CN109912582A - The method of mangiferin is extracted from mango leaf - Google Patents
The method of mangiferin is extracted from mango leaf Download PDFInfo
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- CN109912582A CN109912582A CN201910250628.XA CN201910250628A CN109912582A CN 109912582 A CN109912582 A CN 109912582A CN 201910250628 A CN201910250628 A CN 201910250628A CN 109912582 A CN109912582 A CN 109912582A
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- mangiferin
- ethyl alcohol
- mango leaf
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Abstract
The method that the invention discloses a kind of to extract mangiferin from mango leaf extracts mangiferin therein specifically using mango leaf as raw material, obtains the extracting solution containing mangiferin；XDA-8 macroporous resin column chromatography on gained extracting solution collects the fraction containing mangiferin with 60-80v/v% ethanol elution, recycles ethyl alcohol, residue methanol or ethyl alcohol recrystallization to get mangiferin is arrived.Being adsorbed to mango leaf extract using XDA-8 macroreticular resin and combined 60-80v/v% ethanol elution of present invention selectivity, significantly improves the rate of transform (85% or more)；Products obtained therefrom purity with higher (96% or more, HPLC) is also ensured further combined with recrystallization.
Description
Technical field
The present invention relates to the extracting methods of mangiferin, and in particular to a method of mangiferin is extracted from mango leaf.
Background technique
Mangiferin (mangiferin) belongs to double benzene pyrrones compounds.Mangiferin is present in Anacardiaceae plant mango
The leaf of Mangifera i ndica L, fruit, in bark.Research in recent years show mangiferin have stronger cough-relieving, resolving sputum,
Anti-inflammatory effect, furthermore mangiferin there are also anti peroxidation of lipid, antiviral and antitumor effect (Colleges Of Traditional Chinese Medicine Of Guangxi's journal, 2003,6
(2): 44).The structural formula of mangiferin is as follows:
Since mangiferin has good medical usage, people have carried out a large amount of extractions from natural plants and have attempted, wherein
The method for more being related to being isolated and purified using macroreticular resin, the representative are:
The patent of invention of Publication No. CN101993437A discloses a kind of by the extraction of mango leaf buck, gel column layer
Then analysis is recrystallized to give the mangiferin that purity reaches 98%, but mangiferin is easily oxidized under alkaline condition, and recovery rate is inclined
It is low.
The patent of invention of Publication No. CN101759689A disclose it is a kind of extracted with limewash, extracting solution tune pH=7-8
Mangiferin method is extracted in the slave mango leaf of upper macroporous resin column (AB-8, ADS-17 or X-5) purifying afterwards, this method passes through adjusting
The pH value of extracting solution makes recovery rate improve (79% or more), and purity is 95% or more.
The patent of invention of Publication No. CN106565693A is disclosed using alkaline aqueous solution as solvent while being added anti-oxidant
Agent extracts, and extracting solution is concentrated, supernatant is taken to cross gel column after alcohol precipitation, the elution of 85-95% ethanol water, and eluent is dense
Mangiferin side is extracted in the slave mango leaf that upper big macroporous resin column (AB-8, HPD100, D101, D296 or H-20) purifies again after contracting
Method, this method effectively increase recovery rate (80% or more) due to the addition of antioxidant, and due to gel column and macropore tree
The combination of rouge column, improves the purity (99% or more) of gained mangiferin.
The patent of Publication No. CN101429222A, disclose one kind using water or alcohol solution as solvent, to mango leaf into
The high thermal extraction of horizontal high voltage (temperature be 101-374 DEG C, pressure 3-60MPa, time 3-120min), extracting solution upper macropore tree again
The method that rouge column (D101, D301 or D130) is purified to obtain mangiferin, this method can be within relatively short extraction time
Higher increase rate is obtained, the purity of gained mangiferin is 60% or more.
The patent of invention of Publication No. CN1844133A is disclosed to be extracted by solvent of alcohol solution, using concatenated macropore
The method of resin column (D101-D900, D101-D301, D101-D318 or D101-296 etc.) purifying extracts awns from mango leaf
Fruit glycosides can get mangiferin of the purity 90% or more through recrystallizing after eluent recycling design.
