CN103948706A - Method for extracting apple polyphenol with function of preventing decayed teeth from apple peel residues - Google Patents
Method for extracting apple polyphenol with function of preventing decayed teeth from apple peel residues Download PDFInfo
- Publication number
- CN103948706A CN103948706A CN201410206893.5A CN201410206893A CN103948706A CN 103948706 A CN103948706 A CN 103948706A CN 201410206893 A CN201410206893 A CN 201410206893A CN 103948706 A CN103948706 A CN 103948706A
- Authority
- CN
- China
- Prior art keywords
- apple
- water
- apple polyphenol
- mali pumilae
- fructus mali
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
Landscapes
- Medicines Containing Plant Substances (AREA)
- Cosmetics (AREA)
- Coloring Foods And Improving Nutritive Qualities (AREA)
Abstract
The invention relates to the technical field of deep processing of agricultural products and in particular relates to a method for extracting apple polyphenol with a function of preventing decayed teeth from apple peel residues. The invention aims to provide a method for extracting apple polyphenol with the function of preventing decayed teeth from apple peel residues, and the apple polyphenol with high purity, high functional activity, high additional value and decayed tooth prevention activity is obtained. According to the method, resource reutilization of the apple peel residues is realized, the apple peel residue resources are reutilized in a polyphenol extraction mode, the wastes are changed into valuable materials, and the effects of reducing the environmental pollution, promoting deep processing of apple resources and improving the additional value of the product are achieved.
Description
Technical field
The present invention relates to deep-processing technical field of agricultural products, particularly a kind of method with anti-dental caries function apple polyphenol of extracting from apple peel.
Background technology
Fructus Mali pumilae is the fruit of China's output maximum.Fructus Mali pumilae contains the multiple materials useful to human body such as polyphenol, fructose, organic acid, vitamin and mineral, has good nutritive value and health-care effect.
Apple polyphenol is important nutrient substance and the neurological progression composition of a class in Fructus Mali pumilae.Apple polyphenol has antioxidation, antiallergic, dental caries, smelly eliminating, antitumor, mutation, inhibition toxin, improves the physiological functions such as HypercholesterolemicRats, whitening.Functional and safety due to apple polyphenol, is widely used in the fields such as food, health product, medicine, cosmetics.Apple polyphenol functional product has vast potential for future development.
It is active that apple polyphenol has better oxidation resistance and dental caries than tea polyphenols, and the dental caries effect of Fructus Mali pumilae condensed tannin is 100 times of Cg epicatechol gallate in Folium Camelliae sinensis.
The polyphenol content at the position that Fructus Mali pumilae is different is different with kind.In most cases, the total phenol content in peel is the highest, and the polyphenol in peel (except chlorogenic acid and epicatechin) is far above the content in sarcocarp.The by-product that apple peel is produced as Sucus Mali pumilae, except a part is used as feedstuff, fertilizer, major part is all processed with production waste, and utilization rate is very low, also causes serious environmental pollution when causing the wasting of resources.
At present, domestic to Fructus Mali pumilae, functional research mainly concentrates on antioxidant activity, less about the research of its anti-dental caries function both at home and abroad.About the research of apple polyphenol anti-dental caries function, only there are several Japanese scholars to do relevant research report.There are some researches show, Fructus Mali pumilae condensed tannin has stronger GTFS and suppresses active, far above tea polyphenols.
Summary of the invention
The object of the present invention is to provide a kind of method with anti-dental caries function apple polyphenol of extracting from apple peel, obtain and have that purity is high, functional activity is high, the apple polyphenol of the dental caries activity of high added value.
