CN110711404A - Method for extracting anthocyanin from raspberry - Google Patents

Method for extracting anthocyanin from raspberry Download PDF

Info

Publication number
CN110711404A
CN110711404A CN201910960324.2A CN201910960324A CN110711404A CN 110711404 A CN110711404 A CN 110711404A CN 201910960324 A CN201910960324 A CN 201910960324A CN 110711404 A CN110711404 A CN 110711404A
Authority
CN
China
Prior art keywords
anthocyanin
raspberry
extraction
cyanidin
sophoroside
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.)
Pending
Application number
CN201910960324.2A
Other languages
Chinese (zh)
Inventor
王煜伟
王乐
梁健
周武
谢久祥
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.)
Qinghai University
Original Assignee
Qinghai 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 Qinghai University filed Critical Qinghai University
Publication of CN110711404A publication Critical patent/CN110711404A/en
Pending legal-status Critical Current

Links

Images

Classifications

    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D11/00—Solvent extraction
    • B01D11/02—Solvent extraction of solids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H1/00—Processes for the preparation of sugar derivatives
    • C07H1/06—Separation; Purification
    • C07H1/08—Separation; Purification from natural products
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H17/00—Compounds containing heterocyclic radicals directly attached to hetero atoms of saccharide radicals
    • C07H17/04—Heterocyclic radicals containing only oxygen as ring hetero atoms
    • C07H17/06—Benzopyran radicals
    • C07H17/065—Benzo[b]pyrans
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B61/00—Dyes of natural origin prepared from natural sources, e.g. vegetable sources

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Biochemistry (AREA)
  • Biotechnology (AREA)
  • General Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Molecular Biology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

The invention discloses a method for extracting anthocyanin from raspberry. Meanwhile, the Box-Behnken design of a Response Surface Method (RSM) is adopted to research and optimize main experimental parameters influencing the extraction process. A UPLC-Triple-TOF/MS system is adopted to study and compare the component composition of raspberry anthocyanin extracted by subcritical water, hot water and methanol and the anthocyanin yield. The research shows that under the optimal extraction conditions (extraction pressure of 7MPa, extraction time of 90min and extraction temperature of 130 ℃), subcritical water is utilized to successfully extract 6 kinds of anthocyanin from fresh raspberry fruits, and the yield of the obtained anthocyanin is higher than that of the anthocyanin obtained by the traditional extraction method.

