CN1554323A - Method for preparing red sage root extract and its use in beauty, skin-care and shampoo articles - Google Patents
Method for preparing red sage root extract and its use in beauty, skin-care and shampoo articles Download PDFInfo
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- CN1554323A CN1554323A CNA2003101040614A CN200310104061A CN1554323A CN 1554323 A CN1554323 A CN 1554323A CN A2003101040614 A CNA2003101040614 A CN A2003101040614A CN 200310104061 A CN200310104061 A CN 200310104061A CN 1554323 A CN1554323 A CN 1554323A
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Abstract
The preparation process of red sage extract includes the following steps: twice decoction of red sage in water and centrifugating the cold decoction to obtain supernatant; concentrating supernatant, regulating pH with lime milk to 10, stirring 30 min, adding sulfuric acid solution one 20 wt% concentration to regulate pH to 6.0, letting stand, filtering, decompression concentrating the filtrate to dry and crushing into powder; extracting the powder with ethyl acetate for at least two times, merging extracted liquid, concentration, adding neutral alumina and active carbon, stirring at 40 deg.c for 30 min, setting at temperature lower than 10 deg.c, filtering, and decompression concentrating filtrate to obtain the red sage extract while recovering ethyl acetate.
Description
Technical field:
The present invention is relevant with the method and the application of extract in beauty treatment, skin protection, hair shampoo article thereof of the total phenolic acid of soluble small molecular in the extraction Radix Salviae Miltiorrhizae.
Background technology:
Radix Salviae Miltiorrhizae is one of conventional Chinese medicine, has been used for multiple pharmaceutical preparation, is mainly used in the treatment cardiovascular system diseases.Radix Salviae Miltiorrhizae extract is used for that the report of cosmetics is less, and the minority cosmetics have used micro-Radix Salviae Miltiorrhizae ester dissolubility extract TANSHINONES, and TANSHINONES is red, and consumption is limited to.Salvia-soluble part pharmacologically active is strong, but traditional water-soluble extract of red sage root Radix Salviae Miltiorrhizae decocting liquid is sepia, and paste-forming rate is about 65%, and abnormal smells from the patient is relatively poor, and this may be the main cause that stops the development of Radix Salviae Miltiorrhizae cosmetics.
The content of invention:
The purpose of this invention is to provide soluble small molecular total phenol content height in a kind of product, danshensu and protocatechualdehyde content height, gas delicate fragrance, the preparation method of color pure Radix Salviae Miltiorrhizae extract attractive in appearance.
Another object of the present invention provides the application of above-mentioned Radix Salviae Miltiorrhizae extract in beauty treatment, skin protection, hair shampoo article.
The present invention is achieved in that
The preparation method of Radix Salviae Miltiorrhizae extract of the present invention, its step is as follows:
(1) Radix Salviae Miltiorrhizae is decocted with water at least twice, collecting decoction is sent into high speed centrifuge and is got supernatant after the cooling,
(2) with supernatant concentration, add the lime cream adjust pH to 10 of 20-30% concentration expressed in percentage by weight, after the stirring, the sulphuric acid adjust pH that adds the 15%-25% concentration expressed in percentage by weight leaves standstill to 5.5-6.6, filters, and filtrate decompression is concentrated into dried, is ground into powder,
(3) with powder with ethyl acetate extraction at least twice, merge ethyl acetate liquid, concentrate, add the neutral alumina of Radix Salviae Miltiorrhizae weight 5% and the active carbon of Radix Salviae Miltiorrhizae weight 3%, 38 ℃ of-42 ℃ of stirrings, low temperature below 10 ℃ is placed, filter, filtrate decompression reclaims ethyl acetate, gets Radix Salviae Miltiorrhizae extract.
In the step (1) Radix Salviae Miltiorrhizae is processed into the long sections of 3-5cm, decocts with water 3 times, water consumption is 8,8,6 times of amounts of Radix Salviae Miltiorrhizae weight, in the step (2) with the 10 times amounts of supernatant concentration to Radix Salviae Miltiorrhizae weight.
Use ethyl acetate extraction powder three times in the step (2), consumption is 10,8,6 times of powder weight, merges ester acetoacetic ester liquid, is concentrated into 10 times of amounts.
