CN115708553B - Naringin-containing composition and application thereof in preparation of naringin-containing beverage - Google Patents
Naringin-containing composition and application thereof in preparation of naringin-containing beverage Download PDFInfo
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- CN115708553B CN115708553B CN202211499603.1A CN202211499603A CN115708553B CN 115708553 B CN115708553 B CN 115708553B CN 202211499603 A CN202211499603 A CN 202211499603A CN 115708553 B CN115708553 B CN 115708553B
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- naringin
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- 239000001606 7-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)chroman-4-one Substances 0.000 title claims abstract description 160
- 229930019673 naringin Natural products 0.000 title claims abstract description 160
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- 239000012046 mixed solvent Substances 0.000 claims description 37
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 28
- JYGYEBCBALMPDC-UHFFFAOYSA-N heptane;propan-2-one Chemical compound CC(C)=O.CCCCCCC JYGYEBCBALMPDC-UHFFFAOYSA-N 0.000 claims description 28
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- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 22
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- 238000010828 elution Methods 0.000 description 18
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- 241000756042 Polygonatum Species 0.000 description 14
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- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 11
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- HWJHWSBFPPPIPD-UHFFFAOYSA-N ethoxyethane;propan-2-one Chemical compound CC(C)=O.CCOCC HWJHWSBFPPPIPD-UHFFFAOYSA-N 0.000 description 3
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- 244000303040 Glycyrrhiza glabra Species 0.000 description 2
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- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 description 2
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- LPLVUJXQOOQHMX-QWBHMCJMSA-N glycyrrhizinic acid Chemical compound O([C@@H]1[C@@H](O)[C@H](O)[C@H](O[C@@H]1O[C@@H]1C([C@H]2[C@]([C@@H]3[C@@]([C@@]4(CC[C@@]5(C)CC[C@@](C)(C[C@H]5C4=CC3=O)C(O)=O)C)(C)CC2)(C)CC1)(C)C)C(O)=O)[C@@H]1O[C@H](C(O)=O)[C@@H](O)[C@H](O)[C@H]1O LPLVUJXQOOQHMX-QWBHMCJMSA-N 0.000 description 2
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- Medicines Containing Plant Substances (AREA)
Abstract
The invention discloses a naringin-containing composition and application thereof in preparing naringin-containing beverage. The naringin-containing composition comprises naringin and Polygonatum sibiricum spine date seed extract; wherein, the weight ratio of naringin to Polygonatum sibiricum spine date seed extract is 1-2:1; the Polygonatum sibiricum and semen Ziziphi Spinosae extract is obtained by extracting Polygonatum sibiricum and semen Ziziphi Spinosae as raw materials. Because the naringin-containing composition is formed by combining naringin and polygonatum sibiricum and wild jujube seed extract; therefore, the product (such as beverage, food, medicine or health care product) prepared by taking the naringin-containing composition as an active ingredient has the effects of anti-inflammatory, antiviral, anticancer, antimutagenic, antiallergic, antiulcer, analgesic, blood pressure lowering and the like of naringin; and also has blood glucose lowering effect.
Description
Technical Field
The invention relates to the technical field of natural products and foods, in particular to a naringin-containing composition and application thereof in preparing naringin-containing beverage.
Background
Naringin is a flavonoid compound; has antiinflammatory, antiviral, anticancer, antimutagenic, antiallergic, antiulcer, analgesic, blood pressure lowering, cholesterol lowering, thrombosis reducing, topical microcirculation improving, and nutrition supplying effects, and can be used for preventing and treating cardiovascular and cerebrovascular diseases.
Although naringin has various pharmacological activities; however, when it is used as a single active ingredient, the effects in various aspects are still to be improved; for example, its effect on lowering blood sugar and antiviral activity is yet to be enhanced.
The Chinese patent No. 113133512A discloses a beverage containing naringin and a preparation method thereof, wherein the beverage is prepared by taking naringin as an active additive component. However, the beverage only takes naringin as an active ingredient, and the prepared beverage containing naringin has a certain health care effect; but its role in aiding in lowering blood glucose and antiviral activity is yet to be enhanced.
Disclosure of Invention
In order to overcome at least one technical problem existing in the prior art, the invention firstly provides a composition containing naringin. The naringin-containing composition is formed by combining naringin and polygonatum sibiricum and wild jujube seed extract, and has a good blood sugar reducing effect.
The invention aims to solve the technical problems, and is realized by the following technical scheme:
a naringin-containing composition comprising naringin and Polygonatum sibiricum spine date seed extract;
wherein, the weight ratio of naringin to Polygonatum sibiricum spine date seed extract is 1-2:1;
the Polygonatum sibiricum and semen Ziziphi Spinosae extract is obtained by extracting Polygonatum sibiricum and semen Ziziphi Spinosae as raw materials.
The inventor discovers in the research that the composition obtained by combining naringin and the polygonatum sibiricum and wild jujube seed extract has better blood sugar reducing effect.
In addition, the inventor has surprisingly found that the composition obtained by combining naringin and the polygonatum sibiricum and wild jujube seed extract has the effect of resisting respiratory syncytial virus in experimental screening.