Description

Method for extracting anthocyanin from raspberry
Technical Field
The invention relates to the field of an extraction method of raspberry active substances, in particular to a method for extracting anthocyanin from raspberry.
Background
Anthocyanin is an important natural flavonoid compound, and widely exists in fruits, flowers and leaves with various colors, so that the anthocyanin presents different colors from red, purple red to blue and the like. The structural diversity endows anthocyanin with wide physiological activity, such as antioxidation, cardiovascular disease prevention and anticancer effects, and in addition, anthocyanin also has the functions of lutein proliferation, anti-inflammation, lipid peroxidation and platelet aggregation inhibition, diabetes prevention, weight reduction, vision protection and the like. Anthocyanins act as potent antioxidants providing hydrogen atoms to highly reactive radicals thereby breaking free radical chain reactions. It is well known that many degenerative diseases are now associated with oxidative damage, such as atherosclerosis, aging and cancer in the human body. Nutritionists have suggested that the addition of a number of anthocyanin-rich fruits and vegetables to their daily diet will benefit human health in view of the broad spectrum of biological activities of anthocyanins.
The raspberry fruits are rich in anthocyanin, researches prove that the raspberry is an important source plant of the anthocyanin, and the anthocyanin is a main functional component of the anthocyanin, and the problems of complex process, low extraction yield and the like exist in the existing extraction method of the anthocyanin in the raspberry, solvent extraction, enzyme extraction, fermentation extraction and the like.
Disclosure of Invention
The invention mainly solves the technical problem of providing a method for extracting anthocyanin from raspberry, which can efficiently and quickly extract anthocyanin from raspberry.
In order to solve the technical problems, the invention adopts a technical scheme that:
the method for extracting anthocyanin from raspberry comprises the following steps: extracting from raspberry fruit by subcritical water extraction.
In the existing process for extracting anthocyanin, because the polarity of anthocyanin is strong, a solvent extraction method is mostly adopted, and no related report about extracting anthocyanin in raspberry by a subcritical water extraction method exists.
Further, the method for extracting anthocyanin from raspberry comprises the following steps:
performing subcritical water extraction on the raspberry by an extracting agent under the conditions that the extraction temperature is 100-160 ℃ and the extraction pressure is 6-8 MPa to obtain raspberry anthocyanin extract.
Further, the method also comprises the following steps: drying the raspberry anthocyanin extract to obtain the raspberry anthocyanin extract.
Further, the raspberry is a fresh raspberry fruit.
Further, the dosage ratio of the fresh raspberry fruits to the extracting agent is 1 g: 60-120 mL; further, the dosage ratio of the fresh raspberry fruits to the extracting agent is 1 g: 90 mL;
in a particular embodiment of the invention, the extractant is ultra-pure water.
Further, the extraction time is 60-120 min; further selected from 90 min.
Further, the extraction temperature was 130 ℃.
Further, the extraction pressure was 7 MPa.
Further, the anthocyanin is selected from one or more of cyanidin-3-sophoroside-5-glucoside, cyanidin-3-sophoroside, cyanidin-3-glucoside, pelargonidin-3-sophoroside, cyanidin-3- (6' -citric acid) -sophoroside and pelargonidin-3-glucoside.
The invention also provides a raspberry anthocyanin extract which comprises 75-85 parts of cyanidin-3-sophoroside, 75-85 parts of cyanidin-3-glucoside and 8-11 parts of pelargonidin-3-glucoside.
Through detection, the raspberry anthocyanin extract prepared by the invention mainly comprises six kinds of anthocyanin: cyanidin-3-sophoroside-5-glucoside (cyanidin3-sophoroside-5-glucoside), cyanidin-3-sophoroside (cyanidin 3-sophoroside), cyanidin-3-glucoside (cyanidin-3-O-glucoside), pelargonidin-3-sophoroside (pelargonidin 3-sophoroside), cyanidin-3- (6 '-citric acid) -sophoroside [ cyanidin-3- (6' -cyclohexyl) -sophoroside ] and pelargonidin-3-glucoside (pelargonidin 3-O-glucoside). Wherein the three components with high content are cyanidin-3-sophoroside, cyanidin-3-glucoside, and pelargonidin-3-glucoside. The quantitative test shows that the yield of the anthocyanin in the raspberry extracted by the invention is higher than that of the prior art, no matter the total yield or the yield of a single anthocyanin monomer.
The invention has the beneficial effects that:
(1) the method adopts a subcritical water extraction method to extract anthocyanin in the raspberry for the first time, has higher extraction efficiency than that of the prior art, simple process, good extraction effect and convenient operation, and provides a more efficient strategy for development and utilization of raspberry anthocyanin.
(2) The method adopts a response surface method to optimize the condition of subcritical water extraction of anthocyanin in raspberry, can greatly reduce the experiment times, realizes multi-objective co-optimization according to regression models of different response values, establishes the optimal factor combination, and has the advantages of science, reliability and strong practicability.
Drawings
