CN101307344A - Method for hydrolyzing propolis flavonoid glycosideby by naringinase - Google Patents
Method for hydrolyzing propolis flavonoid glycosideby by naringinase Download PDFInfo
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- CN101307344A CN101307344A CNA2008100630547A CN200810063054A CN101307344A CN 101307344 A CN101307344 A CN 101307344A CN A2008100630547 A CNA2008100630547 A CN A2008100630547A CN 200810063054 A CN200810063054 A CN 200810063054A CN 101307344 A CN101307344 A CN 101307344A
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Abstract
The invention provides a method for hydrolyzing propolis flavonoid glycoside by naringinase. The method is as follows: naringinase is adopted to carry out constant-temperature enzymolysis of propolis flavonoid glycoside; propolis flavonoid glycoside substance is hydrolyzed into flavonoid aglycone through enzymolysis; moreover, compared with raw materials, the antioxidation property of the product is reinforced. The content of flavonoid substances in the obtained enzymolysis products can be measured through high-efficiency liquid phase chromatogram, and the result shows that the content of flavonoid glycoside substances is reduced, while the content of flavonoid aglycone substances is obviously increased. The method realizes deep development and utilization of propolis products, and is propitious to increase the added value of bee products and expand the application range of bee products. Moreover, the made propolis enzymolysis products has remarkably increased antioxidation property, and can be better used in the fields of medicine, foodstuff and cosmetics, etc. as compared with raw material propolis.
Description
Technical field
The invention belongs to the propolis processing technology, relate to a kind of method of hydrolyzing propolis flavonoid glycosideby by naringinase.
Technical background
Propolis (propolis) is that honeybee is gathered resin from plant plumule, bark and trunk crack, and sneaks into the colloidal solid thing with aromatic odour that its mandibular gland secretory product and beeswax process.Being called as " black wax " on the Arabic in ancient times medical book of propolis " doctor's allusion quotation ", also is one of main component of recording the earliest Nidus Vespae in Shennong's Herbal.Various biological effects such as propolis has the prevention wound infection, it is immune, antitumor, hypotensive to regulate, reducing blood-fat, hypoglycemic and resisting pathogenic microbes.The complex chemical composition of propolis contains flavonoid compound, acid, alcohol, phenol, aldehyde, ester, ethers and alkene, terpene, steroid and multiple amino acids, lipid acid, enzyme, VITAMIN and various trace elements.In these chemical ingredientss, because the flavonoid content height, biologic activity is strong, and therefore the research about flavonoid compound extraction and effect in the propolis becomes focus.
Flavonoid compound is the Polyphenols antioxidant that a class extensively distributes at nature.Studies show that in a large number flavonoid compound has removes free radical, anti-oxidant, anti-mutation, antitumor, antibiotic, antiviral and regulate function such as immunity, wherein the most important thing is its anti-oxidant activity.Flavonoid compound exists in the form of occurring in nature majority with flavonoid glycoside, has only the form with free Flavone aglycone of minute quantity to exist.Though naturally occurring free Flavone aglycone content is few, its activity that shows is high more a lot of than the glucosides of mating type.Flavone aglycone can directly be absorbed and enter animal blood, the chromocor compound of most of glucosides type can not enter into blood by small bowel in human body, but degraded and metabolism by the heterocycle fragmentation pattern by microorganism in the enteric cavity, the small portion flavones is wherein only arranged under the effect of colonic probiotic bacterium (milk-acid bacteria and bifidus bacillus) excretory lytic enzyme, the generation aglycon is reuptaked and is entered blood.Therefore, flavonoid glycoside bioavailability in animal body is well below aglycon type flavones.Studies show that the biological activity that Flavone aglycone is removed the human body oxyradical obviously is better than flavone glycoside, tiring of Flavone aglycone is 7 times that flavone glycoside is tired.
In the propolis the flavonoid compound that goes out of isolation identification kind more than 70 is arranged, wherein main have flavonoid, flavonols, flavanone and a flavanol compound.Discover that obtain four components after propolis is separated through silica gel adsorption, the general flavone content among the component I V is relatively higher than component I, II, III, its main component is exactly a flavonoid glycoside substance, so the content of flavonoid glycoside in propolis is than higher.
Because the enzyme specificity is strong, so the mild condition of enzyme process catalytic hydrolysis, can adopt weakly acidic damping fluid, Flavone aglycone is volatility not, is the effective way of industrial preparation high reactivity Flavone aglycone healthcare products.
