CN100358532C - Total flavone of citrus grandis osbeckvar tomentosa hort peridium, and its extracting method and use - Google Patents
Total flavone of citrus grandis osbeckvar tomentosa hort peridium, and its extracting method and use Download PDFInfo
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- CN100358532C CN100358532C CNB2004100512241A CN200410051224A CN100358532C CN 100358532 C CN100358532 C CN 100358532C CN B2004100512241 A CNB2004100512241 A CN B2004100512241A CN 200410051224 A CN200410051224 A CN 200410051224A CN 100358532 C CN100358532 C CN 100358532C
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Abstract
The present invention belongs to medical health food products and chemical industry, particularly to a preparing method and application of total flavone of citrus grandis osbeckvar tomentosa hort peridium, dispersive tablets of total flavone of citrus grandis osbeckvar tomentosa hort peridium, naringin and rhoifolin. Pummelo peel is dry outer layer pericarp of immaturity or mature Huazhou grapefruit or grapefruit of the rutaceae plant, and is genuine regional medicine for relieving cough and resolving phlegm. Flavonoid ingredients in the citrus grandis osbeckvar tomentosa hort peridium are main active ingredients. The content of naringin and rhoifolin in the total flavone of citrus grandis osbeckvar tomentosa hort peridium is high, and the total content of the two is more than 85% of the total flavone. The present invention provides a solvent method for extraction and a method for obtaining total flavone, naringin, rhoifolin and a total flavone preparation of citrus grandis osbeckvar tomentosa hort peridium through the processes of condensation, precipitation and recrystallization. The curative effect of the traditional Chinese medicine and the science and technology content are obviously enhanced by the product.
Description
Technical field
The invention belongs to industries such as medical and health, food chemical industry.Mainly provide the extraction separation method and the purposes of a kind of Citrus grandis Osbeck. Var.tomentosa Hort.total flavones and easy economy thereof.
Background technology
Exocarpium Citri Grandis is immaturity or the nearly ripe dry outer peel of rutaceae Huazhou Fructus Citri grandis Citrus grandis ' tomentosa ' or Fructus Citri grandis Citrusgrandis (L.) Osbeck.The former practises title " Citrus grandis Osbeck. Var.tomentosa Hort. ", and the latter practises title " light dried tangerine peel ", and the function of cold expelling, dampness, promoting the circulation of QI, expectorant is arranged.Be mainly used in cough due to wind and cold, itching of the throat abundant expectoration, food stagnation and get sick from drinking too much wine, vomit disease such as painful abdominal mass is vexed.Wherein Citrus grandis Osbeck. Var.tomentosa Hort. originates in the Huazhou, Guangdong, is the genuine medicinal materials of relieving cough and reducing sputum.
Flavones ingredient in the Citrus grandis Osbeck. Var.tomentosa Hort. has antiinflammatory, analgesia, antipyretic effect, is its main effective ingredient.Wherein, naringin and Radix seu Folium Tosicodendri Delavayi glucoside content are higher, and both totals account for more than 85% of Citrus grandis Osbeck. Var.tomentosa Hort.total flavones.By literature search, naringin has antibiotic, antivirus action, anti-allergy action, Wheat Protein and antitumaous effect is arranged; The Radix seu Folium Tosicodendri Delavayi glucoside Wheat Protein, the protective effect of tangible nephrocyte film is arranged and have tangible hypotensive effect etc.
At present, Jia Dongying etc. had once reported the extraction process of the tangerine total flavones of light, but loaded down with trivial details, be not suitable for suitability for industrialized production, and cost were higher, and yield is lower; The detailed extraction process of Citrus grandis Osbeck. Var.tomentosa Hort.total flavones is not appeared in the newspapers as yet.In addition, because naringin and Radix seu Folium Tosicodendri Delavayi glucoside structural similarity are difficult to separately, have not yet to see with the usual vehicle method both isolating research reports.
Summary of the invention
Purpose of the present invention mainly is by adopting simple alcohol-method for treating water to obtain Citrus grandis Osbeck. Var.tomentosa Hort.total flavones, so that the development and use of suitability for industrialized production and preparation thereof.Simultaneously by adopting simple solvent method, the wherein naringin and the Radix seu Folium Tosicodendri Delavayi glucoside of structural similarity are separated, thereby obtain highly purified naringin and Radix seu Folium Tosicodendri Delavayi glucoside monomer.
