol; 2)将所得的提取液过滤;2) filtering the obtained extract; 3)滤液蒸发后,所得的残留物即为从桂花种子皮中提取的红色素。3) After the filtrate is evaporated, the residue obtained is the red pigment extracted from the osmanthus osmanthus seed skin. 2.根据权利要求1所述的从桂花种子皮中提取的红色素的制备方法,其特征在于:步骤1)中,极性溶剂的pH=1~5。2. the preparation method of the red pigment that extracts from osmanthus fragrans seed skin according to claim 1, is characterized in that: in step 1), the pH=1~5 of polar solvent. 3.根据权利要求2所述的从桂花种子皮中提取的红色素的制备方法,其特征在于:步骤1)中,极性溶剂的pH=1~4。3. the preparation method of the red pigment that extracts from osmanthus fragrans seed skin according to claim 2 is characterized in that: in step 1), the pH=1~4 of polar solvent. 4.根据权利要求1~3中任何一项所述的从桂花种子皮中提取的红色素的制备方法,其特征在于:步骤1)中,提取温度为20~100℃。4. The preparation method of the red pigment extracted from osmanthus osmanthus seed skin according to any one of claims 1-3, characterized in that: in step 1), the extraction temperature is 20-100°C. 5.根据权利要求1~3中任何一项所述的从桂花种子皮中提取的红色素的制备方法,其特征在于:步骤1)中,提取时间为10~40min。5. The preparation method of the red pigment extracted from osmanthus osmanthus seed skin according to any one of claims 1 to 3, characterized in that: in step 1), the extraction time is 10 to 40 minutes. 6.权利要求1~5中任何一项所述方法制备的从桂花种子皮中提取的红色素。6. the red pigment that extracts from the osmanthus fragrans seed skin that any one described method prepares in claim 1~5. 7.根据权利要求1所述的从桂花种子皮中提取的红色素作为食用色素的用途。7. the red pigment that extracts from sweet-scented osmanthus seed skin according to claim 1 is as the purposes of food coloring. 8.根据权利要求1所述的从桂花种子皮中提取的红色素作为化妆品添加剂的用途。8. the red pigment that extracts from sweet-scented osmanthus seed skin according to claim 1 is as the purposes of cosmetic additive. 9.根据权利要求1所述的从桂花种子皮中提取的红色素作为染色剂的用途。9. the red pigment that extracts from sweet-scented osmanthus seed skin according to claim 1 is as the purposes of dyeing agent.
CN2006100201608A 2006-01-11 2006-01-11 Haematochrome extracted from fragrans seed peel and its preparation process and application Expired - Fee Related CN100999614B (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN2006100201608A CN100999614B (en) 2006-01-11 2006-01-11 Haematochrome extracted from fragrans seed peel and its preparation process and application

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN2006100201608A CN100999614B (en) 2006-01-11 2006-01-11 Haematochrome extracted from fragrans seed peel and its preparation process and application

Publications (2)

Publication Number Publication Date
CN100999614A CN100999614A (en) 2007-07-18
CN100999614B true CN100999614B (en) 2011-05-04

Family

ID=38258444

Family Applications (1)

Application Number Title Priority Date Filing Date
CN2006100201608A Expired - Fee Related CN100999614B (en) 2006-01-11 2006-01-11 Haematochrome extracted from fragrans seed peel and its preparation process and application

Country Status (1)

Country Link
CN (1) CN100999614B (en)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN105544191B (en) * 2016-01-21 2017-11-28 苏州印丝特纺织数码科技有限公司 A kind of preparation method for the fabric finishing agent that flowers and fruits using sweet osmanthus are prepared as raw material
CN105754372B (en) * 2016-02-16 2017-02-01 孙小朝 Extraction method of carrot pigment and natural hair dye containing carrot pigment
CN107903655A (en) * 2017-10-18 2018-04-13 湖北科技学院 The method and its application of melanin are extracted in a kind of pericarp from sweet osmanthus

Non-Patent Citations (6)

* Cited by examiner, † Cited by third party
Title
梁敏等.桂花种子皮黑色素提取及影响其稳定性因素分析.食品添加剂26 8.2005,26(8),141-143.
梁敏等.桂花种子皮黑色素提取及影响其稳定性因素分析.食品添加剂26 8.2005,26(8),141-143. *
潘英明等.桂花种子皮黑色素总酚含量的测定及其脂质抗氧化活性研究.食品研究与开发26 5.2005,26(5),145-148.
潘英明等.桂花种子皮黑色素总酚含量的测定及其脂质抗氧化活性研究.食品研究与开发26 5.2005,26(5),145-148. *
王恒山等.桂花种子皮黑色素的提取及其抗氧化活性研究.云南大学学报(自然科学版)26 6A.2004,26(6A),55-57.
王恒山等.桂花种子皮黑色素的提取及其抗氧化活性研究.云南大学学报(自然科学版)26 6A.2004,26(6A),55-57. *

Also Published As

Publication number Publication date
CN100999614A (en) 2007-07-18

Similar Documents

Publication Publication Date Title
Maran et al. Modeling and optimization of betalain extraction from Opuntia ficus-indica using Box–Behnken design with desirability function
WO2018019145A1 (en) Camellia extraction liquid, preparation method therefor, and applications thereof
EP2477597B1 (en) Natural hair dyes
EP3552598A1 (en) Composition containing crocus sativus extract and preparation method and use thereof
CN110664649A (en) Whitening composition and application thereof
CN100999614B (en) Haematochrome extracted from fragrans seed peel and its preparation process and application
KR20120133020A (en) A novel mulberry extract added rice wine and method for preparation of the same
CN103494719A (en) A kind of anti-aging facial cream and preparation method thereof
CN108991471A (en) A kind of natural additive for foodstuff with potent antioxidant activity
KR102352453B1 (en) Composition containing fermented grain extract and berry extracts complex having high antioxidative activity
JPH08143466A (en) Natural antioxidant and active oxygen scavenger
CN109276466A (en) It is effective component for preventing white hair and promoting the composition and product of dark hair using brown algae polyphenols
CN104825359A (en) Method for preparing natural hair dye from black plum peels
CN113373017A (en) Traditional Chinese medicine composition co-fermented rice wine and preparation method thereof
CN112826059A (en) A kind of camellia extract-collagen health jelly and preparation method thereof
CN107412132A (en) A kind of moisturizing cleawhite pack mud formula
KR101465242B1 (en) Organic Danmooji having condensed natural dye and process for preparation thereof
CN108477350A (en) A kind of peonidin tea and preparation method thereof
CN108553385A (en) A kind of lipstick and preparation method thereof containing flue berry extract
CN112891272A (en) Skin-care facial mask with Zijuan tea extract and preparation method of skin-care facial mask
KR101194538B1 (en) Method manufacturing of catechin rice
KR20200027188A (en) Skin cosmetic composite of black food and cypress, manufacturing method of the same and beauty mask pack containing the same
CN110585039A (en) Cosmetic composition containing dendrobium nobile fermentation extract and preparation method and application thereof
CN115487085B (en) Mask liquid with moisturizing and antioxidation effects and preparation method and application thereof
KR101042934B1 (en) Sweet Potato Surface Treatment Agent Using Purple Sweet Potato Extract and Its Manufacturing Method

Legal Events

Date Code Title Description
C06 Publication
PB01 Publication
C10 Entry into substantive examination
SE01 Entry into force of request for substantive examination
C14 Grant of patent or utility model
GR01 Patent grant
C17 Cessation of patent right
CF01 Termination of patent right due to non-payment of annual fee

Granted publication date: 20110504

Termination date: 20120111