FIG. 1 is a three-dimensional response surface of the influence of the interaction of two factors on the extraction rate of raspberry anthocyanin according to the invention: (a) extraction pressure and extraction time; (b) extraction pressure and extraction temperature; (c) extraction time and extraction temperature; the ordinate in the figure is the anthocyanin yield;
FIG. 2 is an HPLC chromatogram comparing raspberry anthocyanins from three extraction methods: (a) hot water extraction of the sample, (b) methanol extraction of the sample, (c) subcritical water extraction of the sample;
FIG. 3 is a first order secondary mass spectrum (negative plus) of Compound 1;
FIG. 4 is a first order secondary mass spectrum (negative plus) of Compound 2;
FIG. 5 is a first order secondary mass spectrum (negative plus) of Compound 3;
FIG. 6 is a first order secondary mass spectrum (negative plus) of Compound 4;
FIG. 7 is a first order secondary mass spectrum (negative plus) of Compound 5;
FIG. 8 is a first order secondary mass spectrum (negative plus) of Compound 6.
Detailed Description
The technical solutions of the present invention will be described clearly and completely with reference to the accompanying drawings, and it should be understood that the described embodiments are some, but not all embodiments of the present invention. All other embodiments, which can be derived by a person skilled in the art from the embodiments given herein without making any creative effort, shall fall within the protection scope of the present invention.
Example 1
Instrument and reagent
Materials: raspberry, available under the trade name Meek from Qinghai Yao Po Biotech, Inc.
The instrument comprises the following steps: UPLC-Triple-TOF/MS system: AcquisytTM ultra high performance liquid chromatograph (Waters, USA), Triple TOF 5600+ type flight time mass spectrometer, equipped with electrospray ion source (AB SCIEX, USA); eppendorf minispan centrifuge (Eppendorf, Germany). The water for chromatography is pure Chen-Di water. Chromatographic grade acetonitrile was purchased from Shanghai chemical reagents, Inc. All other reagents used were analytical grade reagents.
Second, response surface method is adopted to optimize extraction conditions of subcritical water extraction raspberry anthocyanin extract
A three-factor three-level Box-Behnken design method is adopted to optimize key influence factors in three extraction processes of extraction pressure (A), extraction time (B) and extraction temperature (C) so as to obtain the optimal extraction conditions of subcritical water extraction of raspberry anthocyanin.
The operation method comprises the following steps: precisely weighing 20g of fresh raspberry fruits, placing the fresh raspberry fruits in a subcritical water extraction kettle, pumping an extracting agent (ultrapure water) into the extraction system when each part of the system reaches 100-160 ℃, boosting the pressure of the extraction kettle to 6-8 MPa, collecting extract liquor by a collector, dynamically extracting for 60-120 min, recovering the extract liquor, and measuring the anthocyanin content in the raspberry anthocyanin extract liquor by adopting a pH differential method.
The pH differential method comprises the following steps: dissolving the raspberry anthocyanin extract in 0.025mol/L potassium chloride buffer solution, and adjusting the pH value to 1.0 with sodium acetate buffer solution. 1.64g of sodium acetate is accurately weighed, the volume is adjusted to 100mL by using distilled water, and the pH value is adjusted to 4.5 by using 0.2mol/L salt solution. Accurately weighing 0.1g of raspberry anthocyanin extract, diluting by 10 times, using distilled water as blank control, and measuring sample solution diluted with potassium chloride buffer solution at 520nm and 700nm respectively. In the same way, samples diluted with sodium acetate buffer solution were measured at two places, and the absorbance of the samples was measured within 20-50 min. Calculating the concentration of anthocyanin pigment by using brocade pigment-3, 5-diglucoside, wherein the formula is as follows:
wherein: a ═ A520nm–A700nm)pH 1.0–(A520nm–A700nm)pH 4.5；
MW (molecular weight) is 655.2g/mol of malvidin-3, 5-diglucoside;
DF is dilution factor 10; 103Converting unit g into mg;
epsilon is the extinction coefficient of malvidin-3, 5-diglucoside, and is 20500L/mol/cm;
l is the cuvette thickness in cm.
The Box-Benhnken experimental design and results are shown in Table 1.
Table 1 experimental design and data for subcritical water extraction of raspberry anthocyanin (n ═ 3)
Figure BDA0002228702600000042
Figure BDA0002228702600000051
And (3) performing regression fitting on the experimental data in the table 1 by adopting Design Expert (Trial Version 7.1.6) software to obtain a regression equation:
Y＝+7.99-0.077A+0.036B-0.014C-0.0025AB-0.22AC+0.075BC-0.80A2-0.86B2-0.97C2。
and (3) carrying out variance analysis on the regression model of the multiple secondary response surface of the raspberry anthocyanin subcritical water extraction, wherein the variance analysis result shows that the primary term, the secondary term and the interactive term of the model have extremely obvious influence on the raspberry anthocyanin subcritical water extraction rate. The analysis result of the variance shows that the model has good fitting degree with an actual experiment, can better reflect the relation between independent variables and various influence factors, and can be used for predicting the optimal condition of subcritical water extraction of raspberry anthocyanin. In order to further study the interaction among the various influencing factors and determine the optimal conditions of the subcritical water extraction of raspberry anthocyanin, the experiment utilizes Design Expert (Trial Version 7.1.6) software to draw a curved surface diagram of the interaction among the various factors of extraction pressure, extraction time and extraction temperature on the subcritical water extraction yield of raspberry anthocyanin, as shown in FIG. 1. Wherein FIG. 1(a) reflects the effect of extraction pressure and extraction time on the yield of subcritical water extraction of raspberry anthocyanin; FIG. 1(b) reflects the effect of extraction pressure and extraction temperature on the yield of raspberry anthocyanin subcritical water extraction; FIG. 1(c) reflects the effect of extraction time and extraction temperature on the yield of raspberry anthocyanin subcritical water extraction.