Existing literature has viewpoint to think, can obtain higher adsorption rate and desorption using D101 or AB-8 macroreticular resin
Rate, to obtain higher recovery rate.But it is found by the applicant that the prior art is related to being purified using macroreticular resin to obtain awns
In the method for fruit glycosides or recovery rate is not high enough or purity is not high enough, and part has both the method for extracting high and purity simultaneously
Then there is deficiency that is at high cost and being not easy to industrialization.
Summary of the invention
The technical problem to be solved in the present invention is to provide a kind of recovery rate in high and products obtained therefrom purity is high slave mango leaf
The method for extracting mangiferin.
In order to solve the above technical problems, the method provided by the invention for extracting mangiferin from mango leaf are as follows: with mango leaf
For raw material, mangiferin therein is extracted, obtains the extracting solution containing mangiferin；XDA-8 macroreticular resin on gained extracting solution
Column chromatography collects the fraction containing mangiferin with 60-80v/v% ethanol elution, recycles ethyl alcohol, residue methanol or ethyl alcohol weight
It crystallizes to get mangiferin is arrived.
The applicant has surprisingly found that in test XDA-8 macroreticular resin has fabulous suction-operated to mangiferin, and
When eluant, eluent is 60-80v/v% ethyl alcohol, there is good desorption efficiency, thus the method for the invention can obtain relatively more
The high rate of transform and product purity.The technical indicator of XDA-8 macroreticular resin used in the present invention is as described in Table 1:
Table 1:
| Serial number | Project | Index |
| 1 | Appearance | Brown color is to the opaque spherical particle of sepia |
| 2 | Granularity (0.4-1.25mm) (%) >= | 95 |
| 3 | Water content (%) | 52-62 |
| 4 | Wet apparent density (g/ml) | 0.65-0.75 |
| 5 | Wet true density (g/ml) | 1.05-1.15 |
| 6 | Specific surface area (m2/g) | ≥1200 |
| 7 | Suction phenol amount (mg/ml) >= | 90 |
| 8 | Traffic density | 0.695 |
It in the method for the invention, is extracted again after usually being crushed mango leaf, specifically can be and be crushed to
10-100 mesh.
In the method for the invention, when being extracted to the mangiferin in mango leaf using solvent, by the way of extraction, when
Between etc. be the same as those in the prior art.Specifically,
For extracting solvent used, preferably the mangiferin in mango leaf is extracted with alcohol water mixed solution, institute
The alcohol water mixed solution stated specifically can be molten selected from one or more of methanol, ethyl alcohol and normal propyl alcohol and the mixing of water
The mixed solution of liquid, preferably ethyl alcohol and water；The volume ratio of the alcohol and water can be 90-0:10-100, preferably 90-60:
10-40。
For the mode of extraction, room temperature extraction, heating extraction or refluxing extraction etc. can be, it is preferred to use refluxing extraction；
The number of extraction is usually 1-3 times, and the additional amount of solvent is usually 3-10 times of raw material weight, the time of extraction when extracting every time
Usually 0.5-3h.When the amount of extracting solution is larger, extracting solution can be carried out going up macroporous resin column again after being suitably concentrated, usually
Upper macroporous resin column is concentrated into after the 1/10-5/10 of solvent dosage again.
In the method for the invention, methanol or ethyl alcohol for recrystallization are 100v/v% methanol or 100v/v% ethyl alcohol.
In order to reduce the impurity in eluent, column is preferably first washed with water before with 60-80v/v% ethanol elution, it is more excellent
Choosing is the washing column with 5-8 times of column volume.
Compared with prior art, the present invention is selective adsorbs mango leaf extract using XDA-8 macroreticular resin
And 60-80v/v% ethanol elution is combined, significantly improve the rate of transform (85% or more)；Also guarantee further combined with recrystallization
Products obtained therefrom purity with higher (96% or more, HPLC).
Specific embodiment
The present invention is described in further detail combined with specific embodiments below, content to better understand the invention, but
The present invention is not limited to following embodiments.
Raw material mango leaf employed in following embodiment picks up from Nanning, and kind is red ivory.