The concentration expressed in percentage by weight of lime cream is 25%, vitriolic concentration expressed in percentage by weight 20%, sulphuric acid adjust pH to 6.0.
The application of Radix Salviae Miltiorrhizae extract in cosmetic products of the inventive method preparation.
The application of Radix Salviae Miltiorrhizae extract in skincare product of the inventive method preparation.
The application of Radix Salviae Miltiorrhizae extract in hair shampoo article of the inventive method preparation.
The present invention decocts with water Radix Salviae Miltiorrhizae and adds lime cream adjust pH to 10 after the supernatant concentration of repeatedly producing and stirred 30 minutes, the cracking of macromolecular structure phenolic acid is transformed to micromolecule phenolic acid such as danshensu, leave standstill after adding sulphuric acid adjust pH to 6.0, filter, paste-forming rate reduces to 35%, and active ingredient loss is few, filtrate is concentrated into powder ethyl acetate extraction 3 times of drying one-tenth, remove impurity such as water colo(u)r, paste-forming rate reduces to 5%, and the micromolecule phenolic acid easily is dissolved in ethyl acetate, does not lose active component.Add neutral alumina and active carbon after ethyl acetate liquid concentrated, can remove impurity such as ester dissolubility pigment, paste-forming rate reduces to 3.5%.Filtrate decompression reclaims all requirements of suitable cosmetic product of color, flavor and contained active component of ester acetoacetic ester gained Radix Salviae Miltiorrhizae extract.
Radix Salviae Miltiorrhizae extract is the class material that the master of processing extraction from red rooted salvia contains the water solublity total phenols, wherein can survey composition and reach 80%, chemical constituent is clear, main component has: the homologue of danshensu (containing about 25%), protocatechualdehyde (containing about 8%), protocatechuic acid, sahianic acid C (two molecule danshensu condensation substances), danshensuan B (three molecule danshensus and the caffeinic condensation substance of a part), danshensuan B, Radix Salviae Miltiorrhizae rosmarinic acid, Radix Salviae Miltiorrhizae acid A, 3,9 kinds of 4-caffeic acids etc. are adjacent benzene dihydroxy compounds.Danshensu and protocatechualdehyde are the representative compositions of Radix Salviae Miltiorrhizae total phenols.This extract has unique pleasant natural faint scent gas, and solid is a yellowish-brown, and speed is water-soluble and pure, and solution colour is light yellow, has solved the decolouring difficult problem of Chinese medicine cosmetics.This product yield is about 3.5% of medical material amount, and the technology simple possible can be applicable to the big production of industry.
Radix Salviae Miltiorrhizae extract has pharmacological action widely, obtains generally acknowledging of the world of medicine already, and it is because following characteristic is arranged that Radix Salviae Miltiorrhizae extract is used for cosmetic skincare product:
1, the physiological property of the Transdermal absorption of effective component in red sage and skin
In the active component of Radix Salviae Miltiorrhizae extract, the overwhelming majority be molecular weight at the small-molecule substance below 300, these material purity height, dosage is little, pharmacological action is strong, this is that effective component in red sage can be by the precondition of Transdermal absorption.So-called Transdermal absorption is meant that active ingredient passes through skin with certain speed, absorbs the body circulation process that enters through blood capillary.Through Transdermal absorption, a drug can make medicine enter in the body with constant speed for a long time, keeps stable blood concentration, plays long-acting slow-release, reduces malicious subsidiary effect.
2, Radix Salviae Miltiorrhizae extract has the effect of blood circulation promoting and blood stasis dispelling, microcirculation improvement obstacle
Some pathological changes, be on the surface: the complexion lip is dark dim simple and unadorned or purplish red or livid purple or ecchymosis or little swelling arranged, or skin is dryly sent out dry, coarse desquamation, pruritus, or trichosis setosa tarnish ... the pathological changes that these are heavy or light causes by blood stasis, blood deficiency, microcirculation disturbance.Human body is an organic whole, any one tiny factor all can cause body unbalance and pathogenic, not smooth as QI and blood, it is cold overheated to cross, feelings will is not well, and daily life is unsuitable, all can cause blood stasis, blood stasis must cause part and even systemic microcirculation obstacle, causes the body cell tissue can not obtain nutrient substance in time from blood; Improper diet, or dyspepsia, body can not be from food deflowering hemopoietic liquid, cause blood deficiency, blood deficiency can not the nutrition skin, skin loses and makes moist, and above-mentioned symptom then occurs.