Preferably, the rhizoma polygonati and wild jujube seed extract is prepared by the following method:
extracting rhizoma Polygonati and semen Ziziphi Spinosae with organic solvent to obtain rhizoma Polygonati semen Ziziphi Spinosae organic solvent extractive solution, removing organic solvent from rhizoma Polygonati semen Ziziphi Spinosae organic solvent extractive solution, and drying to obtain rhizoma Polygonati semen Ziziphi Spinosae organic solvent extract.
Preferably, the organic solvent is a mixed organic solvent consisting of isopropanol and acetone in a volume ratio of 3-5:1.
Preferably, the weight ratio of the rhizoma polygonati to the spina date seed is 1-3:1-3.
The inventor needs to emphasize here that the selection of the extraction solvents of rhizoma polygonati and semen zizyphi spinosae plays an important role in better reducing blood sugar and resisting respiratory syncytial virus after the combination of the rhizoma polygonati semen zizyphi spinosae extract and naringin. The inventors have surprisingly found in a large number of experiments that the composition obtained by combining the polygonatum spine date seed extract and naringin, which are extracted by using a mixed organic solvent consisting of isopropanol and acetone, has significantly higher effects of reducing blood sugar and resisting respiratory syncytial virus than the composition obtained by combining the polygonatum spine date seed extract and naringin, which are extracted by using other organic solvents.
Preferably, the extraction is performed at 50-55 ℃ for 1-2 hours.
Preferably, the weight of the organic solvent is 5-10 times of the total weight of the rhizoma polygonati and the spina date seeds;
most preferably, the weight amount of the organic solvent is 8 times of the total weight of the rhizoma polygonati and the semen zizyphi spinosae.
Preferably, the rhizoma polygonati and wild jujube seed extract is prepared by the following method:
extracting rhizoma Polygonati and semen Ziziphi Spinosae with organic solvent to obtain rhizoma Polygonati semen Ziziphi Spinosae organic solvent extractive solution, removing organic solvent from rhizoma Polygonati semen Ziziphi Spinosae organic solvent extractive solution, and drying to obtain rhizoma Polygonati semen Ziziphi Spinosae organic solvent extract;
further loading the sealwort and spine date seed organic solvent extract on a silica gel column, eluting with an n-heptane-acetone mixed solvent with the acetone volume fraction of 5-8% to remove impurities; eluting with 17-20% acetone-n-heptane-acetone mixed solvent, collecting the fraction eluted with 17-20% acetone-n-heptane-acetone mixed solvent, removing organic solvent, and drying to obtain the final product.
The n-heptane-acetone mixed solvent with the acetone volume fraction accounting for 5-8 percent refers to that the volume fraction of the acetone in the n-heptane-acetone mixed solvent consisting of n-heptane and acetone is 5-8 percent.
The n-heptane-acetone mixed solvent with the acetone volume fraction accounting for 17-20 percent refers to the acetone volume fraction of 17-20 percent in the n-heptane-acetone mixed solvent consisting of n-heptane and acetone.
In order to further improve the hypoglycemic and anti-respiratory syncytial virus effects of the naringin-containing composition; the inventor adopts silica gel column chromatography to further refine the effective parts from the Polygonatum sibiricum and semen Ziziphi Spinosae organic solvent extract; the inventor surprisingly found in a large number of experiments that in the silica gel column elution process, the composition prepared by combining the polygonatum spine date seed extract and naringin, which is prepared by adopting the elution condition (eluting by using the n-heptane-acetone mixed solvent with the acetone volume fraction of 5-8 percent and eluting by using the n-heptane-acetone mixed solvent with the acetone volume fraction of 17-20 percent), has the effects of reducing blood sugar and resisting respiratory syncytial virus, which are further greatly improved compared with the composition prepared by combining the polygonatum spine date seed extract and naringin, which are extracted by adopting the mixed organic solvent consisting of isopropanol and acetone; has excellent functions of reducing blood sugar and resisting respiratory syncytial virus.
The inventor needs to emphasize that the elution condition of the silica gel column is critical, the elution condition of the silica gel column is different, and the composition and the content of the active ingredients in the prepared rhizoma polygonati and semen zizyphi spinosae extract are different; if the elution condition of the silica gel column is not properly selected, the content of the active ingredients with the functions of reducing blood sugar and resisting respiratory syncytial virus in the prepared Polygonatum sibiricum and semen Ziziphi Spinosae extract can be possibly reduced; this does not increase the hypoglycemic and anti-respiratory syncytial virus effect even further.
Because the naringin-containing composition has more remarkable functions of reducing blood sugar and resisting respiratory syncytial virus; thus, when it is desired to achieve the same effect of lowering blood glucose and anti-respiratory syncytial virus action, a smaller amount of the composition can be added. If the composition with the same dosage is added, the composition has stronger blood sugar reducing and respiratory syncytial virus resisting effects.
Preferably, the naringin-containing composition further comprises licorice extract;
wherein, the weight ratio of naringin to the Polygonatum sibiricum seed extract to the licorice extract is 1-2:1:2-3.