Combining the results of the optimization model and considering the convenience of practical operation, the optimal conditions for subcritical water extraction of raspberry anthocyanin are as follows: the extraction pressure is 7MPa, the extraction time is 90min, and the extraction temperature is 130 ℃.
In order to verify the reliability of the model, under the optimal conditions, 3 times of parallel experiments are repeated, the obtained average anthocyanin content is closer to the total anthocyanin content predicted by the model, and the relation between subcritical water extraction of raspberry anthocyanin and various factors such as extraction pressure, extraction time and extraction temperature can be predicted by the model designed by using the Box-Behnken experiment is illustrated.
The excellent technical effect of the invention is reflected by comparing the raspberry anthocyanin extract obtained by hot water extraction and methanol extraction in the prior art and analyzing and comparing the raspberry anthocyanin extract by analytical methods such as high performance liquid chromatography, mass spectrum and the like.
Comparative example 1
First, hot water extraction and methanol extraction
Accurately weighing 20g of homogenized raspberry fruits into a brown reagent bottle, and adding 150mL of deionized water. The ultrasonic power is 150W, the frequency is 20kHz, and the ultrasonic treatment is carried out for 90min at 70 ℃. In order to prevent degradation of anthocyanin, phosphoric acid solution is added to stabilize pH value in solvent at 1.95.
The methanol extraction conditions were the same as the hot water extraction process, converting deionized water to 50% methanol. After hot water extraction and methanol extraction, the extract was filtered and stored for further analysis.
Second, high performance liquid chromatography and mass spectrometry
The liquid phase conditions were: mobile phase: a: 0.1% aqueous formic acid solution, B: 0.1% formic acid acetonitrile; flow rate: 0.8 mL/min; detection wavelength: 520 nm; a chromatographic column: agilent Zorbax-SB C18(100mm × 4.6mm i.d.,1.8 μm); sample introduction amount: 5 mu L of the solution; column oven: 30 ℃; gradient elution procedure: 9-13% of B for 0-35 min; 13-9% of B for 35-37 min; 9% B, 37-40 min.
The analysis result of HPLC has good repeatability and resolution, and the HPLC map is shown in figure 2. With the unique anthocyanin fingerprint, the raspberry and other species can be distinguished. Fig. 2(a) shows a liquid phase map of anthocyanins obtained by hot water extraction. Fig. 2(b) shows a liquid phase diagram of anthocyanin obtained by methanol extraction. Fig. 2(c) depicts a liquid chromatogram of subcritical water extraction of raspberry anthocyanins, yielding a total of 6 anthocyanins monomers, and the total amount of anthocyanins is significantly higher than that obtained by the other two conventional extraction methods. In a word, compared with the conventional method, the subcritical water extraction technology provided by the invention has the advantage that the extraction efficiency of raspberry anthocyanin is remarkably improved.
The structure of anthocyanin is similar to that of flavone, and is easy to be confused in daily mass spectrum analysis, so that the invention adopts positive and negative ion detection and utilizes negative ion [ M-2H ] to detect]-，[M-2H+H2O]-And positive ion [ M]+The first-order mass spectrum rule of the method is used for judging whether anthocyanin exists or not.
Mass spectrum conditions: UPLC-Triple-TOF 5600+Time-of-flight LC-MS: a positive and negative ion scanning mode; scanning range: 100 to 1500 m/z; atomizing gas (GS 1): 50psi, atomizing gas (GS 2): 50psi, air curtain gas (CUR): 35 psi; ion source Temperature (TEM): 550 ℃ (minus) 600 ℃ (plus); ion source voltage (IS): -4500V (negative) 5500V (positive); primary scanning: declustering voltage (DP): 100V; focus voltage (CE): 10V; secondary scanning: and (3) acquiring mass spectrum data by using a TOF MS-Product Ion-IDA mode, wherein CID energy is-20, -40 and-60V, and before sample injection, a CDS pump is used for mass axis correction to ensure that the mass axis error is less than 2 ppm.
Component 1: [ M-2H ]]-Is M/z 771.1997, [ M-2H + H2O]-Is M/z789.2094[ M + H]+M/z773.2150, molecular formula C fitted from high resolution mass spectrometry results33H41O21The parent nucleus of the compound is 287 according to the secondary mass spectrum, the compound is cyanidin (cyanidin), 3-carbon sugar structures exist in the structures, the compound is searched and presumed to be cyanidin-3-sophoroside-5-glucoside (cyanidin3-sophoroside-5-glucoside) according to the Scifinder and the real database, the primary secondary mass spectrum (negative and positive) of the compound is shown in figure 3, and the possible structural formula is as follows:
Figure BDA0002228702600000071
component 2: [ M-2H ]]-Is M/z609.1457, [ M-2H + H2O]-Is M/z627.1564[ M + H]+M/z611.1601, molecular formula C fitted from high resolution mass spectrometry results27H31O16According to the secondary mass spectrum, the parent nucleus of the compound is 287 and is cyanidin (cyanidin), 2 6-carbon sugar structures exist in the structures, the compound is searched and presumed to be cyanidin-3-sophoroside (cyanidin 3-sophoroside) according to the Scifinder and the real database, the primary and secondary mass spectrum (negative and positive) of the compound is shown in figure 4, and the possible structural formula is as follows:
Figure BDA0002228702600000081
component 3: [ M-2H ]]-Is M/z447.0928, [ M-2H + H2O]-Is M/z465.1032[ M + H]+M/z449.1081, molecular formula C fitted from high resolution mass spectrometry results21H21O11According to the secondary mass spectrum, the parent nucleus of the compound is 287 and is cyanidin (cyanidin), 1-carbon sugar structure exists in the structure, the compound is searched and presumed to be cyanidin-3-glucoside (cyanidin-3-O-glucoside) according to the Scifinder and the real database, the primary and secondary mass spectrum (negative and positive) of the compound is shown in figure 5, and the possible structural formula is as follows:
Figure BDA0002228702600000082
and (4) component: [ M-2H ]]-Is M/z593.1509, [ M-2H + H2O]-Is M/z611.1609[ M + H]+M/z595.1674, molecular formula C fitted from high resolution mass spectrometry results27H31O15According to the secondary mass spectrum, the mother nucleus of the compound is 271, pelargonidin (pelargonidin) exists, 2 6-carbon sugar structures exist in the structure, the compound is searched and presumed to be pelargonidin-3-sophoroside (pelargonidin 3-sophoroside) according to the Scifinder and the real database, the primary secondary mass spectrum (negative and positive) of the compound is shown in figure 6, and the possible structural formula is as follows:
Figure BDA0002228702600000091
component 5: [ M-2H ]]-Is M/z593.1509, [ M-2H + H2O]-Is M/z611.1609[ M + H]+M/z595.1674, molecular formula C fitted from high resolution mass spectrometry results33H37O22According to the secondary mass spectrum, the parent nucleus of the compound is 287 and is cyanidin (cyanidin), 2 6-carbon sugars and a citric acid monoacyl structure exist in the structure, and the compound is searched and presumed to be cyanidin-3- (6 '-citric acid) -sophoroside (cyanidin-3- (6' -citryl) -sophoroside), the primary secondary mass spectrum (negative positive) of which is shown in FIG. 7, and the possible structural formula is as follows:
Figure BDA0002228702600000092
component 6: [ M-2H ]]-Is M/z431.0980, [ M-2H + H2O]-Is M/z449.1090[ M + H]+M/z433.1121, molecular formula C fitted from high resolution mass spectrometry results21H21O10According to the secondary mass spectrum, the mother nucleus of the compound is 271, pelargonidin (pelargonidin) exists, 1 6-carbon sugar structure exists in the structure, the compound is searched and presumed to be pelargonidin-3-glucoside (pelargonidin 3-O-glucoside) according to the Scifider and the real database, the primary secondary mass spectrum (negative and positive) of the compound is shown in figure 8, and the possible structural formula is as follows:
Figure BDA0002228702600000101
third, quantitative analysis of anthocyanin in raspberry
The main anthocyanin components (namely components 2, 3 and 5) and the total anthocyanin amount in the raspberry anthocyanin extract obtained by hot water extraction, methanol extraction and subcritical water extraction (the best extraction conditions are that the extraction pressure is 7MPa, the extraction time is 90min, and the extraction temperature is 130 ℃) are quantitatively analyzed.
Taking malvidin-3, 5-diglucoside as a semi-quantitative standard substance, and calculating the content of each anthocyanin monomer in the extract through a standard curve, wherein the standard curve is as follows:
Y＝513.27X+0.2937(r＝0.9995)
wherein, Y is the peak area, and X is the content of malvidin-3, 5-diglucoside equivalent.
The amount of each anthocyanin monomer extracted by each method is expressed as the mass of extracted malvidin-3, 5-diglucoside equivalent per 100g of fresh raspberry fruit, all samples are repeated 3 times and the average is calculated. And adding the measured amounts of all the anthocyanin monomers to obtain the total amount of the extracted anthocyanins.
The analytical results are shown in Table 3.
TABLE 3 composition and quantitative analysis of major anthocyanins
As can be seen from the data in Table 3, the subcritical water extraction method provided by the invention can be used for extracting anthocyanin of raspberry, wherein about 81.52mg of anthocyanin monomer of component 2, about 6.39mg of anthocyanin monomer of component 3 and about 9.77mg of anthocyanin monomer of component 2 can be extracted from each 100g of fresh raspberry, the total amount of anthocyanin extracted from each 100g of fresh raspberry is up to 98.91mg, more anthocyanin can be extracted, and the total amount and the extraction efficiency of each anthocyanin monomer are obviously improved and are obviously higher than the extraction efficiency of the prior art.
Although embodiments of the present invention have been shown and described, it will be appreciated by those skilled in the art that changes, modifications, substitutions and alterations can be made in these embodiments without departing from the principles and spirit of the invention, the scope of which is defined in the appended claims and their equivalents.