Summary of the invention
Originally the method that the purpose of this invention is to provide a kind of hydrolyzing propolis flavonoid glycosideby by naringinase adopts naringinase that propolis flavonoid is carried out the constant temperature enzymolysis, specifically realizes by following steps:
Take by weighing propolis, be dissolved in water, adding beta-glucosidase, zytase, cellulase, polygalacturonase, α-Dian Fenmei are carried out the prozyme pre-treatment, enzyme dosage is respectively 10U/mg, 1500U/mL, 9U/mL, 50U/mL, 1.5U/mL, and in pH value 5.0, pre-treatment is 6 hours under 50 ℃ of conditions of temperature, add naringinase 5U/mg～30U/mg, regulate pH value 4～7, control concentration of substrate and be 30 ℃～60 ℃ of 0.2mg/mL～5mg/mL hydrolysis temperature, enzymolysis time 6～36 hours.It is even to remain solution in the reaction process.Enzymolysis finishes and adds dehydrated alcohol and make its final concentration reach 60% to make enzyme-deactivating.
Institute's enzymolysis product that obtains is through its Flavonoid substances content of high-performance liquid chromatogram determination, and the result shows that flavonoid glycoside substance content descends, and flavonoid glycoside metaclass substances content obviously improves.
The method of a kind of enzymolysis propolis flavonoid provided by the invention, by enzymolysis, propolis flavone glycoside material is hydrolyzed to Flavone aglycone, compares with raw material, and the antioxidant property of product strengthens.The present invention is the deep development utilization to propolis product, helps improving the added value of bee product, opens up its range of application.The propolis enzymolysis product antioxidant property that makes significantly improves, and than the raw material propolis, can be applied to fields such as medicine, foods and cosmetics better.
Description of drawings
Fig. 1 is 5 kinds of Flavonoid substances enzymolysis front and back content in the propolis.
Fig. 2 is the anti-Oxidation of Fat and Oils effect of propolis flavone enzymolysis product.
Fig. 3 is 5 kinds of Flavonoid substances enzymolysis front and back content in the propolis.
Fig. 4 is the anti-Oxidation of Fat and Oils effect of propolis flavone enzymolysis product.
Fig. 5 is 5 kinds of Flavonoid substances enzymolysis front and back content in the propolis.
Fig. 6 is the anti-Oxidation of Fat and Oils effect of propolis flavone enzymolysis product.
Embodiment
The present invention is further described in conjunction with the accompanying drawings and embodiments.
Get propolis 100mg, be dissolved in the 200mL distilled water, adding beta-glucosidase, zytase, cellulase, polygalacturonase, α-Dian Fenmei are carried out the prozyme pre-treatment, and enzyme dosage is respectively 10U/mg, 1500U/mL, 9U/mL, 50U/mL, 1.5U/mL, in pH value 5.0, pre-treatment is 6 hours under 50 ℃ of conditions of temperature, adds a certain amount of naringinase and transforms, and the control enzyme concn is 30U/mg, pH value 4.5,50 ℃ of temperature, enzymolysis time 24 hours, it is even to remain solution in the reaction process.Enzymolysis finishes and adds dehydrated alcohol and make its final concentration reach 60% to make enzyme-deactivating.The 198.4mg/100g of flavonoid glycoside substance rutin under this enzymatic hydrolysis condition in the products therefrom propolis before by enzymolysis is reduced to the 36.3mg/100g behind the enzymolysis, percent hydrolysis reaches 81.7%, the content of aglycon class material myricetin, Quercetin and kaempferol all increases to some extent, has improved 53.2%, 63.2% and 95.9% (referring to table 1, Fig. 1) respectively.
5 kinds of Flavonoid substances enzymolysis front and back content (mg/100g) in table 1 propolis
Accurately take by weighing the fresh lard of 50.0g, add 0.02% propolis therein, place 60 ± 2 ℃ thermostat container, its 2 days, the peroxide value (POV) 3 days, 4 days, 5 days, 6 days, 7 days, 8 days, 9 days the time are measured in sampling regularly.
Press the regulation of GB/T5009.37-1996, lard POV 〉=0.20% is o'clock for exceeding standard.The POV of propolis enzymolysis product in the time of the 9th day is 0.2789%, and the POV of control group propolis is 0.5013%, and this moment, blank sample reached 0.6501% (referring to table 2, Fig. 2).The result shows that enzymolysis product has anti-preferably lard oxidation susceptibility, significantly is better than the raw material propolis.
Table 2 lard peroxide value (%)
Get propolis 200mg, be dissolved in the 200mL distilled water, carry out the prozyme pre-treatment with embodiment 1, add a certain amount of naringinase and transform, the control enzyme concn is 10U/mg, pH value 4.0, and 35 ℃ of temperature, enzymolysis time 9 hours, it is even to remain solution in the reaction process.Enzymolysis finishes and adds dehydrated alcohol and make its final concentration reach 60% to make enzyme-deactivating.The 198.4mg/100g of flavonoid glycoside substance rutin under this enzymatic hydrolysis condition in the products therefrom propolis before by enzymolysis is reduced to the 109.7mg/100g behind the enzymolysis, percent hydrolysis reaches 44.7%, the content of aglycon class material myricetin, Quercetin and kaempferol all increases to some extent, has improved 1.8%, 30.2% and 39.3% (referring to table 3, Fig. 3) respectively.