The licorice extract is prepared by the following method:
heating and reflux-extracting Glycyrrhrizae radix with water to obtain extractive solution, concentrating and drying to obtain Glycyrrhrizae radix water extract;
eluting the liquorice water extract with water to remove impurities, eluting with an ethanol water solution with the volume fraction of 4-6%, collecting fractions eluted from the ethanol water solution with the volume fraction of 4-6%, concentrating and drying to obtain the liquorice extract.
Preferably, the extraction is performed at 90-100 ℃ for 1-2 hours.
Preferably, the weight of the organic solvent is 8-15 times of the total weight of the rhizoma polygonati and the spina date seeds;
most preferably, the weight amount of the organic solvent is 12 times of the total weight of the rhizoma polygonati and the semen zizyphi spinosae.
The inventors have surprisingly found that, after mixing the licorice extract prepared by the above method with naringin and Polygonatum sibiricum seed extract, it can promote dissolution of naringin and Polygonatum sibiricum seed extract in water, and improve the dissolution ability of the naringin-containing composition in water.
The invention also provides application of the naringin-containing composition in preparation of products with blood sugar reducing and/or antiviral effects.
Preferably, the virus is a respiratory tract group-closing virus.
The product comprises medicines, health products or foods.
The invention also provides application of the naringin-containing composition in preparation of naringin-containing beverage.
Preferably, the naringin-containing composition is contained in an amount of 0.5 to 1g in 1000mL of naringin-containing beverage.
Preferably, the naringin-containing beverage also contains a flavoring agent.
Preferably, the naringin-containing beverage also contains a preservative.
The beneficial effects are that: the invention provides a brand new naringin-containing composition. The naringin-containing composition is formed by combining naringin and polygonatum sibiricum and spine date seed extract; therefore, the product (such as beverage, food, medicine or health care product) prepared by taking the naringin-containing composition as an active ingredient has the effects of anti-inflammatory, antiviral, anticancer, antimutagenic, antiallergic, antiulcer, analgesic, blood pressure lowering and the like of naringin; simultaneously has the functions of reducing blood sugar and resisting respiratory syncytial virus; when the product with the same effect of reducing blood sugar and resisting respiratory syncytial virus is required to be obtained, the preparation can be realized by adding a smaller amount of the composition; if the composition with the same dosage is added, the composition has stronger effect of reducing blood sugar and resisting respiratory syncytial virus.
Detailed Description
The present invention is further illustrated below with reference to specific examples, which are not intended to limit the invention in any way.
EXAMPLE 1 naringin-containing composition
The naringin-containing composition is prepared by mixing naringin and polygonatum sibiricum and spine date seed extract in a weight ratio of 2:1;
the rhizoma polygonati and wild jujube seed extract is prepared by the following method:
taking rhizoma polygonati and spina date seeds in a weight ratio of 1:1, heating and refluxing for 1h at 55 ℃ by using an organic solvent which is 8 times of the total weight of the rhizoma polygonati and the spina date seeds to obtain a rhizoma polygonati-spina date seed organic solvent extract, concentrating the rhizoma polygonati-spina date seed organic solvent extract to remove the organic solvent, and drying to obtain a rhizoma polygonati-spina date seed organic solvent extract, namely the rhizoma polygonati-spina date seed extract;
the organic solvent is a mixed organic solvent consisting of isopropanol and acetone in a volume ratio of 4:1.
EXAMPLE 2 naringin-containing composition
The naringin-containing composition is prepared by mixing naringin and polygonatum sibiricum and spine date seed extract in a weight ratio of 2:1;
the rhizoma polygonati and wild jujube seed extract is prepared by the following method:
taking rhizoma polygonati and spina date seeds in a weight ratio of 1:1, heating and refluxing for 1h at 55 ℃ by using an organic solvent which is 8 times of the total weight of the rhizoma polygonati and the spina date seeds to obtain a rhizoma polygonati-spina date seed organic solvent extract, concentrating the rhizoma polygonati-spina date seed organic solvent extract to remove the organic solvent, and drying to obtain a rhizoma polygonati-spina date seed organic solvent extract;
loading rhizoma Polygonati semen Ziziphi Spinosae organic solvent extract onto silica gel column filled with 200-300 mesh silica gel 30 times of rhizoma Polygonati semen Ziziphi Spinosae organic solvent extract, eluting with 3BV acetone mixed solvent with volume fraction of 7% of n-heptane acetone at flow rate of 5BV/h to remove impurities; eluting with 5BV of n-heptane-acetone mixed solvent with acetone volume fraction of 19%, collecting fraction eluted with n-heptane-acetone mixed solvent with acetone volume fraction of 19%, concentrating to remove organic solvent, and drying to obtain the rhizoma Polygonati and semen Ziziphi Spinosae extract.