Claims (10)

1. A method for extracting anthocyanin from raspberry is characterized by comprising the following steps: extracting from raspberry fruit by subcritical water extraction.
2. The method of claim 1, comprising: performing subcritical water extraction on the raspberry by an extracting agent under the conditions that the extraction temperature is 100-160 ℃ and the extraction pressure is 6-8 MPa to obtain raspberry anthocyanin extract.
3. The method of claim 2, further comprising the steps of: drying the raspberry anthocyanin extract to obtain the raspberry anthocyanin extract.
4. The method of claim 2, wherein the raspberry is a raspberry fresh fruit.
5. The method as claimed in claim 4, wherein the dosage ratio of the fresh raspberry fruit to the extractant is 1 g: 60-120 mL; further, the dosage ratio of the fresh raspberry fruits to the extracting agent is 1 g: 90 mL; further, the extracting agent is ultra-pure water.
6. The method according to claim 2, wherein the extraction time is 60-120 min; further selected from 90 min.
7. The method of claim 2, wherein the extraction temperature is 130 ℃.
8. The process according to claim 2, characterized in that the extraction pressure is 7 MPa.
9. The method according to any one of claims 1 to 8, wherein the anthocyanin is selected from one or more of cyanidin-3-sophoroside-5-glucoside, cyanidin-3-sophoroside, cyanidin-3-glucoside, pelargonidin-3-sophoroside, cyanidin-3- (6' -citric acid) -sophoroside and pelargonidin-3-glucoside.
10. A raspberry anthocyanin extract is characterized by comprising 75-85 parts of cyanidin-3-sophoroside, 75-85 parts of cyanidin-3-glucoside and 8-11 parts of pelargonidin-3-glucoside.
CN201910960324.2A 2019-06-13 2019-10-10 Method for extracting anthocyanin from raspberry Pending CN110711404A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CN201910512119X 2019-06-13
CN201910512119 2019-06-13