In order to achieve the above object, the invention provides following technical scheme:
A method of extracting apple polyphenol from apple peel, comprises the steps:
A. getting and removing the really dry apple peel of seed is raw material, by its fragmentation, and electric mill powder process to 40～100 order;
B. the apple peel powder grinding is mixed according to the ratio of 1:4～1:12 (w/v) with 20%～80% acetone-water solution, in temperature, be under the condition of 20～80 ℃, ultrasonic extraction 30～90min, centrifugal after, collect supernatant, obtain apple polyphenol extracting solution;
C. adopt rotary evaporation to remove the acetone in apple polyphenol extracting solution, the bath temperature of rotary evaporation is 35～55 ℃, obtains apple polyphenol concentrated solution after removing acetone and part water;
D. the flow velocity with 0.2-2mL/min after apple polyphenol concentrated solution water being diluted with 1:3～1:7 (w/v) ratio carries out separation in macroporous resin loading, after loading, with deionized water, wash, use again the ethanol-water solution eluting of 40%-80%, collect effluent, to effluent concentrated by rotary evaporation, obtain apple polyphenol crude separation concentrated solution;
E. after apple polyphenol crude separation concentrated solution water being diluted with 1:3～1:7 (w/v) ratio, in polydextran gel loading, carry out secondarily purified, after loading, first wash, use again 20%～80% ethanol-water solution eluting, finally use 30%～90% acetone-water eluant solution, obtain respectively the eluent of Fructus Mali pumilae Hydrolysable Tannins and Fructus Mali pumilae condensed tannin;
F. (35～55 ℃ of water-baths are carried out the Fructus Mali pumilae Hydrolysable Tannins of collecting and Fructus Mali pumilae condensed tannin eluent to be rotated respectively to evaporation, remove respectively ethanol and acetone) and lyophilization, obtain respectively pure Fructus Mali pumilae Hydrolysable Tannins and Fructus Mali pumilae condensed tannin powder, obtain described apple polyphenol.
In described step b, the apple peel powder grinding is mixed according to the ratio of 1:8～1:11 (w/v) with 60%～80% acetone-water solution, in temperature, be under the condition of 55～70 ℃, ultrasonic extraction 60～70min, after centrifugal, collect supernatant, obtain apple polyphenol extracting solution;
In described step c, the bath temperature of rotary evaporation is 35～45 ℃;
In described steps d, flow velocity with 0.2-2mL/min after apple polyphenol concentrated solution water is diluted with 1:3～1:7 (w/v) ratio carries out separation in macroporous resin loading, after loading, with deionized water, wash, use again 60%～70% ethanol-water solution eluting, collect effluent, to effluent concentrated by rotary evaporation, obtain apple polyphenol crude separation concentrated solution;
In described step e, after apple polyphenol crude separation concentrated solution water is diluted with 1:3～1:7 (w/v) ratio, in polydextran gel loading, carry out secondarily purified, after loading, first wash, use again 55%～65% ethanol-water solution eluting, finally use 65%～75% acetone-water eluant solution, obtain respectively the eluent of Fructus Mali pumilae Hydrolysable Tannins and Fructus Mali pumilae condensed tannin;
In described step f, the Fructus Mali pumilae Hydrolysable Tannins of collecting and Fructus Mali pumilae condensed tannin eluent are rotated respectively to evaporation, and (35～45 ℃ of water-baths are carried out, remove respectively ethanol and acetone) and lyophilization, obtain respectively pure Fructus Mali pumilae Hydrolysable Tannins and Fructus Mali pumilae condensed tannin powder, obtain described apple polyphenol.
A kind of prepared apple polyphenol with anti-dental caries function of method that extracts apple polyphenol from apple peel.
Compared with prior art, beneficial effect of the present invention is:
The present invention has realized the resource recycling of apple peel, and the mode of extracting with polyphenol recycles apple peel resource, turns waste into wealth, and has reached the intensive processing that reduces environmental pollution, promotes apple resource, the effect that improves added value of product.
The specific embodiment
Below, in conjunction with the embodiments, at length explain further the present invention.
A kind of method with anti-dental caries function apple polyphenol of extracting from apple peel of the present invention, comprises the following steps:
A. take remove fruit seed dry apple peel be raw material, by its fragmentation, electric mill powder process to 40～100 order, cryopreservation is standby.
B. the extraction of apple polyphenol: the apple peel powder grinding is mixed according to the ratio of 1:4～1:12 (w/v) with 20%～80% acetone-water solution, in temperature, be under the condition of 20～80 ℃, ultrasonic extraction 30～90min, after centrifugal, collect supernatant, obtain apple polyphenol extracting solution.
C. apple polyphenol is concentrated: adopt the method for rotary evaporation to remove the acetone in apple polyphenol extracting solution, the bath temperature of rotary evaporation is 35～55 ℃, obtains apple polyphenol concentrated solution after removing acetone and part water.