EXAMPLE 3 naringin-containing composition
The naringin-containing composition is prepared by mixing naringin and polygonatum sibiricum and spine date seed extract in a weight ratio of 1:1;
the rhizoma polygonati and wild jujube seed extract is prepared by the following method:
taking rhizoma polygonati and spina date seeds in a weight ratio of 3:1, heating and refluxing for 1h at 55 ℃ by using an organic solvent which is 5 times of the total weight of the rhizoma polygonati and the spina date seeds to obtain a rhizoma polygonati-spina date seed organic solvent extract, concentrating the rhizoma polygonati-spina date seed organic solvent extract to remove the organic solvent, and drying to obtain a rhizoma polygonati-spina date seed organic solvent extract;
loading the organic solvent extract of rhizoma Polygonati and semen Ziziphi Spinosae on a silica gel column filled with 200-300 mesh silica gel 30 times the weight of the organic solvent extract of rhizoma Polygonati and semen Ziziphi Spinosae; eluting with 3BV acetone mixed solvent with 5% acetone volume fraction at flow rate of 5BV/h to remove impurities; eluting with 5BV of n-heptane-acetone mixed solvent with acetone volume fraction of 17%, collecting fraction eluted with the n-heptane-acetone mixed solvent with acetone volume fraction of 17%, concentrating to remove organic solvent, and drying to obtain the rhizoma Polygonati and semen Ziziphi Spinosae extract.
EXAMPLE 4 naringin-containing composition
The naringin-containing composition is prepared by mixing naringin and polygonatum sibiricum and spine date seed extract in a weight ratio of 1:1;
the rhizoma polygonati and wild jujube seed extract is prepared by the following method:
taking rhizoma polygonati and spina date seeds in a weight ratio of 1:3, heating and refluxing for 2 hours at 50 ℃ by using an organic solvent which is 10 times of the total weight of the rhizoma polygonati and the spina date seeds to obtain a rhizoma polygonati-spina date seed organic solvent extract, concentrating the rhizoma polygonati-spina date seed organic solvent extract to remove the organic solvent, and drying to obtain a rhizoma polygonati-spina date seed organic solvent extract;
loading the organic solvent extract of rhizoma Polygonati and semen Ziziphi Spinosae on a silica gel column filled with 200-300 mesh silica gel 30 times the weight of the organic solvent extract of rhizoma Polygonati and semen Ziziphi Spinosae; eluting with an n-heptane-acetone mixed solvent with the acetone volume fraction of 8% of 3BV at the flow rate of 5BV/h to remove impurities; eluting with 5BV of n-heptane-acetone mixed solvent with acetone volume fraction of 20%, collecting fraction eluted with n-heptane-acetone mixed solvent with acetone volume fraction of 20%, concentrating to remove organic solvent, and drying to obtain the rhizoma Polygonati and semen Ziziphi Spinosae extract.
EXAMPLE 5 naringin-containing composition
The naringin-containing composition is prepared by mixing naringin and polygonatum sibiricum and spine date seed extract in a weight ratio of 2:1:3 and licorice extract;
the preparation method of the Polygonatum sibiricum and semen Ziziphi Spinosae extract is the same as that of example 1;
the licorice extract is prepared by the following method:
heating and reflux-extracting Glycyrrhrizae radix with 12 times of water at 100deg.C for 1 hr to obtain extractive solution, concentrating and drying to obtain Glycyrrhrizae radix water extract;
loading Glycyrrhrizae radix water extract on macroporous resin column filled with D101 macroporous resin 30 times of Glycyrrhrizae radix water extract, eluting with 1BV water at flow rate of 2BV/h, eluting with 3BV ethanol water solution with volume fraction of 5%, collecting fraction eluted with 5% ethanol water solution, concentrating, and drying to obtain Glycyrrhrizae radix extract.
EXAMPLE 6 naringin-containing composition
The naringin-containing composition is prepared by mixing naringin and polygonatum sibiricum and spine date seed extract in a weight ratio of 2:1:3 and licorice extract;
the preparation method of the Polygonatum sibiricum and semen Ziziphi Spinosae extract is the same as that of example 2;
the preparation method of the licorice extract is the same as in example 5.
Comparative example 1 naringin-containing composition
The naringin-containing composition is prepared by mixing naringin and polygonatum sibiricum and spine date seed extract in a weight ratio of 2:1;
the rhizoma polygonati and wild jujube seed extract is prepared by the following method:
taking rhizoma polygonati and spina date seeds in a weight ratio of 1:1, heating and refluxing for 1h at 55 ℃ by using an organic solvent which is 8 times of the total weight of the rhizoma polygonati and the spina date seeds to obtain a rhizoma polygonati-spina date seed organic solvent extract, concentrating the rhizoma polygonati-spina date seed organic solvent extract to remove the organic solvent, and drying to obtain a rhizoma polygonati-spina date seed organic solvent extract, namely the rhizoma polygonati-spina date seed extract;
the organic solvent is ethanol with the volume fraction of 95%.