Salvia-soluble active component (as danshensu) has the effect of microcirculation improvement obstacle, mainly shows blood viscosity lowering, suppresses platelet aggregation, prevents thrombosis, promotes aspects such as fibrinolysis.Its mechanism is: reciprocal action does not take place in Radix Salviae Miltiorrhizae active component and platelet alpha-receptor, main quantity by cyclic nucleotide in the platelet increasing, the vigor, the inhibition collagen that suppress cyclic nucleotide phosphodiesterase add epinephrine and induce, suppress platelet MDA generation and increased SOD activity, thereby suppress the release of hematoblastic cohesion and 5-HT.The Radix Salviae Miltiorrhizae active component makes body surface blood unobstructed by promoting the body surface microcirculation, and blood flow is accelerated, thereby skin and hair are made moist and nutrition fully, and the people is had rosy cheeks, and ecchymosis disappears, and is energetic; Make coarse hair become soft and moist glossy; Make damage skin tissue (acne, rosacea) be repaired and regenerate.
3, the Radix Salviae Miltiorrhizae active component has antidotal effect
From biochemical angle, the material base of life is metabolism, if the variation of the more kainogenesis of metabolic pathway and cellular material decline property will cause the aging of cell, histoorgan and whole machine body form and function at last.Enzyme and hormone are the metabolic key factors of control, and the synthetic and function of enzyme and hormone is obstructed, and all can cause Metabolic disorder, thereby influence the 26S Proteasome Structure and Function of cell, causes the aging of cell and body.
Old and feeble essence must occur on cell or the molecular level, and on cell and molecular level, old and feeble and free radical causes biomembranous lipid peroxidation, causes membrane structure damage and functionally inactive to have substantial connection.
By studying Radix Salviae Miltiorrhizae extract (water solublity total phenols) to human plasma lipid peroxide (LPO), erythrocyte superoxide dismutase (SOD), whole blood glutathione peroxidase (GSHPX) and the active influence of whole blood catalase (CHT), the result shows: Radix Salviae Miltiorrhizae extract can obviously weaken the body lipid peroxidization, corrects the unbalance antioxidase of human body.
Experiment one: the pyrogallol autoxidation method of employing improvement and TBA colorimetric method for determining Radix Salviae Miltiorrhizae are to the influence of lipid peroxide (LPO) content in superoxide dismutase (SOD) activity and serum, the liver in aged mouse erythrocyte, the liver, the result shows: Radix Salviae Miltiorrhizae can obviously improve superoxide dismutase in aged mouse erythrocyte, the liver (SOD) active (P＜0.01) and reduce lipid peroxide content (P＜0.01), in same aged mouse, also correspondingly significantly reduce lipid peroxide in serum, the heart, liver, the kidney (LPO) content.Its effect is better than vitamin E.
Experiment two: zoopery colour developing, limb ischemia and again perfusion obvious microcirculation disturbance is all arranged in early days, easily cause limb ischemia and reperfusion injury, Radix Salviae Miltiorrhizae can suppress radical reaction, reduces lipid peroxide and generates, change ischemic limb hemorheology.Its mechanism is: Radix Salviae Miltiorrhizae decomposes by suppressing ATP, and it is synthetic to increase ATP, thereby reduces ionic pump obstacle, Ca in addition
2+Antagonist action makes Ca
2+Enter the interior xanthine dehydrogenase that stops of cell and change, thereby reduce free-radical generating, also reduce endochylema Ca simultaneously to xanthine oxidase
2+Over loading; Radix Salviae Miltiorrhizae also has and the similar free radical scavenging effect of Ve, thereby reduces extremity Ischemic Reperfusion.
Experiment three: the polymorphonuclear leukocyte that stimulates with erythrocytic free-radical generating system and PMA is a model, has studied Radix Salviae Miltiorrhizae to super oxide anion (O with chemiluminescence method and spin capturing technology
- 2) scavenging action.The result shows, no matter the O that Radix Salviae Miltiorrhizae produces xanthine oxidase-xanthine system
- 2And PMA stimulates the O of free-radical generating
- 2, all have extremely significantly scavenging action.Danshensu is to O
- 2Scavenging action is better than superoxide dismutase (SOD).
