CN101906303A - Method for extracting natural antioxidant from star anises or star anise residues - Google Patents
Method for extracting natural antioxidant from star anises or star anise residues Download PDFInfo
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- CN101906303A CN101906303A CN2010102327096A CN201010232709A CN101906303A CN 101906303 A CN101906303 A CN 101906303A CN 2010102327096 A CN2010102327096 A CN 2010102327096A CN 201010232709 A CN201010232709 A CN 201010232709A CN 101906303 A CN101906303 A CN 101906303A
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Abstract
The invention belongs to methods for extracting a natural antioxidant from star anises or star anise residues. The natural star anise antioxidant is obtained by extracting the star anises or the star anise residues by using water or an organic solvent or a mixed solvent of the water and the organic solvent. The natural star anise antioxidant extracted by using the method is a natural product and has no toxicity and good oxidation resistance, and compared with the vitamin C as a natural antioxidant, the natural star anise antioxidant has obviously advantages on the antioxidant activity. The invention not only sufficiently utilizes the star anises and the star anise residues remained after products such as essential oil, and the like are extracted, but also has lower raw material cost, simple extraction process and wide application prospect.
Description
Technical field
The present invention relates to the extraction of natural antioxidants, particularly extract the method for natural antioxidants from anistree or anistree residue.
Background technology
Anistree, formal name used at school Illicium verum, another name star anise, Chinese anise (Guangxi), belong to the Magnoliaceae Illicium, originate in the west and south, Guangxi, existing Guangxi, Guangdong, Guizhou, Yunnan and the south Fujian that mainly is distributed in China, there is a small amount of cultivation in Taiwan, also there is certain output in external Vietnam, is the precious economic tree of China's south subtropics distinctive " integration of drinking and medicinal herbs "; Octagonal fruit and star aniseed oil are the important source material of good seasonings, makeup and pharmaceuticals, are widely used in industries such as food, light industry and medicine industry.At present both at home and abroad to the research of star anise, the separation that mainly concentrates on the chemical ingredients of anise tree volatile oil and shikimic acid with identify that existing a large amount of research papers and patent application are open.In the present anistree development product, the yield of extracting volatile oil from anise is about 7%～11%, and shikimic acid content is 4%～7%, and few to the research of other anises extraction residuums more than 80%, utilizes still less.
Food, beverage, cosmetic industry all need to add antioxidant.There is big problem in synthetized oxidation preventive agent aspect food safety, research to natural plant antioxidant has been food, beverage, cosmetic industry Recent study hot of research and development both at home and abroad, but the antioxidant property research of anise also is not subjected to enough attention.A.Padmashree, people such as N.Roopa are once on " Food Chemistry " 2007 the 104th phase P59-66, delivered " Star-anise (Illium verum) and blackcaraway (Carum nigrum) as natural antioxidants " literary composition, its result of study shows that the Fructus Anisi Stellati oil resin has oxidation-resistance.People such as Wang Qin are in " China Condiment " 2007 the 3rd phase P38-49, delivered the article of " Study on chemicalcomponent analyzed by GC-MS and antioxidation of star anise extracts ", report that it has carried out the anti-oxidant research of supercritical extract and organic solvent extraction thing, point out that anise tree volatile oil and oleo-resinous composition possess certain oxidation-resistance.Therefore carry out the research of extracting natural antioxidants, have important economic value and social benefit improving anistree comprehensive utilization from anistree and anistree residue.
Summary of the invention
The technical problem to be solved in the present invention provides a kind of method of extracting natural antioxidants from anistree or anistree residue.
The present invention solves the problems of the technologies described above with following technical scheme:
The step of extracting natural antioxidants from anise is:
(1) with water when extracting solvent:
Step 1: adding weightmeasurement ratio to anistree dry powder is 1: 5～40 water, carries out wet distillation, and the distillation mode is a water distillation, and distillation time is 2.5h;
Step 2: after collecting aniseed essential oil, with the anistree aqueous solution filtering separation after extracting, solution evaporation concentrates, and gets the medicinal extract thing, and drying makes anistree natural antioxidants 1;
Step 3: with the anistree residue of step 2, again according to step 1,2 operations, to the water boiling temperature, the solids oven dry makes anistree natural antioxidants 2 to the extraction temperature from room temperature.
When needs are further purified anistree natural antioxidants 1 or anistree natural antioxidants 2, proceed following step:
Step 4: anistree natural antioxidants 1 or anistree natural antioxidants 2 are used water dissolution, adopt solvent precipitation or ion exchange resin or macroporous adsorbent resin or silica gel chromatography or polymeric amide chromatogram or separation methods such as gel chromatography or high performance liquid chromatography to carry out purifying then, obtain anistree natural antioxidants 3.