The Main Ingredients and Appearance of the Citrus grandis Osbeck. Var.tomentosa Hort.total flavones that the present invention narrated is the chemical position that extraction separation obtains from the Chinese medicine Citrus grandis Osbeck. Var.tomentosa Hort., it is the similar chemical constituent of a class property and structure in the Citrus grandis Osbeck. Var.tomentosa Hort., it is the general name of chemical constituent (mainly being flavone and flavanone), outward appearance is the yellow solid powder, soluble in water, dissolve in methanol, naringin and Radix seu Folium Tosicodendri Delavayi glucoside are two main effective ingredient in the Citrus grandis Osbeck. Var.tomentosa Hort.total flavones, the molecular formula of naringin and Radix seu Folium Tosicodendri Delavayi glucoside, molecular weight, structural formula such as table 1:
Table 1 naringin and Radix seu Folium Tosicodendri Delavayi glucoside
The Citrus grandis Osbeck. Var.tomentosa Hort.total flavones that the present invention narrated, the active ingredient naringin that reaches Citrus grandis Osbeck. Var.tomentosa Hort.total flavones, the extraction separation method of Radix seu Folium Tosicodendri Delavayi glucoside comprise:
1, the extraction process of Citrus grandis Osbeck. Var.tomentosa Hort.total flavones: it is an amount of to get Citrus grandis Osbeck. Var.tomentosa Hort., and decocting boils, and obtains Citrus grandis Osbeck. Var.tomentosa Hort.total flavones through steps such as concentrated, precipitate with ethanol, water precipitating.
The technology of 2, separating naringin and Radix seu Folium Tosicodendri Delavayi glucoside from Citrus grandis Osbeck. Var.tomentosa Hort.total flavones: it is an amount of to get Citrus grandis Osbeck. Var.tomentosa Hort.total flavones, with 70% methanol solution recrystallization 1～2 time, obtain the Radix seu Folium Tosicodendri Delavayi glucoside crystallization earlier, room temperature was placed 48h after mother solution reclaimed methanol, divide and get precipitation, acetone recrystallization 1～2 time promptly gets the naringin crystallization, detects its content with high performance liquid chromatography respectively.
Preparation method comprises following concrete steps:
(1) extraction process of Citrus grandis Osbeck. Var.tomentosa Hort.total flavones: it is 0.4g/ml → adjust pH to 1.5 → cold preservation 72h → minute get precipitation → → 60 ℃ of oven dry of distilled water wash precipitation to get final product that Citrus grandis Osbeck. Var.tomentosa Hort. medical material → water extraction → be concentrated into medical material 1g/ml → add ethanol to 80% → filtration → filtrate is concentrated into medical material 2g/ml → add water to crude drug concentration.
(2) the separating of Radix seu Folium Tosicodendri Delavayi glucoside and naringin in the Citrus grandis Osbeck. Var.tomentosa Hort.total flavones: get Citrus grandis Osbeck. Var.tomentosa Hort.total flavones an amount of → 70% weight concentration dissolve with methanol makes into saturated solution (80 ℃) → room temperature and places 48h → minute get precipitation → 70% weight concentration recrystallizing methanol 1～2 time, promptly obtain Radix seu Folium Tosicodendri Delavayi glucoside (its purity must not be lower than 98%), room temperature is placed 48h after dividing the methanol solution (mother solution) get behind the Radix seu Folium Tosicodendri Delavayi glucoside to reclaim methanol, divide and get precipitation, acetone recrystallization 1～2 time promptly gets naringin crystallization (purity must not be lower than 95%).
The purposes of Citrus grandis Osbeck. Var.tomentosa Hort.total flavones provided by the present invention can be used for the preparation of Citrus grandis Osbeck. Var.tomentosa Hort.total flavones preparation:
Preparation (dispersible tablet) prescription is formed: Citrus grandis Osbeck. Var.tomentosa Hort.total flavones, MCC, CMS-Na, PVPP, magnesium stearate, sodium lauryl sulphate, micropowder silica gel.Citrus grandis Osbeck. Var.tomentosa Hort.total flavones dispersible tablet method for making and consisting of: Citrus grandis Osbeck. Var.tomentosa Hort.total flavones 34.25%, MCC 34.25%, and CMS～Na 20.55%, and PVPP 8.22%, magnesium stearate 0.68%, sodium lauryl sulphate 0.68%, micropowder silica gel 1.37%.Method for making: after each supplementary material was crossed 100 mesh sieves respectively, with Citrus grandis Osbeck. Var.tomentosa Hort.total flavones powder and MCC, the CMC-Na mixing added the 0.5%PVP aqueous solution and makes soft material, 30 orders are granulated, and 70 ℃ of dryings are behind the 30 order granulate, add other adjuvants, be pressed into tablet, the control tablet hardness is about 4.5kg power.