Experiment four: measure hydroxy radical with the deoxyribose method, observe salvia-soluble active component 0.67mg/ml and can significantly suppress the heart, liver tissue homogenate's lipid peroxidation.Radix Salviae Miltiorrhizae concentration can suppress hydroxy radical productivity ratio when 1.87mg/ml be 30%.
The Radix Salviae Miltiorrhizae active component at first enters the body surface microcirculation by the epidermis Transdermal absorption, moisten and nutrition epidermis cell and hair, weaken in the body and the body surface lipid peroxidation, correct the unbalance antioxidase of body, body aging is delayed, and skin elasticity strengthens, and Zou Wen and spot disappear or weaken, in high spirits, the youth resides permanently.
4, the Radix Salviae Miltiorrhizae active component has the antimicrobial antiphlogistic effect
External bacteriostatic experiment shows that the Radix Salviae Miltiorrhizae active component has the obvious suppression effect to antibacterials such as staphylococcus aureus, escherichia coli, Bacillus proteus, shigella flexneri, Bacillus typhi, helicobacter pylori, Propiobacteriums; Vibrio cholera, tubercule bacillus there is inhibitory action; Some fungus there is in various degree inhibitory action.Cause the corynebacterium acnes of acne, belong to anaerobe, when pore blocked, the relative anoxia of interior environment, and have the sebum that contains nutrition to pile up, Propiobacterium is breeding rapidly just, produce a large amount of fat dissolving enzyme, protease and hyaluronidase, sebum is decomposed into free fatty, and these free fatty erodables also penetrate follicular wall, cause to infect and cause a series of inflammatory reactions.If make skin protection, washing (shampoo) articles for use with the Radix Salviae Miltiorrhizae active component, but sterilizing and itch-relieving after the use, the cleaning skin, anti-dandruff nourishes hair, makes people's healthy hair elegant.
5, the toxic and side effects of Radix Salviae Miltiorrhizae is minimum
The Radix Salviae Miltiorrhizae decoct is injected to mouse peritoneal, and the 43g/kg group 48 hours 1 time, is not seen animal dead; 64g/kg organizes mortality rate 20%; Radix Salviae Miltiorrhizae water extract-alcohol precipitation solution, the LD50 of 1 lumbar injection of mice is 80.5 ± 3.1g/kg; The LD50 of Radix Salviae Miltiorrhizae Injection mouse peritoneal injection is 60.5 ± 5.3g/kg.Rabbit lumbar injection every day Radix Salviae Miltiorrhizae Injection (in medical material) 2.4g/kg does not see toxic reaction after 14 days, all no abnormal variations such as animal hemogram, hepatic and renal function and body weight.Illustrate that the Radix Salviae Miltiorrhizae toxic and side effects is minimum.
In sum, Radix Salviae Miltiorrhizae extract is used for the cosmetics precondition to be had: the purity height, and of light color, solve the Chinese medicine cosmetics and extracted the difficult problem of decolouring; Has natural pleasant faint scent; Be small-molecule substance, be easy to Transdermal absorption.Radix Salviae Miltiorrhizae has pharmacological action widely, be used for multiple pharmaceutical preparation, and toxic and side effects is minimum.Radix Salviae Miltiorrhizae extract is the blood circulation promoting and blood stasis dispelling that utilizes Radix Salviae Miltiorrhizae as beauty treatment, skin protection, hair shampoo article, microcirculation improvement obstacle, defying age, the pharmacological action of antimicrobial antiphlogistic.
The specific embodiment:
1, Radix Salviae Miltiorrhizae extract (is the micromolecular water dissolubility total phenols of representative composition with the danshensu) preparation technology: earlier medical material is processed into the long sections of 3-5cm, decocts with water 3 times, water consumption is 8 times of amounts, 8 times of amounts, 6 times of amounts.Collecting decoction, put cold, high speed centrifugation, supernatant concentration to 10 times amount, add 30% or 20% or 25% lime cream and transfer pH value to 10, stirred 30 minutes, add 15% or 20% or 25% sulphuric acid and transfer pH value to 55 or 6.0 or 6.6, leave standstill, filter, filtrate decompression is concentrated into dried, is ground into differential, with ethyl acetate extraction 3 times, consumption is 10 times, 8 times, 6 times, merge ethyl acetate liquid, be concentrated into 10 times of amounts, add Radix Salviae Miltiorrhizae weight 5% neutral alumina and 3% active carbon, 38 ℃ or 40 ℃ or 42 ℃ were stirred 30 minutes, and low temperature (below 10 ℃) is placed and spent the night, and filters, filtrate decompression reclaims ethyl acetate, gets Radix Salviae Miltiorrhizae extract.