(2) with organic solvent when extracting solvent:
Step 1: adding weightmeasurement ratio to anistree dry powder is 1: 5～40 organic solvent, heating and refluxing extraction 2h;
Step 2: the anistree solution suction filtration after will extracting, solution concentration gets the medicinal extract thing, and drying makes anistree natural antioxidants 4.
Step 3: after the anistree residue drying that step 2 is obtained, again according to step 1,2 operations, extract temperature from room temperature to the solution boiling temperature.Make anistree residue natural antioxidants 5.
The organic solvent that the present invention uses comprises: methyl alcohol, ethanol, propyl alcohol, butanols, acetone, ether, sherwood oil, hexanaphthene etc.
(3) with organic solvent-water mixed solvent when extracting solvent:
Step 1: add the mixed solvent that weightmeasurement ratio is organic solvent-water of 1: 5～40 to anistree dry powder, it is 30～90% that the organic solvent in the mixed solvent accounts for volume percent, heating and refluxing extraction 2h;
Step 2: the anistree solution suction filtration after will extracting, clear liquid revolves inspissation and contracts, and gets the medicinal extract thing, and drying makes anistree natural antioxidants 4.
Step 3: after the anistree residue drying that step 2 is obtained, again according to step 1,2 operations, extract temperature from room temperature to the solution boiling temperature.Make anistree residue natural antioxidants 5.
The organic solvent that the present invention uses comprises: methyl alcohol, ethanol, propyl alcohol, butanols, acetone, ether, sherwood oil, hexanaphthene.
The step of extracting natural antioxidants from anistree residue is:
(1) with water when extracting solvent:
Adding weightmeasurement ratio to anistree residue is 1: 5～40 water, carries out wet distillation, and the distillation mode is a water distillation, and distillation time is 2.5h; With the anistree aqueous solution filtering separation after extracting, solution evaporation concentrates, and gets the medicinal extract thing, and drying makes anistree natural antioxidants 2.
When needs are further purified anistree natural antioxidants, anistree natural antioxidants 1 and/or 2 is used water dissolution, adopt solvent precipitation or ion exchange resin or macroporous adsorbent resin or silica gel chromatography or polymeric amide chromatogram or separation methods such as gel chromatography or high performance liquid chromatography to carry out purifying then, obtain anistree natural antioxidants 3.
(2) with organic solvent when extracting solvent:
After anistree residue drying, the adding weightmeasurement ratio is 1: 5～40 organic solvent, heating and refluxing extraction 2h; With the anistree solution suction filtration after extracting, solution concentration gets the medicinal extract thing, and drying makes anistree natural antioxidants 5.
The organic solvent that uses is methyl alcohol, ethanol, propyl alcohol, butanols, acetone, ether, sherwood oil, hexanaphthene.
(3) with organic solvent-water mixed solvent when extracting solvent:
After anistree residue drying, add weightmeasurement ratio and be the mixed solvent of organic solvent-water of 1: 5～40, it is 30～90% that the organic solvent in the mixed solvent accounts for volume percent, heating and refluxing extraction 2h; With the anistree solution suction filtration after extracting, clear liquid revolves inspissation and contracts, and gets the medicinal extract thing, and drying makes anistree natural antioxidants 5.
The organic solvent that uses is methyl alcohol, ethanol, propyl alcohol, butanols, acetone, ether, sherwood oil, hexanaphthene.
Extract anistree natural antioxidants with method of the present invention, product is natural product, nontoxic, have good antioxidant property, anti-oxidant activity and natural antioxidants vitamins C (Vc) relatively have clear superiority, anise and the anistree residue of the residuum that extracted the wet goods product that volatilizees have not only been made full use of, and raw materials cost is lower, and extraction process is simple, has a extensive future.
Embodiment
In technology of the present invention, can be with water as extracting solvent, also can from anistree or anistree residue, extract anistree natural antioxidants with the mixed solvent of organic solvent or organic solvent-water as extracting solvent.The antioxidant effect of the anistree natural antioxidants of gained will exceed several times than the natural antioxidants vitamins C.
Prepare the finished product of anistree natural antioxidants with method of the present invention after, measure its antioxidant effect with following method:
Accurately pipetting 2mL 0.100mmol/L DPPH solution and 2mL concentration is the anistree extract sample solution of 0.04mg/ml, shake up immediately, behind the lucifuge reaction 0.5h, do reference with dehydrated alcohol, with its light absorption value of spectrophotometric determination (ABS), the following formula of gained data substitution is calculated its inhibiting rate (SA) at the 517nm place:
Wherein: Ai is the DPPH solution absorbency when adding analyte sample fluid; Aj is the absorbancy of analyte sample fluid in ethanol; Ao is the absorbancy of DPPH ethanolic soln when not adding analyte sample fluid.