D. the separation of apple polyphenol: after apple polyphenol concentrated solution water is diluted with 1:3～1:7 (w/v) ratio, flow velocity with 0.2-2ml/min carries out separation in macroporous resin loading, after loading, with deionized water, wash, use again the ethanol-water solution eluting of 40%-80%, collect effluent, to effluent concentrated by rotary evaporation (removal ethanol), obtain apple polyphenol crude separation concentrated solution.
E. apple polyphenol is secondarily purified: after apple polyphenol crude separation concentrated solution water dilutes with 1:3～1:7 (w/v) ratio, in polydextran gel loading, carry out secondarily purified, after washing after loading, use again 20%～80% ethanol-water solution eluting, finally use 30%～90% acetone-water eluant solution, obtain respectively the eluent of Fructus Mali pumilae Hydrolysable Tannins and Fructus Mali pumilae condensed tannin.
F. (35～55 ℃ of water-baths are carried out the Fructus Mali pumilae Hydrolysable Tannins of collecting and Fructus Mali pumilae condensed tannin eluent to be rotated respectively to evaporation, remove respectively ethanol and acetone) and lyophilization, obtain respectively pure Fructus Mali pumilae Hydrolysable Tannins and Fructus Mali pumilae condensed tannin powder, obtain described apple polyphenol.
A kind of further method with anti-dental caries function apple polyphenol of extracting from apple peel of the present invention, comprises the following steps:
A. take remove fruit seed dry apple peel be raw material, by its fragmentation, electric mill powder process to 40～100 order, cryopreservation is standby.
B. the extraction of apple polyphenol: the apple peel powder grinding is mixed according to the ratio of 1:8～1:11 (w/v) with 60%～80% acetone-water solution, in temperature, be under the condition of 55～70 ℃, ultrasonic extraction 60～70min, after centrifugal, collect supernatant, obtain apple polyphenol extracting solution.
C. apple polyphenol is concentrated: adopt the method for rotary evaporation to remove the acetone in apple polyphenol extracting solution, the bath temperature of rotary evaporation is 35～45 ℃, obtains apple polyphenol concentrated solution after removing acetone and part water.
D. the separation of apple polyphenol: after apple polyphenol concentrated solution water is diluted with 1:3～1:7 (w/v) ratio, flow velocity with 0.2-2mL/min carries out separation in macroporous resin loading, after loading, with deionized water, wash, use again 60%～70% ethanol-water solution eluting, collect effluent, to effluent concentrated by rotary evaporation, obtain apple polyphenol crude separation concentrated solution.
E. apple polyphenol is secondarily purified: after apple polyphenol crude separation concentrated solution water dilutes with 1:3～1:7 (w/v) ratio, in polydextran gel loading, carry out secondarily purified, after washing after loading, use again 55%～65% ethanol-water solution eluting, finally use 65%～75% acetone-water eluant solution, obtain respectively the eluent of Fructus Mali pumilae Hydrolysable Tannins and Fructus Mali pumilae condensed tannin.
F. (35～45 ℃ of water-baths are carried out the Fructus Mali pumilae Hydrolysable Tannins of collecting and Fructus Mali pumilae condensed tannin eluent to be rotated respectively to evaporation, remove respectively ethanol and acetone) and lyophilization, obtain respectively pure Fructus Mali pumilae Hydrolysable Tannins and Fructus Mali pumilae condensed tannin powder, obtain described apple polyphenol.
Embodiment 1
Get dry apple peel and remove fruit seed, by its fragmentation, electric mill powder process to 100 order ,-20 ℃ of cryopreservation are standby.
According to the solid-liquid ratio of 1:6 (w/v), add respectively the acetone-water solution that apple peel powder and concentration are 80%, at 60 ℃ of ultrasonic extraction 90min, obtain the extracting solution that contains apple polyphenol, centrifugal (5000r/min, 20min), collects supernatant.
Adopt the mode of rotary evaporation to remove the acetone in supernatant, be rotated evaporation, bath temperature is 55 ℃, obtains apple polyphenol concentrated solution.