Comparative example 2 naringin-containing composition
The naringin-containing composition is prepared by mixing naringin and polygonatum sibiricum and spine date seed extract in a weight ratio of 2:1;
the rhizoma polygonati and wild jujube seed extract is prepared by the following method:
taking rhizoma polygonati and spina date seeds in a weight ratio of 1:1, heating and refluxing for 1h at 55 ℃ by using water with the weight being 8 times of the total weight of the rhizoma polygonati and the spina date seeds to obtain a rhizoma polygonati-spina date seed water extract, concentrating the rhizoma polygonati-spina date seed water extract to remove a solvent, and drying to obtain a rhizoma polygonati-spina date seed organic solvent extract, namely the rhizoma polygonati-spina date seed extract.
Comparative example 3 naringin-containing composition
The naringin-containing composition is prepared by mixing naringin and polygonatum sibiricum and spine date seed extract in a weight ratio of 2:1;
the rhizoma polygonati and wild jujube seed extract is prepared by the following method:
taking rhizoma polygonati and spina date seeds in a weight ratio of 1:1, heating and refluxing for 1h at 55 ℃ by using an organic solvent which is 8 times of the total weight of the rhizoma polygonati and the spina date seeds to obtain a rhizoma polygonati-spina date seed organic solvent extract, concentrating the rhizoma polygonati-spina date seed organic solvent extract to remove the organic solvent, and drying to obtain a rhizoma polygonati-spina date seed organic solvent extract, namely the rhizoma polygonati-spina date seed extract;
the organic solvent is isopropanol.
Comparative example 4 naringin-containing composition
The naringin-containing composition is prepared by mixing naringin and polygonatum sibiricum and spine date seed extract in a weight ratio of 2:1;
the rhizoma polygonati and wild jujube seed extract is prepared by the following method:
taking rhizoma polygonati and spina date seeds in a weight ratio of 1:1, heating and refluxing for 1h at 55 ℃ by using an organic solvent which is 8 times of the total weight of the rhizoma polygonati and the spina date seeds to obtain a rhizoma polygonati-spina date seed organic solvent extract, concentrating the rhizoma polygonati-spina date seed organic solvent extract to remove the organic solvent, and drying to obtain a rhizoma polygonati-spina date seed organic solvent extract, namely the rhizoma polygonati-spina date seed extract;
the organic solvent is acetone.
Comparative example 5 naringin-containing composition
The naringin-containing composition is prepared by mixing naringin and polygonatum sibiricum and spine date seed extract in a weight ratio of 2:1;
the rhizoma polygonati and wild jujube seed extract is prepared by the following method:
taking rhizoma polygonati and spina date seeds in a weight ratio of 1:1, heating and refluxing for 1h at 55 ℃ by using an organic solvent which is 8 times of the total weight of the rhizoma polygonati and the spina date seeds to obtain a rhizoma polygonati-spina date seed organic solvent extract, concentrating the rhizoma polygonati-spina date seed organic solvent extract to remove the organic solvent, and drying to obtain a rhizoma polygonati-spina date seed organic solvent extract;
loading rhizoma Polygonati semen Ziziphi Spinosae organic solvent extract onto silica gel column filled with 200-300 mesh silica gel 30 times of rhizoma Polygonati semen Ziziphi Spinosae organic solvent extract, eluting with petroleum ether acetone mixed solvent with acetone volume fraction of 3BV of 7% at flow rate of 5BV/h to remove impurities; eluting with petroleum ether-acetone mixed solvent with the volume fraction of acetone of 5BV of 19%, collecting the fraction eluted by the petroleum ether-acetone mixed solvent with the volume fraction of acetone of 19%, concentrating to remove organic solvent, and drying to obtain the rhizoma Polygonati-semen Ziziphi Spinosae extract.
Comparative example 6 naringin-containing composition
The naringin-containing composition is prepared by mixing naringin and polygonatum sibiricum and spine date seed extract in a weight ratio of 2:1;
the rhizoma polygonati and wild jujube seed extract is prepared by the following method:
taking rhizoma polygonati and spina date seeds in a weight ratio of 1:1, heating and refluxing for 1h at 55 ℃ by using an organic solvent which is 8 times of the total weight of the rhizoma polygonati and the spina date seeds to obtain a rhizoma polygonati-spina date seed organic solvent extract, concentrating the rhizoma polygonati-spina date seed organic solvent extract to remove the organic solvent, and drying to obtain a rhizoma polygonati-spina date seed organic solvent extract;
loading rhizoma Polygonati semen Ziziphi Spinosae organic solvent extract onto silica gel column filled with 200-300 mesh silica gel 30 times of rhizoma Polygonati semen Ziziphi Spinosae organic solvent extract, eluting with 3BV n-heptane at flow rate of 5BV/h to remove impurities; eluting with 5BV of n-heptane-acetone mixed solvent with acetone volume fraction of 10%, collecting fraction eluted with n-heptane-acetone mixed solvent with acetone volume fraction of 10%, concentrating to remove organic solvent, and drying to obtain the rhizoma Polygonati and semen Ziziphi Spinosae extract.