Its anti-oxidant activity and natural antioxidants vitamins C compare, and the result is as shown in table 1:
The resistance of oxidation of the above-mentioned five kinds of anistree natural antioxidantss of table 1
As seen from Table 1, the anti-oxidant activity of five kinds of anistree natural antioxidantss that obtain with method of the present invention is all strong than vitamins C anti-oxidant activity, can be applied to fields such as food, beverage, makeup fully.
Embodiment 1
Take by weighing the anistree dry powder of 100g, add 500mL water, carry out wet distillation, the distillation mode is a water distillation, 100 ℃ of distillation temperatures, and distillation time is 2.5h.After collecting aniseed essential oil, the anistree aqueous solution after extracting is centrifugal, and clear liquid revolves inspissation and contracts, and gets the medicinal extract thing, and drying makes anistree water and carries natural antioxidants 1, and quality is 33g, and yield is 33%.After above-mentioned anistree slag drying, repeat above-mentioned steps and make anistree slag antioxidant 2.Take by weighing 5g natural antioxidants 1,, add 3 times of dehydrated alcohols that volume is 150mL, put into refrigerator with the 50mL water dissolution, standing over night, after precipitation is complete, the filtering separation precipitation, clear liquid revolves inspissation and contracts, and gets the medicinal extract thing, and drying makes anistree natural antioxidants 3.
Utilize DPPH free radical analytical method that the antioxidant property of natural antioxidants 1, natural antioxidants 2 and natural antioxidants 3 is measured, when being 0.02mg/mL, the concentration that mensuration obtains each extract, and compares with inhibiting rate with the natural antioxidants vitamins C (Vc) of concentration to the inhibiting rate of DPPH free radical.The antioxidant property that extracts the natural antioxidants 1, natural antioxidants 2 and the natural antioxidants 3 that obtain from anistree and anistree residue respectively is all strong than Vc, is respectively 2.3,3.8,3.2 times of Vc.
Embodiment 2
Take by weighing the anistree dry powder of 15g, with the ethanolic soln 450mL of 1: 30 weightmeasurement ratio adding 80%, backflow 2h, the anistree alcoholic solution after extracting is centrifugal, and clear liquid revolves inspissation and contracts, and gets the medicinal extract thing, and drying makes natural antioxidants 4, and quality is 4.6g, and yield is 30%.After above-mentioned anistree slag drying, make anistree natural antioxidants 5 according to above-mentioned steps.
Utilize DPPH free radical analytical method that the antioxidant property of natural antioxidants 4 and natural antioxidants 5 is measured, when being 0.02mg/mL, the concentration that mensuration obtains each extract, and compares with inhibiting rate with the natural antioxidants vitamins C (Vc) of concentration to the inhibiting rate of DPPH free radical.The antioxidant property that extracts the natural antioxidants 4 that obtains and natural antioxidants 5 from anistree and anistree residue respectively is all strong than Vc, is respectively 2.6,3.5 times of Vc.
Embodiment 3
Take by weighing 15g anise dry powder, add 95% edible ethanol with 1: 20 weightmeasurement ratio, backflow 2h filters the alcoholic solution after extracting, and the solution distillation concentrates, and gets the medicinal extract thing, and drying makes anistree natural antioxidants 4, and quality is 4.6g, and yield is 30%.Above-mentioned anistree slag water as extracting solvent, is made anistree natural antioxidants 2 according to above-mentioned steps.
Utilize DPPH free radical analytical method that the antioxidant property of natural antioxidants 4 and natural antioxidants 2 is measured, when being 0.02mg/mL, the concentration that mensuration obtains each extract, and compares with inhibiting rate with the natural antioxidants vitamins C (Vc) of concentration to the inhibiting rate of DPPH free radical.The antioxidant property that extracts the natural antioxidants 4 that obtains and natural antioxidants 2 from anistree and anistree residue respectively is all strong than Vc, is respectively 2.6,3.8 times of Vc.
Embodiment 4
Take by weighing the anistree dry powder of 15g, with 1: 18 weightmeasurement ratio adding acetone, backflow 2h filtered the solution after extracting, and the solution distillation concentrates, and gets the medicinal extract thing, and drying makes anistree natural antioxidants 4, and quality is 4.6g, and yield is 30%.Above-mentioned anistree slag water as extracting solvent, is made anistree natural antioxidants 2 according to above-mentioned steps.