Publications (1)

Publication Number Publication Date
CN110711404A true CN110711404A (en) 2020-01-21

Family

ID=69211400

Family Applications (1)

Application Number Title Priority Date Filing Date
CN201910960324.2A Pending CN110711404A (en) 2019-06-13 2019-10-10 Method for extracting anthocyanin from raspberry

Country Status (1)

Country Link
CN (1) CN110711404A (en)

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7208181B1 (en) * 2002-06-12 2007-04-24 The United States Of America, As Represented By The Secretary Of Agriculture Isolation of polyphenolic compounds from fruits or vegetables utilizing sub-critical water extraction
CN104547112A (en) * 2015-01-14 2015-04-29 浙江大学 Red raspberry extract and application thereof in preparation of intestinal cell oxidative damage inhibitor
CN103480178B (en) * 2013-09-30 2016-09-28 新疆大学 The method of active component in a kind of Subcritical water chromotagraphy snow chrysanthemum
WO2019017602A1 (en) * 2017-07-19 2019-01-24 이화여자대학교 산학협력단 Mass-extracting method of anthocyanin using subcritical extraction method

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7208181B1 (en) * 2002-06-12 2007-04-24 The United States Of America, As Represented By The Secretary Of Agriculture Isolation of polyphenolic compounds from fruits or vegetables utilizing sub-critical water extraction
CN103480178B (en) * 2013-09-30 2016-09-28 新疆大学 The method of active component in a kind of Subcritical water chromotagraphy snow chrysanthemum
CN104547112A (en) * 2015-01-14 2015-04-29 浙江大学 Red raspberry extract and application thereof in preparation of intestinal cell oxidative damage inhibitor
WO2019017602A1 (en) * 2017-07-19 2019-01-24 이화여자대학교 산학협력단 Mass-extracting method of anthocyanin using subcritical extraction method

Non-Patent Citations (4)

* Cited by examiner, † Cited by third party
Title
（加）塞萨尔丁•阿拉萨尔瓦等: "《干果的植物化学成分及其保健作用》", 28 February 2018 *
刘莉: "《蔬菜营养学》", 30 June 2014 *
王煜伟等: "树莓中花色苷的超声提取工艺以及抗氧化活性研究", 《分析测试技术与仪器》 *
马丛菲: "树莓果实中花色苷分析方法的研究", 《工程科技Ⅰ辑（月刊）》 *

Similar Documents

Publication Publication Date Title
Zhao et al. Advanced analysis of polysaccharides, novel functional components in food and medicine dual purposes Chinese herbs
CN104231038B (en) A kind of extraction of decolouring tall bottle with spout Hairy Bittercress Selenonic protein, purification process
Teng et al. Qualitative and quantitative methods to evaluate anthocyanins
Xia et al. Structural-fingerprinting of polysaccharides to discern Panax species by means of gas-liquid chromatography and mass spectrometry
CN103630647A (en) Reverse-phase chromatography and mass-spectrometry combined detection method for complete low-molecular-heparin degradation product through precolumn derivatization
CN112457422A (en) Preparation method of phlebopus portentosus polysaccharide
CN114509509A (en) Method for detecting full-spectrum vitamins in serum
CN111346118B (en) Method for subcritical water extraction and separation of ganoderma triterpene extract
Yu et al. Enzymatic-fingerprinting workflow of polysaccharides in Hericium erinaceus fruiting bodies: From HILIC-ESI−-MS screening to targeted MIM profiling
CN110711404A (en) Method for extracting anthocyanin from raspberry
Liu et al. Evaluation of bioactive flavonoids in Citri Reticulatae Pericarpium from different regions and its association with antioxidant and α-glucosidase inhibitory activities
CN110452311B (en) Morchella polysaccharide and preparation method and application thereof
CN108426965B (en) Method for detecting isomaltose, isomaltotriose, maltose and panose in yellow wine
CN104817646B (en) Polysaccharide and its extracting method and application in ganoderma capense
CN111317136A (en) Preparation method and application of highland barley product
CN110927088A (en) Method for rapidly detecting anthocyanin in lycium ruthenicum murr
CN113125581B (en) HPLC method for determining anthocyanin monomer content
CN115166089A (en) Method for identifying chlorella pyrenoidosa by using methylated sulfated oligosaccharide group
CN111035693A (en) Anthocyanin composition with good stability
CN112147249B (en) UPC2-PDA-Q-Tof/MS detection method for 31 effective components in waxberry wine
CN108918703B (en) Method for identifying 10-HDA in royal jelly preparation
Shen et al. A rapid analysis of antioxidants in Sanghuangporus baumii by online extraction-HPLC-ABTS
CN102419350B (en) Method for carrying out simultaneous quantitative analysis on four lignan components in Chinese magnoliavine raw material and Chinese magnoliavine extract
CN111948326A (en) Phellinus igniarius fingerprint construction method, fingerprint and application
CN112147254B (en) Method for rapidly and simultaneously determining 35 effective components in wolfberry wine by using UPC2-PDA-Q-Tof/MS

Legal Events

Date Code Title Description
PB01 Publication
PB01 Publication
SE01 Entry into force of request for substantive examination
SE01 Entry into force of request for substantive examination
RJ01 Rejection of invention patent application after publication
RJ01 Rejection of invention patent application after publication

Application publication date: 20200121