Comparative example 7 naringin-containing composition
The naringin-containing composition is prepared by mixing naringin and polygonatum sibiricum and spine date seed extract in a weight ratio of 2:1;
the rhizoma polygonati and wild jujube seed extract is prepared by the following method:
taking rhizoma polygonati and spina date seeds in a weight ratio of 1:1, heating and refluxing for 1h at 55 ℃ by using an organic solvent which is 8 times of the total weight of the rhizoma polygonati and the spina date seeds to obtain a rhizoma polygonati-spina date seed organic solvent extract, concentrating the rhizoma polygonati-spina date seed organic solvent extract to remove the organic solvent, and drying to obtain a rhizoma polygonati-spina date seed organic solvent extract;
loading rhizoma Polygonati semen Ziziphi Spinosae organic solvent extract onto silica gel column filled with 200-300 mesh silica gel 30 times of rhizoma Polygonati semen Ziziphi Spinosae organic solvent extract, eluting with 3BV acetone 20% n-heptane/acetone mixed solvent at flow rate of 5BV/h to remove impurities; eluting with 5BV of n-heptane-acetone mixed solvent with acetone volume fraction of 30%, collecting fraction eluted with n-heptane-acetone mixed solvent with acetone volume fraction of 30%, concentrating to remove organic solvent, and drying to obtain the rhizoma Polygonati and semen Ziziphi Spinosae extract.
Experimental example 1 hypoglycemic test of naringin-containing composition
The diabetic model mice with the blood glucose value of more than 10mmol/L are randomly grouped into a model group and an experimental group, and meanwhile normal mice are selected as normal group controls, and 10 mice are respectively selected from each group. The experimental group was administered by intragastric administration 1 time a day at a dose of 100 mg/(kg.d); the model group and the normal group were perfused with an equal amount of physiological saline. Continuously irrigating stomach for 6 weeks, taking blood and measuring fasting blood glucose value; rats were fasted for 12h prior to blood withdrawal; the specific results are shown in Table 1.
The samples of the experimental group of this example were: naringin-containing compositions prepared in examples 1 to 2 and ratios 1 to 7. The test results are shown in Table 1.
TABLE 1 effects of naringin-containing compositions on fasting blood glucose in diabetic mice
As can be seen from the experimental data in table 1, the naringin-containing composition prepared in example 1 has significantly lower fasting blood glucose in mice than in the model group after 6 weeks of gastric administration; this illustrates: the composition obtained by combining naringin and the polygonatum sibiricum and wild jujube seed extract prepared by the method has a good blood sugar reducing effect.
As can be seen from the experimental data in table 1, compared with the model group, the compositions containing naringin prepared in comparative examples 1 to 4 have significantly lower fasting blood glucose values in mice after 6 weeks of gastric administration than in example 1; this illustrates: the choice of the extraction solvent of the rhizoma polygonati and the spina date seeds plays an important role in whether the rhizoma polygonati and the spina date seed extract obtained by extraction have better blood sugar reducing effect after being combined with naringin. The composition obtained by combining the polygonatum and wild jujube seed extract and naringin, which are extracted by adopting a mixed organic solvent consisting of isopropanol and acetone, has a blood sugar reducing effect which is obviously higher than that of the composition obtained by combining the polygonatum and wild jujube seed extract and naringin, which are extracted by adopting other organic solvents.
As can be seen from the experimental data in Table 1, the naringin-containing composition prepared in example 1 showed significantly lower fasting blood glucose in mice after 6 weeks of gastric administration than the naringin-containing compositions prepared in comparative examples 3 and 4. This illustrates: the Polygonatum sibiricum and semen Ziziphi Spinosae extract obtained by extracting with mixed organic solvent composed of isopropanol and acetone can synergistically improve the blood sugar reducing effect of the composition obtained by combining the Polygonatum sibiricum and naringin.
As can be seen from the experimental data in table 1, the naringin-containing composition prepared in example 2 was further significantly smaller than example 1 in terms of fasting blood glucose in mice after 6 weeks of gastric administration; this illustrates: in the silica gel column elution process, the composition prepared by combining the polygonatum wild jujube seed extract and naringin and adopting the elution condition (eluting by using the n-heptane-acetone mixed solvent with the acetone volume fraction of 5-8 percent and eluting by using the n-heptane-acetone mixed solvent with the acetone volume fraction of 17-20 percent) has the blood sugar reducing effect greatly improved compared with the composition prepared by combining the polygonatum wild jujube seed organic solvent extract and naringin in the embodiment 1; has excellent blood sugar reducing effect.
As can be seen from the experimental data in table 1, the naringin-containing compositions prepared in comparative examples 5 and 6 did not significantly reduce fasting blood glucose in mice after 6 weeks of administration by stomach administration compared to example 1, which was significantly smaller than example 2; the naringin-containing composition prepared in comparative example 7 had even higher fasting blood glucose than in example 1 in mice after 6 weeks of gastric administration; this illustrates: the elution condition of the silica gel column is critical, the elution condition of the silica gel column is different, and the composition and the content of the active ingredients in the prepared rhizoma polygonati and wild jujube seed extract are different; if the elution condition of the silica gel column is not properly selected, the content of the active ingredients with the blood sugar reducing effect in the prepared rhizoma polygonati and wild jujube seed extract is possibly reduced; this does not increase the hypoglycemic effect even further, but may decrease it. Therefore, only the composition prepared by combining the polygonatum and wild jujube seed extract and naringin, which is prepared by adopting the elution condition (eluting by using the n-heptane-acetone mixed solvent with the acetone volume fraction of 5-8 percent and eluting by using the n-heptane-acetone mixed solvent with the acetone volume fraction of 17-20 percent) has the excellent hypoglycemic effect, and the hypoglycemic effect can be greatly improved; the blood sugar reducing effect of the composition prepared by combining the polygonatum sibiricum and the zizyphus jujuba seed extract and naringin under other elution conditions cannot be greatly improved, and the composition does not have very excellent blood sugar reducing effect.