Utilize DPPH free radical analytical method that the antioxidant property of natural antioxidants 4 and natural antioxidants 2 is measured, when being 0.02mg/mL, the concentration that mensuration obtains each extract, and compares with inhibiting rate with the natural antioxidants vitamins C (Vc) of concentration to the inhibiting rate of DPPH free radical.The antioxidant property that extracts the natural antioxidants 4 that obtains and natural antioxidants 2 from anistree and anistree residue respectively is all strong than Vc, is respectively 2.6,3.8 times of Vc.
Embodiment 5
Take by weighing and extracted the anistree residue powder of remaining drying 15g behind the volatile oil, add 500mL water, carry out wet distillation, the distillation mode is a water distillation, 100 ℃ of distillation temperatures, and distillation time is 2.5h.The aqueous solution after extracting is centrifugal, and clear liquid revolves inspissation and contracts, and gets the medicinal extract thing, and drying makes anistree natural antioxidants 2.
Utilize DPPH free radical analytical method that the antioxidant property of natural antioxidants 2 is measured, when being 0.02mg/mL, the concentration that mensuration obtains extract, and compares with inhibiting rate with the natural antioxidants vitamins C (Vc) of concentration to the inhibiting rate of DPPH free radical.The antioxidant property that extracts the natural antioxidants 2 that obtains from anistree residue is stronger than Vc, is 3.8 times of Vc.
Embodiment 6
Take by weighing and extracted the anistree residue powder of remaining drying 15g behind the volatile oil,, add 80% ethanolic soln 450mL with 1: 30 weightmeasurement ratio, backflow 2h, the anistree alcoholic solution after extracting is centrifugal, and clear liquid revolves inspissation and contracts, get the medicinal extract thing, drying makes natural antioxidants 5.
Utilize DPPH free radical analytical method that the antioxidant property of natural antioxidants 5 is measured, when being 0.02mg/mL, the concentration that mensuration obtains extract, and compares with inhibiting rate with the natural antioxidants vitamins C (Vc) of concentration to the inhibiting rate of DPPH free radical.The antioxidant property that extracts the natural antioxidants 5 that obtains from anistree residue is stronger than Vc, is 3.5 times of Vc.
Claims (10)
1. one kind is extracted the method for natural antioxidants from anise, it is characterized in that with the processing step of water when extracting solvent being:
Step 1: adding weightmeasurement ratio to anistree dry powder is 1: 5～40 water, carries out wet distillation, and the distillation mode is a water distillation, and distillation time is 2.5h;
Step 2: after collecting aniseed essential oil, with the anistree aqueous solution filtering separation after extracting, solution evaporation concentrates, and gets the medicinal extract thing, and drying makes anistree natural antioxidants 1;
Step 3: with the anistree residue of step 2, again according to step 1,2 operations, to the water boiling temperature, the solids oven dry makes anistree natural antioxidants 2 to the extraction temperature from room temperature.
2. the method for extracting natural antioxidants from anise as claimed in claim 1, when it is characterized in that anistree natural antioxidants 1 or anistree natural antioxidants 2 be further purified, with anistree natural antioxidants 1 of water dissolution or anistree natural antioxidants 2, adopt solvent precipitation or ion exchange resin or macroporous adsorbent resin or silica gel chromatography or polymeric amide chromatogram or gel chromatography or high performance liquid chromatography separation method to carry out purifying then, obtain anistree natural antioxidants 3.
3. one kind is extracted the method for natural antioxidants from anise, it is characterized in that with the processing step of organic solvent when extracting solvent being:
Step 1: adding weightmeasurement ratio to anistree dry powder is 1: 5～40 organic solvent, heating and refluxing extraction 2h;
Step 2: the anistree solution suction filtration after will extracting, solution concentration gets the medicinal extract thing, and drying makes anistree natural antioxidants 4;
Step 3: after the anistree residue drying that step 2 is obtained, again according to step 1,2 operations, extract temperature from room temperature to the solution boiling temperature; Make anistree residue natural antioxidants 5.
4. the method from anise extraction natural antioxidants as claimed in claim 3 is characterized in that the organic solvent that uses is methyl alcohol, ethanol, propyl alcohol, butanols, acetone, ether, sherwood oil or hexanaphthene.