2, Radix Salviae Miltiorrhizae extract beauty treatment, skin protection, hair shampoo article prescription and preparation method are as follows:
(1) salvianolic acid skin moistening late frost (can make massage cream uses)
Oil phase: cocoa butter 50g Oleum Arachidis hypogaeae semen 160g liquid paraffin 190g vaseline 230g
Cera Flava 50g propylparaben 1.5g sodium sulfite 0.5g
Water: Radix Salviae Miltiorrhizae total phenols 20g Borax 3g methyl hydroxybenzoate 1.5g essence 3.5g pure water 290g.Oil-phase component is mixed, stirs, add water-phase component gradually, stir.
(2) salvianolic acid skin care liquid (anti-wrinkle, defying age)
Radix Salviae Miltiorrhizae total phenols 21g vitamin A palmitate 10g vitamin e acetate 5g
Hexadecane ester type waxes 84g hexadecanol 40g octadecanol 100g is to hydroxyl
Essence of Niobe 2g chloro pi-allyl chlorination hexamethylenetetramine 1g lauryl sulfur
Acid sodium 25g pure water 712g.Active component in the prescription added stir in the pure water.
(3) salvianolic acid shampoo (emulsified body shampoo)
Radix Salviae Miltiorrhizae total phenols 20g sodium laurylsulfate 300g glyceryl monostearate 15g
Polyvinyl alcohol 40g lanoline 7g spermol 15g essence 2g phenyl methylcarbamate 10g pure water 591g.
Active ingredient added stir in the pure water.
Radix Salviae Miltiorrhizae total phenols, danshensu, protocatechualdehyde assay method
[character] this product Radix Salviae Miltiorrhizae extract is the granule of yellowish-brown to rufous, gas perfume (or spice), and it is little sweet to distinguish the flavor of.
[assay] water solublity total phenols photograph spectrophotography (" appendix IXH of Chinese pharmacopoeia version in 2000) measure.
It is an amount of that the preparation precision of reference substance solution takes by weighing the danshensu sodium reference substance, adds water and make every 1ml and contain the 60 μ g solution of (being equivalent to danshensu 52.8 μ g), promptly.
The about 8mg of this product is got in the preparation of need testing solution, accurate claims surely, is dissolved in water and quantitatively is diluted to 100ml, filters, and gets subsequent filtrate as need testing solution.
Accurate reference substance solution and each 1ml of need testing solution of drawing of algoscopy, put respectively in the 25ml measuring bottle, added ethanol 5ml, 0.3% sodium dodecyl sulfate solution 2ml, 0.6% potassium ferricyanide-0.9% ferric chloride successively (1: 1, facing the time spent mixes) mixed liquor 3ml, placed 5 minutes the dark place, adds the 0.1mol/l hydrochloric acid solution to scale, shakes up, placed 20 minutes the dark place, makes blank solution with water 1ml with method simultaneously.According to spectrophotography (" an appendix IX of Chinese pharmacopoeia version in 2000 H), measure trap at 752nm wavelength place, calculate, promptly.
This product contains the water solublity total phenols with danshensu (C
6H
10O
5) meter, must not be less than 60.0%.
Danshensu, protocatechualdehyde are measured according to high performance liquid chromatography (" appendix VID of Chinese pharmacopoeia version in 2000).
Chromatographic condition and system suitability test are filler with octadecylsilane chemically bonded silica; Methanol-0.5% glacial acetic acid solution (11: 89) is a mobile phase; The detection wavelength is 280nm.Number of theoretical plate is pressed the protocatechualdehyde peak and is calculated, and should be not less than 2500.
The preparation precision of reference substance solution takes by weighing danshensu sodium and the protocatechualdehyde reference substance is an amount of, adds water and makes the mixed solution that every 1ml contains danshensu sodium 45 μ g (being equivalent to danshensu 39.6 μ g), protocatechualdehyde 15 μ g, promptly.