5 kinds of Flavonoid substances enzymolysis front and back content (mg/100g) in table 3 propolis
The POV of propolis enzymolysis product in the time of the 9th day is 0.4368%, and the POV of control group propolis is 0.5013%, and this moment, blank sample reached 0.6501% (referring to table 4, Fig. 4).
Table 4 lard peroxide value (%)
Get propolis 800mg, be dissolved in the 200mL distilled water, carry out the prozyme pre-treatment with embodiment 1, add a certain amount of naringinase and transform, the control enzyme concn is 5U/mg, pH value 6.5, and 60 ℃ of temperature, enzymolysis time 6 hours, it is even to remain solution in the reaction process.Enzymolysis finishes and adds dehydrated alcohol and make its final concentration reach 60% to make enzyme-deactivating.The 198.4mg/100g of flavonoid glycoside substance rutin under this enzymatic hydrolysis condition in the products therefrom propolis before by enzymolysis is reduced to the 136.8mg/100g behind the enzymolysis, percent hydrolysis reaches 31.0%, the content of aglycon class material myricetin, Quercetin and kaempferol all increases to some extent, has improved 5.3%, 18.8% and 20.2% (referring to table 5, Fig. 5) respectively.
5 kinds of Flavonoid substances enzymolysis front and back content (mg/100g) in table 5 propolis
The POV of propolis enzymolysis product in the time of the 9th day is 0.4673%, and the POV of control group propolis is 0.5013%, and this moment, blank sample reached 0.6501% (referring to table 6, Fig. 6).
Table 6 lard peroxide value (%)
Claims (2)
1. the method for a hydrolyzing propolis flavonoid glycosideby by naringinase is characterized in that realizing by following steps:
Take by weighing propolis, be dissolved in water, adding beta-glucosidase, zytase, cellulase, polygalacturonase, α-Dian Fenmei are carried out the prozyme pre-treatment, enzyme dosage is respectively 10U/mg, 1500U/mL, 9U/mL, 50U/mL, 1.5U/mL, in pH value 5.0, pre-treatment is 6 hours under 50 ℃ of conditions of temperature, add naringinase 5U/mg～30U/mg, regulate pH value 4～7, the control concentration of substrate is 30 ℃～60 ℃ of 0.2mg/mL～5mg/mL hydrolysis temperature, enzymolysis time 6～36 hours, enzymolysis finish and add dehydrated alcohol and make its final concentration reach 60% to make enzyme-deactivating.
2. the method for a kind of hydrolyzing propolis flavonoid glycosideby by naringinase according to claim 1, it is characterized in that: it is even to remain solution in the enzyme digestion reaction process.
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102321699A (en) * | 2011-06-24 | 2012-01-18 | 江苏江大源生态生物科技有限公司 | Method for composite enzymolysis-assisted extraction of active ingredient from propolis |
| CN103611333A (en) * | 2013-11-21 | 2014-03-05 | 江苏江大源生态生物科技有限公司 | Method for supercritical extraction of super natural factors of propolis by using CO2 fluid in combination with solid-state enzymolysis |
| CN106676143A (en) * | 2017-01-10 | 2017-05-17 | 江苏农林职业技术学院 | Pueraria flavone modification method |
| CN110464696A (en) * | 2019-09-18 | 2019-11-19 | 北京蜜慕科技有限公司 | A kind of preparation method and applications of small molecule propolis extract |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101089187A (en) * | 2006-06-14 | 2007-12-19 | 浙江工业大学 | Method for hydrolytic preparing biological tangeritin by enzyme |
| CN101100683B (en) * | 2006-09-08 | 2010-05-12 | 颜廷和 | Glucoside type flavone biological transformation and purification technique |
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102321699A (en) * | 2011-06-24 | 2012-01-18 | 江苏江大源生态生物科技有限公司 | Method for composite enzymolysis-assisted extraction of active ingredient from propolis |
| CN103611333A (en) * | 2013-11-21 | 2014-03-05 | 江苏江大源生态生物科技有限公司 | Method for supercritical extraction of super natural factors of propolis by using CO2 fluid in combination with solid-state enzymolysis |
| CN106676143A (en) * | 2017-01-10 | 2017-05-17 | 江苏农林职业技术学院 | Pueraria flavone modification method |
| CN110464696A (en) * | 2019-09-18 | 2019-11-19 | 北京蜜慕科技有限公司 | A kind of preparation method and applications of small molecule propolis extract |
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