Embodiment 1
1) mango leaf 1Kg is taken, 20 mesh is crushed to, is placed in extractor, using 70v/v% ethyl alcohol as solvent, refluxing extraction 3 times
(additional amount of solvent is 10 times of raw material weight, extraction time 2h when the 1st extraction；The additional amount of solvent when the 2nd extraction
It is 5 times of raw material weight, extraction time 1h；The additional amount of solvent is 5 times of raw material weight, extraction time when the 3rd extraction
For 1h), extracting solution is collected, the 1/10 of solvent dosage is concentrated into, obtains concentrate；
2) XDA-8 macroporous resin column chromatography (upper column flow rate be 30min/BV) on gained concentrate, first with 6 times of column volumes
Column is washed, then uses 70v/v% ethanol elution, is examined using thin-layer chromatography and knows and merge the fraction containing mangiferin, gained fraction recycles
Ethyl alcohol, residue ethyl alcohol recrystallization collect crystal, dry to get faint yellow mangiferin 13.57g is arrived.
Embodiment 2
1) mango leaf 1Kg is taken, 10 mesh is crushed to, is placed in extractor, using 80v/v% ethyl alcohol as solvent, refluxing extraction 2 times
(additional amount of solvent is 8 times of raw material weight, extraction time 3h when the 1st extraction；The additional amount of solvent when the 2nd extraction
It is 5 times of raw material weight, extraction time 1h), extracting solution is collected, the 1/10 of solvent dosage is concentrated into, obtains concentrate；
2) XDA-8 macroporous resin column chromatography (upper column flow rate be 30min/BV) on gained concentrate, first with 8 times of column volumes
Column is washed, then uses 70v/v% ethanol elution, is examined using thin-layer chromatography and knows and merge the fraction containing mangiferin, gained fraction recycles
Ethyl alcohol, residue ethyl alcohol recrystallization collect crystal, dry to get faint yellow mangiferin 13.58g is arrived.
Embodiment 3
1) mango leaf 1Kg is taken, 40 mesh is crushed to, is placed in extractor, using 60v/v% methanol as solvent, refluxing extraction 1 time
(additional amount of solvent is 10 times of raw material weight, extraction time 3h), collects extracting solution；
2) XDA-8 macroporous resin column chromatography (upper column flow rate is 30min/BV) on gained extracting solution, is washed with 80v/v% ethyl alcohol
It is de-, it is examined using thin-layer chromatography and knows and merge the fraction containing mangiferin, gained fraction recycling ethyl alcohol, residue ethyl alcohol recrystallization,
Crystal is collected, is dried to get faint yellow mangiferin 13.62g is arrived.
Embodiment 4
1) mango leaf 1Kg is taken, 60 mesh is crushed to, is placed in extractor, using 20v/v% ethyl alcohol as solvent, refluxing extraction 3 times
(the 1st extraction is 8 times that solvent additional amount is raw material weight, extraction time 3h；The additional amount of solvent is when the 2nd extraction
5 times of raw material weight, extraction time 1h；The additional amount of solvent is 5 times of raw material weight when extracting for the 3rd time, and extraction time is
1h), extracting solution is collected, the 1/10 of solvent dosage is concentrated into, obtains concentrate；
2) XDA-8 macroporous resin column chromatography (upper column flow rate be 20min/BV) on gained extracting solution, first with 5 times of column volumes
Column is washed, then uses 60v/v% ethanol elution, is examined using thin-layer chromatography and knows and merge the fraction containing mangiferin, gained fraction recycles
Ethyl alcohol, residue ethyl alcohol recrystallization collect crystal, dry to get faint yellow mangiferin 13.48g is arrived.
Embodiment 5
1) mango leaf 1Kg is taken, 60 mesh is crushed to, is placed in extractor, using water as solvent, refluxing extraction 3 times (is mentioned for the 1st time
The additional amount of solvent is 8 times of raw material weight, extraction time 3h when taking；The additional amount of solvent is raw material weight when the 2nd extraction
5 times of amount, extraction time 1h；The additional amount of solvent is 5 times of raw material weight, extraction time 1h when the 3rd extraction), it receives
Collect extracting solution, is concentrated into the 1/10 of solvent dosage, obtains concentrate；
2) XDA-8 macroporous resin column (upper column flow rate is 15min/BV) chromatography on gained extracting solution, is washed with 60v/v% ethyl alcohol
It is de-, it is examined using thin-layer chromatography and knows and merge the fraction containing mangiferin, gained fraction recycling ethyl alcohol, residue ethyl alcohol recrystallization,
Crystal is collected, is dried to get faint yellow mangiferin 13.43g is arrived.