5. one kind is extracted the method for natural antioxidants from anise, it is characterized in that with the processing step of organic solvent-water mixed solvent when extracting solvent being:
Step 1: add the mixed solvent that weightmeasurement ratio is organic solvent-water of 1: 5～40 to anistree dry powder, it is 30～90% that the organic solvent in the mixed solvent accounts for volume percent, heating and refluxing extraction 2h;
Step 2: the anistree solution suction filtration after will extracting, clear liquid revolves inspissation and contracts, and gets the medicinal extract thing, and drying makes anistree natural antioxidants 4;
Step 3: after the anistree residue drying that step 2 is obtained, again according to step 1,2 operations, extract temperature from room temperature to the solution boiling temperature, make anistree residue natural antioxidants 5.
6. the method from anise extraction natural antioxidants as claimed in claim 5 is characterized in that the organic solvent that uses is methyl alcohol, ethanol, propyl alcohol, butanols, acetone, ether, sherwood oil or hexanaphthene.
7. method of extracting natural antioxidants from anistree residue, it is characterized in that with water extraction step is when extracting solvent: adding weightmeasurement ratio to anistree residue is 1: 5～40 water, carries out wet distillation, the distillation mode is a water distillation, and distillation time is 2.5h; With the anistree aqueous solution filtering separation after extracting, solution evaporation concentrates, and gets the medicinal extract thing, and drying makes anistree natural antioxidants 2.
8. the method for extracting natural antioxidants from anistree residue as claimed in claim 7, when it is characterized in that anistree natural antioxidants is further purified, anistree natural antioxidants 1 or 2 is used water dissolution, adopt solvent precipitation or ion exchange resin or macroporous adsorbent resin or silica gel chromatography or polymeric amide chromatogram or separation methods such as gel chromatography or high performance liquid chromatography to carry out purifying then, obtain anistree natural antioxidants 3.
9. one kind is extracted the method for natural antioxidants from anistree residue, it is characterized in that with organic solvent when extracting solvent, after anistree residue drying, adds weightmeasurement ratio and be 1: 5～40 organic solvent, heating and refluxing extraction 2h; With the anistree solution suction filtration after extracting, solution concentration gets the medicinal extract thing, and drying makes anistree natural antioxidants 5.
10. method of extracting natural antioxidants from anistree residue, it is characterized in that with organic solvent-water mixed solvent when extracting solvent, after anistree residue drying, add weightmeasurement ratio and be the mixed solvent of organic solvent-water of 1: 5～40, it is 30～90% that organic solvent in the mixed solvent accounts for volume percent, heating and refluxing extraction 2h; With the anistree solution suction filtration after extracting, clear liquid revolves inspissation and contracts, and gets the medicinal extract thing, and drying makes anistree natural antioxidants 5.
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102031196A (en) * | 2010-12-02 | 2011-04-27 | 北京航空航天大学 | Method for extracting effective ingredients in industrial residue of Chinese anise |
| CN102660290A (en) * | 2012-04-27 | 2012-09-12 | 东北林业大学 | Acorn shell pigment with antioxidant activity and preparation method and application thereof |
| CN105713732A (en) * | 2016-04-29 | 2016-06-29 | 山东农业大学 | Extraction method of star anise oil |
| CN113355156A (en) * | 2021-06-30 | 2021-09-07 | 四川省食品发酵工业研究设计院有限公司 | Antioxidant, preparation method thereof and application thereof in edible oil |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN101411365A (en) * | 2008-11-14 | 2009-04-22 | 广东工业大学 | Recombinant aromatic condiment essential oil with oxidation resistance function and use method thereof |
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2010
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Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101411365A (en) * | 2008-11-14 | 2009-04-22 | 广东工业大学 | Recombinant aromatic condiment essential oil with oxidation resistance function and use method thereof |
Non-Patent Citations (2)
| Title |
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| 栗桂娇等: "茴脑深加工制取茴香醛及茴香醛生物合成研究", 《工业催化》 * |
| 舒馨等: "3,5-二硝基水杨酸吸光光度法测定八角残渣中总糖、还原糖含量", 《食品工业科技》 * |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102031196A (en) * | 2010-12-02 | 2011-04-27 | 北京航空航天大学 | Method for extracting effective ingredients in industrial residue of Chinese anise |
| CN102660290A (en) * | 2012-04-27 | 2012-09-12 | 东北林业大学 | Acorn shell pigment with antioxidant activity and preparation method and application thereof |
| CN102660290B (en) * | 2012-04-27 | 2014-03-12 | 东北林业大学 | Acorn shell pigment with antioxidant activity and preparation method and application thereof |
| CN105713732A (en) * | 2016-04-29 | 2016-06-29 | 山东农业大学 | Extraction method of star anise oil |
| CN113355156A (en) * | 2021-06-30 | 2021-09-07 | 四川省食品发酵工业研究设计院有限公司 | Antioxidant, preparation method thereof and application thereof in edible oil |
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