Citrus grandis Osbeck. Var.tomentosa Hort.total flavones and total flavones preparation have reduce phlegm, effect such as cough-relieving, antiinflammatory, can be used for mainly aspect medical industry that the raw material of medical intermediate raw material, functional product or additive mainly can be used for coughing aspect health care, the treatment of abundant expectoration, bronchitis, pneumonia etc. and the treatment and the prevention of prevention and cardiovascular disease.
Description of drawings:
Fig. 1: Citrus grandis Osbeck. Var.tomentosa Hort.total flavones HPLC collection of illustrative plates before the recrystallization
Fig. 2: Radix seu Folium Tosicodendri Delavayi glucoside methanol solution finger printing behind the recrystallization
Fig. 3: the HPLC collection of illustrative plates of naringin methanol solution behind recrystallization
The specific embodiment:
Embodiment 1:
Get Citrus grandis Osbeck. Var.tomentosa Hort. medical material 500g, add water 12500ml, soak after 0.5 hour, boiled 2 hours, and filtered, medicinal residues water 10000 boiled 1.5 hours again, filter, merging filtrate is evaporated to 500ml, slowly add ethanol, the limit edged stirs, and makes to contain the alcohol amount and reach 80%, filter, filtering residue washs with an amount of 80% ethanol gradation, incorporates filtrate into, reclaim ethanol, be concentrated into 2g/ml, adding an amount of distilled water, to make its concentration be 0.4g/ml, 5mol/L hydrochloric acid adjust pH to 1.5, cold preservation was taken out after 72 hours, filter precipitation an amount of distilled water wash, 60 ℃ of dryings, pulverize, sieve, get Citrus grandis Osbeck. Var.tomentosa Hort.total flavones, content of total flavone must not be lower than 80% in naringin.
Embodiment 2: get Citrus grandis Osbeck. Var.tomentosa Hort.total flavones powder 10.0g, add 70% methanol 35ml, 80 ℃ of water-baths reflux, and after treating all to dissolve, filter while hot, and filtrate is to 50ml tool plug conical flask, and is airtight.Room temperature is placed 48h, divides and gets coarse-grain, and coarse-grain reuse 70% recrystallizing methanol 1～2 time promptly gets Radix seu Folium Tosicodendri Delavayi glucoside crystallization (its purity reaches 98.53%).Room temperature is placed 48h after dividing the methanol solution (mother solution) get behind the Radix seu Folium Tosicodendri Delavayi glucoside to reclaim methanol, divides and gets precipitation, and acetone recrystallization 1～2 time promptly gets naringin crystallization (its purity reaches 96.85%)
Embodiment 3: Citrus grandis Osbeck. Var.tomentosa Hort.total flavones is to the influence of the phenol red secretory volume of mice trachea section
44 of NIH mices are divided into 4 groups at random, and promptly the high, medium and low dosage group of Citrus grandis Osbeck. Var.tomentosa Hort.total flavones (is respectively; With the normal saline group.Press the 20ml/kg gastric infusion, once a day, continuous four days, 30min after the last administration, the phenol red 0.1ml/10g of lumbar injection 5g/dl puts to death animal behind the 30min, separate the trachea section, put into the test tube that fills normal saline, add 1mol/L sodium hydroxide 0.1ml, with 721 type spectrophotometers, the detection wavelength is 546nm, survey the OD value, and calculate phenol red content by phenol red standard curve, the significance of difference between administration group and the blank group is compared in the q check.The results are shown in Table 2
Table 2 Citrus grandis Osbeck. Var.tomentosa Hort.total flavones to the influence of the phenol red secretory volume of mice trachea section (
)
| Group | Dosage (mg/kg) | Number of animals | The phenol red excretion of trachea |
| Dosage group low dose group normal saline group in the high dose group | 160 80 40 -- | 11 11 11 11 | 1.146±0.1219** 0.972±0.1318** 1.028±0.1456** 0.756±0.0964 |
Compare with the normal saline group, * * represents P＜0.01
The result shows that Citrus grandis Osbeck. Var.tomentosa Hort.total flavones can obviously promote mice trachea section phenol red output with matched group significant difference to be arranged relatively, shows that Citrus grandis Osbeck. Var.tomentosa Hort.total flavones has certain resolve phlegm effect.
Embodiment 4: the influence of Citrus grandis Osbeck. Var.tomentosa Hort.total flavones xylol induced mice auricle edema
Get 44 of NIH mices, be divided into 4 groups at random, both high, medium and low dosage group of Citrus grandis Osbeck. Var.tomentosa Hort.total flavones and normal saline group.Every group 11, press 20ml/kg body weight gastric infusion, once a day, continuous four days, 60min after the last administration, coat dimethylbenzene (positive and negative respectively are coated with 20 μ l) at mouse right ear, putting to death animal behind the 60min, is that the card punch of 0.6cm is got area identical with diameter on left and right ear same position, weighs, calculate the difference of left and right sides ear weight, the results are shown in Table 3.