Embodiment 6: mangiferin comparision contents test
1) instrument and reagent:
U.S.'s Ag ilent 1100Series high performance liquid chromatograph: quaternary pump, on-line degassing machine, autosampler
(G1313A), column oven, variable-wavelenght detector, ultrapure water system (MILLIPORE): SB3200-T ultrasonic cleaning instrument (power:
250W, frequency 50kH z) (Binengxin Ultrasonic (Shanghai) Co., Ltd.).Methanol is chromatographically pure, remaining reagent is to analyze pure, water
For high purity water.Mangiferin reference substance (institute is determined in Chinese drug biology product examine, for assay).Mango leaf sample picks up from extensively respectively
West Asia tropical crops research institute Mango Fruit Garden (Nanning City).
2) chromatographic condition:
5 μm of C18 (2) columns (4.6mm ID × 250mm) of Phenom enex company, U.S. Luna；Mobile phase: methanol-
0.1% phosphoric acid (30:70), flow velocity: 1mL/m in, column temperature: 30 DEG C, Detection wavelength: 258nm.Sample volume: 5 μ L.Theoretical cam curve
3500 should be not less than in terms of mangiferin peak.
3) preparation of reference substance solution:
Precision weighs mangiferin reference substance (Nat'l Pharmaceutical & Biological Products Control Institute) 26.3mg, is placed in 100mL measuring bottle, adds
40v/v% methanol dissolves and is settled to scale to get mangiferin reference substance solution.
4) preparation of test sample solution:
Raw material mango leaf powder used in Example 1-5,40v/v% methanol is added in accurately weighed 0.12g, precision respectively
20mL, weighed weight impregnate 30m in, and ultrasonic extraction 40min lets cool and sets to room temperature, and the weight of less loss is supplied with 40v/v% methanol
Amount, shakes up, and 0.45 μm of filter membrane filtration is to get material sample solution.
The mangiferin of Example 1-5 preparation, accurately weighed 26.3mg, is placed in 100mL measuring bottle, adds 40v/v% respectively
Methanol dissolves and is settled to scale to get finished product sample solution.
5) measuring method
Mangiferin reference substance solution and each 5 μ L of test sample liquid are taken, high performance liquid chromatograph is injected, by set HPLC
Condition is measured；Each sample replication 3 times, the content of mangiferin in each sample is calculated by external standard two-point method, and is calculated
The rate of transform of mangiferin, as a result as described in Table 2.Wherein, the rate of transform is calculated as follows:
Mangiferin content × 100% in mangiferin content/finished product in the rate of transform=raw material
Table 2:
Embodiment 7: enrichment of the different resins to mangiferin
1, suction-operated of the different resins to mangiferin
Mango leaf (80 mesh) the powder 150g crushed is accurately weighed, the 70v/v% ethyl alcohol of 10 times of amounts is separately added into, is impregnated
1h, boiling reflux extract 2h, filter while hot, and filter residue continuously adds the 70v/v% ethyl alcohol of 10 times of amounts, continue the 2h that flows back, and merge 2 times
Filtrate is concentrated under reduced pressure into 300mL, is centrifuged (revolving speed 3000r/min, time 15min), collects supernatant.It takes various preparatory
The resin 3mL handled well is put into conical flask, is separately added into the supernatant of 15mL, is shaken up, and is placed in 24 DEG C of thermostat water bath
For 24 hours, filtering measures the amount of mangiferin in filtrate through HPLC for concussion.Then it is separately added into 10mL's into various macroreticular resins
70v/v% ethyl alcohol, then be placed in concussion in 24 DEG C of thermostat water bath and for 24 hours, filter, wash macroreticular resin with 70v/v% ethyl alcohol, merge
Filtrate measures the volume of filtrate, and the amount of wherein mangiferin is measured through HPLC.To calculate the adsorption rate reconciliation of various macroreticular resins
Suction rate.As a result as described in Table 3.
Table 3:
Wherein, adsorbance, adsorption rate and desorption efficiency are distinguished according to the following formula:
Adsorbance (mg/mL)=(C0V0-CeVe)/V
Adsorption rate (%)=[(C0V0-CeVe)/C0V0] * 100%
Desorption efficiency (%)=[CpVp/(C0V0-CeVe)] * 100%
In formula: C0- original liquid concentration (mg/mL)；Ce- adsorption equilibrium concentration (mg/mL)；Cp- desorption equilibrium concentration (mg/
mL)；V0- stoste volume (mL)；Ve- adsorption equilibrium liquor capacity (mL)；Vp- desorption balance solution volume (mL)；V-processing
Resin volume (mL) afterwards.