Apple polyphenol concentrated solution water is diluted with 1:6 (w/v) ratio, adopt SepabeadsSP-850 macroporous resin with the flow velocity loading of 0.2mL/min, with deionized water, wash afterwards, use again 60% ethanol-water solution eluting, collect effluent, to effluent concentrated by rotary evaporation (40 ℃), obtain apple polyphenol crude separation concentrated solution.
The crude separation concentrated solution water obtaining is diluted with 1:6 (w/v), with Sephadex LH-20 polydextran gel loading, carry out secondarily purified, after loading, wash, use again 80% ethanol-water solution and 90% acetone-water eluant solution, obtain respectively the eluent of Fructus Mali pumilae Hydrolysable Tannins and Fructus Mali pumilae condensed tannin.
The Fructus Mali pumilae Hydrolysable Tannins of collecting and Fructus Mali pumilae condensed tannin eluent are rotated to evaporation (35 ℃ of bath temperatures, remove respectively ethanol and acetone) and lyophilization, obtain respectively pure Fructus Mali pumilae Hydrolysable Tannins and Fructus Mali pumilae condensed tannin powder, obtain described apple polyphenol.
Embodiment 2
Get dry apple peel and remove fruit seed, by its fragmentation, electric mill powder process to 60 order ,-20 ℃ of cryopreservation are standby.
According to the solid-liquid ratio of 1:12 (w/v), add respectively the acetone-water solution that apple peel powder and concentration are 40%, at 70 ℃ of ultrasonic extraction 60min, obtain the extracting solution that contains apple polyphenol, centrifugal (5000r/min, 20min), collects supernatant.
Adopt the mode of rotary evaporation to remove the acetone in supernatant, be rotated evaporation, bath temperature is 45 ℃, obtains apple polyphenol concentrated solution.
Apple polyphenol concentrated solution water is diluted with 1:5 (w/v) ratio, adopt ADS-17 macroporous resin with the flow velocity loading of 1.5mL/min, with deionized water, wash afterwards, use again 80% ethanol-water solution eluting, collect effluent, to effluent concentrated by rotary evaporation (40 ℃), obtain apple polyphenol crude separation concentrated solution.
The crude separation concentrated solution water obtaining is diluted with 1:5 (w/v), with Sephadex LH-20 polydextran gel loading, carry out secondarily purified, after loading, wash, then with 60% ethanol-water solution and 65% acetone-water eluant solution, obtain respectively the eluent of Fructus Mali pumilae Hydrolysable Tannins and Fructus Mali pumilae condensed tannin.
The Fructus Mali pumilae Hydrolysable Tannins of collecting and Fructus Mali pumilae condensed tannin eluent are rotated to evaporation (55 ℃ of bath temperatures, remove respectively ethanol and acetone) and lyophilization, obtain respectively pure Fructus Mali pumilae Hydrolysable Tannins and Fructus Mali pumilae condensed tannin powder, obtain described apple polyphenol.
Embodiment 3
Get dry apple peel and remove fruit seed, by its fragmentation, electric mill powder process to 40 order ,-20 ℃ of cryopreservation are standby.
According to the solid-liquid ratio of 1:10 (w/v), add respectively the acetone-water solution that apple peel powder and concentration are 75%, at 70 ℃ of ultrasonic extraction 30min, obtain the extracting solution that contains apple polyphenol, centrifugal (5000r/min, 20min), collects supernatant.
Adopt the mode of rotary evaporation to remove the acetone in supernatant, be rotated evaporation, bath temperature is 35 ℃, obtains apple polyphenol concentrated solution.
Apple polyphenol concentrated solution water is diluted and adopts AB-8 macroporous resin with the flow velocity loading of 2mL/min with 1:4 (w/v) ratio, with deionized water, wash afterwards, use again 65% ethanol-water solution eluting, collect effluent, to effluent concentrated by rotary evaporation (40 ℃), obtain apple polyphenol crude separation concentrated solution.
The crude separation concentrated solution water obtaining is diluted with 1:4 (w/v), with Sephadex LH-20 polydextran gel loading, carry out secondarily purified, after loading, wash, then with 50% ethanol-water solution and 50% acetone-water eluant solution, obtain respectively the eluent of Fructus Mali pumilae Hydrolysable Tannins and Fructus Mali pumilae condensed tannin.