Experimental example 2 anti-respiratory syncytial Virus action of naringin-containing composition
2X 10 cells were seeded in 24-well cell culture plates at 1mL per well 5 HEp-2 cells in cell/mL; then cultured in an incubator (37 ℃,5% CO) 2 ) To a cell monolayer; next, 100. Mu.L of 100PFU/mL respiratory syncytial virus suspension and 100. Mu.L of sample solutions to be tested at different concentrations were added to each well of the experimental groupL is; in addition, a virus control group and a cell control group are also arranged; the groups were then placed in an incubator for cultivation (37 ℃,5% co 2 ) 2h; after the culture is finished, absorbing and discarding virus liquid, washing 3 times by using PBS, adding 0.5mL of agarose gel covering liquid into each hole for covering, adding 0.5mL of sample solution to be tested with corresponding concentration into each experimental group without holes after the agarose gel is solidified, and adding an equal volume of maintenance liquid into each hole by using a virus control group and a cell control group; culturing in incubator (37deg.C, 5% CO) 2 ) 4-5 d, after the culture is finished, adding formaldehyde (10%) to fix for one night, then removing agarose gel, dyeing for 40min by using 1% crystal violet, washing a 2-culture plate by using water after the dyeing is finished, and counting the number of plaques after airing; further, the plaque inhibition ratio of the sample was calculated from the plaque number, and the median inhibition concentration IC50 was calculated from the plaque inhibition ratio.
The IC50 values of each experimental group are shown in Table 2, and the samples tested in each experimental group are naringin-containing compositions prepared in examples 1-2 and ratios 1-7, respectively.
TABLE 1 naringin-containing composition anti-respiratory syncytial virus experimental results
As can be seen from the experimental data in Table 1, the naringin-containing composition prepared in example 1 has an IC50 value of 15.5. Mu.g/mL for respiratory syncytial virus; this illustrates: the composition obtained by combining naringin and the polygonatum sibiricum and wild jujube seed extract prepared by the method has a good effect of resisting respiratory syncytial virus.
As can be seen from the experimental data in Table 1, the compositions containing naringin prepared in comparative examples 1 to 4 have significantly higher IC50 values against respiratory syncytial virus than those of example 1; this illustrates: the selection of the extraction solvent of the rhizoma polygonati and the spina date seeds plays an important role in whether the rhizoma polygonati and the spina date seed extract obtained by extraction have better respiratory syncytial virus resistance after being combined with naringin. The composition obtained by combining the polygonatum and wild jujube seed extract and naringin, which are extracted by adopting a mixed organic solvent consisting of isopropanol and acetone, has a significantly higher effect on resisting respiratory syncytial virus than the composition obtained by combining the polygonatum and wild jujube seed extract and naringin, which are extracted by adopting other organic solvents.
As can be seen from the experimental data in Table 1, the naringin-containing composition prepared in example 1 has an IC50 value against respiratory syncytial virus which is also substantially smaller than that of the naringin-containing compositions prepared in comparative examples 3 and 4. This illustrates: the Polygonatum sibiricum and semen Ziziphi Spinosae extract obtained by extracting with mixed organic solvent composed of isopropanol and acetone can synergistically improve the anti-respiratory syncytial virus effect of the composition obtained by combining the Polygonatum sibiricum and naringin.
As can be seen from the experimental data in table 1, the composition containing naringin prepared in example 2 has an IC50 value for respiratory syncytial virus substantially smaller than that of example 1; this illustrates: the composition prepared by combining the polygonatum and spine date seed extract and naringin is further greatly improved in the respiratory syncytial virus resistance compared with the composition prepared by combining the polygonatum and spine date seed organic solvent extract and naringin in the embodiment 1, wherein the elution condition of the silica gel column is that the n-heptane and acetone mixed solvent with the acetone volume fraction of 5-8% is used for eluting impurities, and the n-heptane and acetone mixed solvent with the acetone volume fraction of 17-20% is used for eluting impurities; has excellent effect of resisting respiratory syncytial virus.