As shown in Table 3, although the adsorption rate of two kinds of macroreticular resins of D101 and AB-8 and eluting rate be it is relatively good, with
XDA-8 macroreticular resin is compared, and still has great difference.
2, eluate concentration
Pretreated D101, AB-8 and XDA-8 macroreticular resin is filled into column respectively, bed volume 80mL takes resin type
Number screening experiment obtained in mango leaf concentrate 80mL loading.It is successively washed with 3 times of bed volume water (240mL), 6 times of column beds
Volume (480mL) 15v/v% ethanol elution, 3 times of bed volume (240mL) 70v/v% ethyl alcohol carry out elution and 2 times of bed volumes
(160mL) 90v/v% ethyl alcohol is eluted, and each section eluent is collected.Mangiferin content is carried out respectively to different eluents
Measurement, as a result as described in Table 4.
Table 4:
Claims (6)
1. extracting the method for mangiferin from mango leaf, it is characterised in that: using mango leaf as raw material, carried out to mangiferin therein
It extracts, obtains the extracting solution containing mangiferin；XDA-8 macroporous resin column chromatography on gained extracting solution, is washed with 60-80v/v% ethyl alcohol
It is de-, the fraction containing mangiferin is collected, recycles ethyl alcohol, residue methanol or ethyl alcohol recrystallization to get mangiferin is arrived.
2. according to the method described in claim 1, it is characterized by: being carried out with alcohol water mixed solution to the mangiferin in mango leaf
It extracts.
3. according to the method described in claim 2, it is characterized by: the alcohol water mixed solution be selected from methanol, ethyl alcohol and
The mixed solution of one or more of normal propyl alcohol and water.
4. according to the method described in claim 3, it is characterized by: the volume ratio of alcohol and water is in the alcohol water mixed solution
90-0:10-100.
5. according to the method described in claim 3, it is characterized by: the volume ratio of alcohol and water is in the alcohol water mixed solution
90-60:10-40.
6. method according to any one of claims 1-5, it is characterised in that: in upper XDA-8 macroporous resin column chromatography,
It is first washed with water after column again with 60-80v/v% ethanol elution.
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN112321577A (en) * | 2020-11-09 | 2021-02-05 | 湖南原草生物技术有限公司 | Method for extracting high-purity mangiferin from mango leaves |
| CN113416182A (en) * | 2021-05-28 | 2021-09-21 | 西安金泰生物技术有限公司 | Mangiferin and preparation method thereof |
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| CN101759689A (en) * | 2009-11-20 | 2010-06-30 | 南京泽朗医药科技有限公司 | Preparation method of mangiferin |
| CN101993437A (en) * | 2009-08-27 | 2011-03-30 | 上海新康制药厂 | Method for extracting mangiferin from mango leaf |
| CN107383130A (en) * | 2017-07-20 | 2017-11-24 | 广西南宁桂知科技有限公司 | A kind of method that mangiferin is prepared using myrica rubra leaf |
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| CN101429222A (en) * | 2007-11-05 | 2009-05-13 | 南宁市百济生物工程有限公司 | Method for extracting mangiferin |
| CN101993437A (en) * | 2009-08-27 | 2011-03-30 | 上海新康制药厂 | Method for extracting mangiferin from mango leaf |
| CN101759689A (en) * | 2009-11-20 | 2010-06-30 | 南京泽朗医药科技有限公司 | Preparation method of mangiferin |
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN112321577A (en) * | 2020-11-09 | 2021-02-05 | 湖南原草生物技术有限公司 | Method for extracting high-purity mangiferin from mango leaves |
| CN112321577B (en) * | 2020-11-09 | 2022-02-01 | 湖南原草生物技术有限公司 | Method for extracting high-purity mangiferin from mango leaves |
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| CN113416182B (en) * | 2021-05-28 | 2022-03-29 | 西安金泰生物技术有限公司 | Mangiferin and preparation method thereof |
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Application publication date: 20190621 |