The Fructus Mali pumilae Hydrolysable Tannins of collecting and Fructus Mali pumilae condensed tannin eluent are rotated to evaporation (40 ℃ of bath temperatures, remove respectively ethanol and acetone) and lyophilization, obtain respectively pure Fructus Mali pumilae Hydrolysable Tannins and Fructus Mali pumilae condensed tannin powder, obtain described apple polyphenol.
Claims (3)
1. from apple peel, extract a method for apple polyphenol, it is characterized in that: comprise the steps:
A. getting and removing the really dry apple peel of seed is raw material, by its fragmentation, and electric mill powder process to 40～100 order;
B. the apple peel powder grinding is mixed according to the ratio of 1:4～1:12 (w/v) with 20%～80% acetone-water solution, in temperature, be under the condition of 20～80 ℃, ultrasonic extraction 30～90min, centrifugal after, collect supernatant, obtain apple polyphenol extracting solution;
C. adopt rotary evaporation to remove the acetone in apple polyphenol extracting solution, the bath temperature of rotary evaporation is 35～55 ℃, obtains apple polyphenol concentrated solution after removing acetone and part water;
D. the flow velocity with 0.2-2mL/min after apple polyphenol concentrated solution water being diluted with 1:3～1:7 (w/v) ratio carries out separation in macroporous resin loading, after loading, with deionized water, wash, use again the ethanol-water solution eluting of 40%-80%, collect effluent, to effluent concentrated by rotary evaporation, obtain apple polyphenol crude separation concentrated solution;
E. after apple polyphenol crude separation concentrated solution water being diluted with 1:3～1:7 (w/v) ratio, in polydextran gel loading, carry out secondarily purified, after loading, first wash, use again 20%～80% ethanol-water solution eluting, finally use 30%～90% acetone-water eluant solution, obtain respectively the eluent of Fructus Mali pumilae Hydrolysable Tannins and Fructus Mali pumilae condensed tannin;
F. (35～55 ℃ of water-baths are carried out the Fructus Mali pumilae Hydrolysable Tannins of collecting and Fructus Mali pumilae condensed tannin eluent to be rotated respectively to evaporation, remove respectively ethanol and acetone) and lyophilization, obtain respectively pure Fructus Mali pumilae Hydrolysable Tannins and Fructus Mali pumilae condensed tannin powder, obtain described apple polyphenol.
2. a kind of method of extracting apple polyphenol from apple peel as claimed in claim 1, is characterized in that:
In described step b, the apple peel powder grinding is mixed according to the ratio of 1:8～1:11 (w/v) with 60%～80% acetone-water solution, in temperature, be under the condition of 55～70 ℃, ultrasonic extraction 60～70min, after centrifugal, collect supernatant, obtain apple polyphenol extracting solution;
In described step c, the bath temperature of rotary evaporation is 35～45 ℃;
In described steps d, flow velocity with 0.2-2mL/min after apple polyphenol concentrated solution water is diluted with 1:3～1:7 (w/v) ratio carries out separation in macroporous resin loading, after loading, with deionized water, wash, use again 60%～70% ethanol-water solution eluting, collect effluent, to effluent concentrated by rotary evaporation, obtain apple polyphenol crude separation concentrated solution;
In described step e, after apple polyphenol crude separation concentrated solution water is diluted with 1:3～1:7 (w/v) ratio, in polydextran gel loading, carry out secondarily purified, after loading, first wash, use again 55%～65% ethanol-water solution eluting, finally use 65%～75% acetone-water eluant solution, obtain respectively the eluent of Fructus Mali pumilae Hydrolysable Tannins and Fructus Mali pumilae condensed tannin;
In described step f, the Fructus Mali pumilae Hydrolysable Tannins of collecting and Fructus Mali pumilae condensed tannin eluent are rotated respectively to evaporation, and (35～45 ℃ of water-baths are carried out, remove respectively ethanol and acetone) and lyophilization, obtain respectively pure Fructus Mali pumilae Hydrolysable Tannins and Fructus Mali pumilae condensed tannin powder, obtain described apple polyphenol.