The influence of table 3 Citrus grandis Osbeck. Var.tomentosa Hort.total flavones xylol induced mice auricle edema (
)
| Group | Dosage (mg/kg) | Number of animals | The phenol red excretion of trachea |
| Dosage group low dose group normal saline group in the high dose group | 160 80 40 -- | 11 11 11 11 | 3.2±0.3** 3.3±0.3** 4.0±0.4** 6.0±0.5 |
Compare with the normal saline group, * * represents P＜0.01
The result shows that high, medium and low three dosage groups of Citrus grandis Osbeck. Var.tomentosa Hort.total flavones and normal saline group relatively have significant difference, show that Citrus grandis Osbeck. Var.tomentosa Hort.total flavones has antiinflammatory action preferably.
Embodiment 5: Citrus grandis Osbeck. Var.tomentosa Hort.total flavones causes the influence of coughing to ammonia
Get 48 of NIH mices, male and female half and half, be divided into high, medium and low dosage group of Citrus grandis Osbeck. Var.tomentosa Hort.total flavones and normal saline group at random, press 20ml/kg body weight gastric infusion, once a day, continuous 4d, 1h after the last administration, drawing by mice ammonia and to cough laboratory method and measure and respectively to organize the mouse cough number of times, is index with the difference of cough number of times before and after the administration.The significance of difference between administration group and the blank group is compared in the q check, the results are shown in Table 4.
Table 4 Citrus grandis Osbeck. Var.tomentosa Hort.total flavones to ammonia cause the influence coughed (
)
| Group | Dosage (mg/kg) | The cough number of times | ||
| Before the administration | After the administration | Difference | ||
| Dosage group low dose group normal saline group in the high dose group | 160 80 40 -- | 60.83±12.10 62.08±16.98 68.50±11.99 58.75±12.65 | 60.00±22.10 45.98±17.92 46.50±13.24 68.25±12.79 | 3.33±18.65 16.17±11.55*** 22.00±14.18*** 6.90±15.25 |
Compare with matched group, * * * represents P＜0.001
The result shows in the Citrus grandis Osbeck. Var.tomentosa Hort.total flavones, low dose group and normal saline group relatively have utmost point significant difference, shows that Citrus grandis Osbeck. Var.tomentosa Hort.total flavones has tangible antitussive action.
Embodiment 6: Citrus grandis Osbeck. Var.tomentosa Hort.total flavones is to the influence of human umbilical vein endothelial cell
Get the aseptic neonatal umbilical cord of obtaining, the conventional former generation and the cultivation human umbilical vein endothelial cell that goes down to posterity, the variable concentrations Citrus grandis Osbeck. Var.tomentosa Hort.total flavones acts on the human umbilical vein endothelial cell (1 * 10 of monolayer culture in 96 orifice plates
5Individual/as ml) behind the 12-72h, to add 5 μ g/ml MIT20 μ l/ holes, continue to cultivate 4h, add dimethyl sulfoxide 200 μ l/ holes after abandoning supernatant, survey absorbance (0D) value.The results are shown in Table 5.
Table 5 variable concentrations Citrus grandis Osbeck. Var.tomentosa Hort.total flavones to the influence of human umbilical vein endothelial cell (
)
| Group | Dosage (mg/ml) | Absorbance (OD value) |
| Normal |
- 10 5 2.5 1.25 | 2.70±0.05 2.87±0.09* 3.00±0.15* 2.90±0.04* 2.83±0.11* |
Compare with normal group, * represents P＜0.05
The result shows that each dosage group of Citrus grandis Osbeck. Var.tomentosa Hort.total flavones all has significant difference to people's umbilical blood vessels endotheliocyte.
Embodiment 7: the dispersible tablet of using the Citrus grandis Osbeck. Var.tomentosa Hort.total flavones preparation
Prescription: Citrus grandis Osbeck. Var.tomentosa Hort.total flavones 34.25%, MCC 34.25%, and CMS-Na 20.55%, and PVPP 8.22%, magnesium stearate 0.68%, sodium lauryl sulphate 0.68%, micropowder silica gel 1.37%.
Method for making: above-mentioned prescription wet granulation, tabletting promptly get faint yellow dispersible tablet.