As can be seen from the experimental data in table 1, the compositions containing naringin prepared in comparative examples 5 and 6 have an IC50 value against respiratory syncytial virus which is not greatly reduced compared to example 1, and which is greatly reduced compared to example 2; the naringin-containing composition prepared in comparative example 7 has an IC50 value against respiratory syncytial virus even higher than that of example 1; this illustrates: the elution condition of the silica gel column is critical, the elution condition of the silica gel column is different, and the composition and the content of the active ingredients in the prepared rhizoma polygonati and wild jujube seed extract are different; if the elution condition of the silica gel column is not properly selected, the content of the active ingredients with the effect of resisting respiratory syncytial virus in the prepared Polygonatum sibiricum and semen Ziziphi Spinosae extract can be possibly reduced; this does not increase the anti-respiratory syncytial virus effect even further, but may decrease. Therefore, only the composition prepared by combining the polygonatum and spine date seed extract and naringin, which is prepared by adopting the silica gel column elution condition (eluting by using the n-heptane-acetone mixed solvent with the acetone volume fraction of 5-8 percent and eluting by using the n-heptane-acetone mixed solvent with the acetone volume fraction of 17-20 percent), can greatly improve the anti-respiratory syncytial virus effect, and has very excellent anti-respiratory syncytial virus effect; the composition obtained by combining the polygonatum sibiricum and the zizyphus jujuba seed extract and naringin prepared under other silica gel column elution conditions cannot greatly improve the anti-respiratory syncytial virus effect, and does not have very excellent anti-respiratory syncytial virus effect.
Experimental example 3 solubility experiment
1g of the naringin-containing composition prepared in example 1 and examples 5 and 6 was added into a beaker, followed by 200mL of water, stirred uniformly, and left to stand for 24 hours, and then whether precipitation was generated was observed; the results are shown in Table 3.
TABLE 3 solubility test results of naringin-containing compositions
As can be seen from the experimental results in Table 3, the naringin-containing composition composed of naringin and the Polygonatum sibiricum and wild jujube seed extract prepared in example 1 has poor solubility in water and shows obvious precipitation after being left for 24 hours. In examples 5 and 6, naringin and the extract of Polygonatum sibiricum and semen Ziziphi Spinosae were added with the composition containing naringin composed of the licorice extract prepared by the method of the present invention, and no precipitate was generated after 24 hours of standing; this illustrates: after the licorice extract prepared by the method is mixed with naringin and the polygonatum sibiricum and wild jujube seed extract, the dissolution capacity of the naringin and the polygonatum sibiricum and wild jujube seed extract in water can be improved.
EXAMPLE 7 preparation of naringin-containing beverage
Adding 1g of the naringin-containing composition prepared in the example 1 and 0.2g of flavoring agent into 1000mL of purified water, uniformly stirring, and sterilizing to obtain the naringin-containing beverage.
EXAMPLE 8 preparation of naringin-containing beverage
Adding 0.5g of the naringin-containing composition prepared in the example 2 and 0.2g of the flavoring agent into 1000mL of purified water, uniformly stirring, and sterilizing to obtain the naringin-containing beverage.
EXAMPLE 9 preparation of naringin-containing beverage
Adding 1g of the naringin-containing composition prepared in the example 5 and 0.1g of the flavoring agent into 1000mL of purified water, uniformly stirring, and sterilizing to obtain the naringin-containing beverage.
EXAMPLE 10 preparation of naringin-containing beverage
Adding 1g of the naringin-containing composition prepared in the example 6 and 0.1g of flavoring agent into 1000mL of purified water, uniformly stirring, and sterilizing to obtain the naringin-containing beverage.
Claims (6)
1. A composition containing naringin is characterized by comprising naringin and rhizoma polygonati and semen zizil extract
A material;
wherein the weight ratio of naringin to Polygonatum sibiricum spine date seed extract is 1-2:1;
the rhizoma polygonati and wild jujube seed extract is prepared by the following method:
extracting rhizoma Polygonati and semen Ziziphi Spinosae with organic solvent to obtain rhizoma Polygonati semen Ziziphi Spinosae organic solvent extractive solution, removing organic solvent from rhizoma Polygonati semen Ziziphi Spinosae organic solvent extractive solution, and drying to obtain rhizoma Polygonati semen Ziziphi Spinosae organic solvent extract; the organic solvent is a mixed organic solvent composed of isopropanol and acetone in a volume ratio of 3-5:1; the weight ratio of the rhizoma polygonati to the spina date seeds is 1-3:1-3;
further loading the polygonatum sibiricum and spina date seed organic solvent extract on a silica gel column, eluting with an n-heptane-acetone mixed solvent with the acetone volume fraction of 5-8% to remove impurities; eluting with an n-heptane-acetone mixed solvent with the acetone volume fraction of 17-20%, collecting fractions eluted from the n-heptane-acetone mixed solvent with the acetone volume fraction of 17-20%, removing the organic solvent, and drying to obtain the polygonatum sibiricum and spina date seed extract.
2. Use of the naringin-containing composition of claim 1 for the preparation of a product having hypoglycemic and/or antiviral effects.
3. Use of the naringin-containing composition of claim 1 in the preparation of a naringin-containing beverage.
4. The use according to claim 3, wherein the naringin-containing composition is present in an amount of 0.5 to 1g in 1000mL naringin-containing beverage.
5. The use according to claim 3, wherein the naringin-containing beverage further comprises a flavoring agent.
6. The use according to claim 3, wherein the naringin-containing beverage further comprises a preservative.
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