3. the prepared apple polyphenol with anti-dental caries function of method that extracts apple polyphenol from apple peel as claimed in claim 1 or 2.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410206893.5A CN103948706A (en) | 2014-05-16 | 2014-05-16 | Method for extracting apple polyphenol with function of preventing decayed teeth from apple peel residues |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410206893.5A CN103948706A (en) | 2014-05-16 | 2014-05-16 | Method for extracting apple polyphenol with function of preventing decayed teeth from apple peel residues |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN103948706A true CN103948706A (en) | 2014-07-30 |
Family
ID=51326148
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201410206893.5A Pending CN103948706A (en) | 2014-05-16 | 2014-05-16 | Method for extracting apple polyphenol with function of preventing decayed teeth from apple peel residues |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN103948706A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105394647A (en) * | 2015-12-31 | 2016-03-16 | 四川农业大学 | Preparation method for whole apple peel powder |
| CN111272516A (en) * | 2020-04-07 | 2020-06-12 | 中国林业科学研究院林产化学工业研究所 | Preparation method of tannic acid standard sample |
-
2014
- 2014-05-16 CN CN201410206893.5A patent/CN103948706A/en active Pending
Non-Patent Citations (2)
| Title |
|---|
| 庞韵华: "组合干燥法生产苹果片的研究", 《中国优秀硕士学位论文全文数据库 工程科技Ⅰ辑》 * |
| 杨薇等: "不同来源苹果多酚的抗龋齿功能性研究", 《食品科学》 * |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105394647A (en) * | 2015-12-31 | 2016-03-16 | 四川农业大学 | Preparation method for whole apple peel powder |
| CN111272516A (en) * | 2020-04-07 | 2020-06-12 | 中国林业科学研究院林产化学工业研究所 | Preparation method of tannic acid standard sample |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN103349110B (en) | Active tea cream high in extraction rate and complete in beneficial component preservation and preparation method thereof | |
| CN101785552A (en) | Raspberry seed extractive and extraction process | |
| CN105662963A (en) | Apple polyphenol-based multi-effect beauty mask and preparation method thereof | |
| CN103896901A (en) | Method for extracting purified anthocyanin from purple sweet potatoes | |
| CN104547045A (en) | Compound moringa oleifera instant granules and preparation method thereof | |
| CN103976909A (en) | Gerbera extracting solution as well as preparation method and application thereof | |
| CN102850419A (en) | Method for extracting cordycepin and polysaccharide from cordyceps militaris | |
| CN104546989A (en) | Method for preparing cranberry extract and capsules thereof | |
| CN105616465A (en) | Method for extracting polyphenol from mango skins | |
| CN101643589A (en) | Extraction method of natural sunflower seed hull melanin | |
| CN103948706A (en) | Method for extracting apple polyphenol with function of preventing decayed teeth from apple peel residues | |
| CN103789129A (en) | Passion fruit wine | |
| CN104189140A (en) | Photinia serrulata procyanidine as well as preparation method and application thereof | |
| CN104558066A (en) | Extraction method for arbutin | |
| CN104982860B (en) | The preparation method of blackberry extract | |
| CN104327131B (en) | Method for extracting punicalagin from pomegranate peel | |
| CN104017099B (en) | Microwave extraction, separation and purification method of pea polysaccharide | |
| CN102579294B (en) | Raw material composition of grape seed ultrafine powder facial cream mask and preparation method of the grape seed ultrafine powder facial cream mask | |
| CN102898411A (en) | Proanthocyanidin extraction technology | |
| CN104958203A (en) | Water shield mask lotion | |
| CN102453012A (en) | Extraction process for oligomeric proanthocyanidins | |
| CN101791359A (en) | Natural selenium-enriched green tea functional composite component extracting method | |
| CN106675786B (en) | Method for extracting essential oil mixture from branches, leaves, bark and roots of taxus chinensis and taxus chinensis essential oil mixture | |
| CN106511196A (en) | Sericin sunscreen emulsion having effects of moisture retention and regeneration and preparation method thereof | |
| CN106420699A (en) | Novel tyrosinase inhibitor |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| RJ01 | Rejection of invention patent application after publication |
Application publication date: 20140730 |
|
| RJ01 | Rejection of invention patent application after publication |