The about 20mg of this product is got in the preparation of need testing solution, accurate claims surely, is dissolved in water and quantitatively is diluted to 100ml, filters, and gets subsequent filtrate as need testing solution.
Accurate reference substance solution and each the 10 μ l of need testing solution of drawing of algoscopy inject chromatograph of liquid, measure, and calculate, promptly.
Claims (7)
1, the preparation method of Radix Salviae Miltiorrhizae extract, its step is as follows:
(1) Radix Salviae Miltiorrhizae is decocted with water at least twice, collecting decoction is sent into high speed centrifuge and is got supernatant after the cooling,
(2) with supernatant concentration, add the lime cream adjust pH to 10 of 20-30% concentration expressed in percentage by weight, after the stirring, the sulphuric acid adjust pH that adds the 15%-25% concentration expressed in percentage by weight leaves standstill to 5.5-6.6, filters, and filtrate decompression is concentrated into dried, is ground into powder,
(3) with powder with ethyl acetate extraction at least twice, merge ethyl acetate liquid, concentrate, add the neutral alumina of Radix Salviae Miltiorrhizae weight 5% and the active carbon of Radix Salviae Miltiorrhizae weight 3%, 38 ℃ of-42 ℃ of stirrings, low temperature below 10 ℃ is placed, filter, filtrate decompression reclaims ethyl acetate, gets Radix Salviae Miltiorrhizae extract.
2, method according to claim 1 is characterized in that in the step (1) Radix Salviae Miltiorrhizae is processed into the long sections of 3-5cm, decocts with water 3 times, and water consumption is 8,8,6 times of amounts of Radix Salviae Miltiorrhizae weight, in the step (2) with the 10 times amounts of supernatant concentration to Radix Salviae Miltiorrhizae weight.
3, method according to claim 1 is characterized in that using ethyl acetate extraction powder three times in the step (2), and consumption is 10,8,6 times of powder weight, merges ester acetoacetic ester liquid, is concentrated into 10 times of amounts.
4, method according to claim 1, the concentration expressed in percentage by weight that it is characterized in that lime cream is 25%, vitriolic concentration expressed in percentage by weight 20%, sulphuric acid adjust pH to 6.0.
5, the application of Radix Salviae Miltiorrhizae extract in cosmetic products of method preparation according to claim 1.
6, the application of Radix Salviae Miltiorrhizae extract in skincare product of method preparation according to claim 1.
7, the application of Radix Salviae Miltiorrhizae extract in hair shampoo article of method preparation according to claim 1.
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| Application Number | Priority Date | Filing Date | Title |
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| CN 200310104061 CN1269469C (en) | 2003-12-22 | 2003-12-22 | Method for preparing red sage root extract and its use in beauty, skin-care and shampoo articles |
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|---|---|---|---|
| CN 200310104061 CN1269469C (en) | 2003-12-22 | 2003-12-22 | Method for preparing red sage root extract and its use in beauty, skin-care and shampoo articles |
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| CN1269469C CN1269469C (en) | 2006-08-16 |
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|---|---|---|---|
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102827866A (en) * | 2012-09-20 | 2012-12-19 | 陕西师范大学 | Method for increasing content of rosmarinic acid in red-rooted salvia through transgenosis |
| CN103340789A (en) * | 2013-07-05 | 2013-10-09 | 上海珍馨化工科技有限公司 | Salvia miltiorrhiza toner |
-
2003
- 2003-12-22 CN CN 200310104061 patent/CN1269469C/en not_active Expired - Fee Related
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102827866A (en) * | 2012-09-20 | 2012-12-19 | 陕西师范大学 | Method for increasing content of rosmarinic acid in red-rooted salvia through transgenosis |
| CN102827866B (en) * | 2012-09-20 | 2013-11-20 | 陕西师范大学 | Method for increasing content of rosmarinic acid in red-rooted salvia through transgenosis |
| CN103340789A (en) * | 2013-07-05 | 2013-10-09 | 上海珍馨化工科技有限公司 | Salvia miltiorrhiza toner |
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| Publication number | Publication date |
|---|---|
| CN1269469C (en) | 2006-08-16 |
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