Function with cure mainly: cold expelling, dampness, promoting the circulation of QI, expectorant.Be used for the cough due to wind and cold, the itching of the throat abundant expectoration, food stagnation is got sick from drinking too much wine, and the vomiting and nausea painful abdominal mass is vexed.Also can be used for the prevention and the treatment of cardiovascular system diseases.
Usage and consumption: oral, one time 2, three times on the one.
Claims (7)
1, a kind of Citrus grandis Osbeck. Var.tomentosa Hort.total flavones, be meant the class validation department of the Chinese Academy of Sciences position that extraction separation obtains from the Chinese medicine Citrus grandis Osbeck. Var.tomentosa Hort., chemical constituent mainly is flavone and flavanone, outward appearance is the yellow solid powder, soluble in water, dissolve in methanol, naringin and Radix seu Folium Tosicodendri Delavayi glucoside are two main effective ingredient in the Citrus grandis Osbeck. Var.tomentosa Hort.total flavones, it is characterized in that Citrus grandis Osbeck. Var.tomentosa Hort.total flavones and active ingredient naringin thereof, Radix seu Folium Tosicodendri Delavayi glucoside extract preparation from the Chinese crude drug Citrus grandis Osbeck. Var.tomentosa Hort., its preparation method may further comprise the steps:
1), the extraction process of Citrus grandis Osbeck. Var.tomentosa Hort.total flavones: Citrus grandis Osbeck. Var.tomentosa Hort. medical material → water extraction → concentrate → add ethanol to weight concentration is that 80% → filtration → filtrate concentrate → adds water → adjust pH to 1.5 → cold preservation 72h → minute get precipitation → → 60 ℃ of oven dry of distilled water wash precipitation to get final product;
2), the separating of naringin and Radix seu Folium Tosicodendri Delavayi glucoside in the Citrus grandis Osbeck. Var.tomentosa Hort.total flavones: get Citrus grandis Osbeck. Var.tomentosa Hort.total flavones an amount of → make into saturated solution → room temperature placement 48h → minute get precipitation → usefulness weight concentration 70% recrystallizing methanol 1～2 time with weight concentration 70% dissolve with methanol, promptly obtain Radix seu Folium Tosicodendri Delavayi glucoside, branch is got the methanol mother liquor behind the Radix seu Folium Tosicodendri Delavayi glucoside, room temperature is placed 48h after reclaiming methanol, divide and get precipitation, acetone recrystallization 1～2 time promptly gets the naringin crystallization.
2, a kind of method for preparing the Citrus grandis Osbeck. Var.tomentosa Hort.total flavones described in the claim 1 is characterized in that Citrus grandis Osbeck. Var.tomentosa Hort.total flavones and active ingredient naringin thereof, Radix seu Folium Tosicodendri Delavayi glucoside extract preparation from the Chinese crude drug Citrus grandis Osbeck. Var.tomentosa Hort., and preparation method comprises following concrete steps:
(1) extraction process of Citrus grandis Osbeck. Var.tomentosa Hort.total flavones: Citrus grandis Osbeck. Var.tomentosa Hort. medical material → water extraction → concentrate → add ethanol to weight concentration is that 80% → filtration → filtrate concentrate → adds water → adjust pH to 1.5 → cold preservation 72h → minute get precipitation → → 60 ℃ of oven dry of distilled water wash precipitation to get final product;
(2) the separating of Radix seu Folium Tosicodendri Delavayi glucoside and naringin in the Citrus grandis Osbeck. Var.tomentosa Hort.total flavones: get Citrus grandis Osbeck. Var.tomentosa Hort.total flavones an amount of → make into saturated solution → room temperature placement 48h → minute get precipitation → usefulness weight concentration 70% recrystallizing methanol 1～2 time with weight concentration 70% dissolve with methanol, promptly obtain Radix seu Folium Tosicodendri Delavayi glucoside, branch is got the methanol mother liquor behind the Radix seu Folium Tosicodendri Delavayi glucoside, room temperature is placed 48h after reclaiming methanol, divide and get precipitation, acetone recrystallization 1～2 time promptly gets the naringin crystallization.
3,, it is characterized in that Citrus grandis Osbeck. Var.tomentosa Hort. medical material water extraction is concentrated into medical material 1g/ml in the described preparation method concrete steps (1) according to the method for preparing Citrus grandis Osbeck. Var.tomentosa Hort.total flavones described in the claim 2.
4,, after it is characterized in that adding ethanol in the described preparation method concrete steps (1), be concentrated into medical material 2g/ml according to the method for preparing Citrus grandis Osbeck. Var.tomentosa Hort.total flavones described in the claim 2.
5,, it is characterized in that it is 0.4g/ml that described preparation method concrete steps (1) add water to crude drug concentration according to the method for preparing Citrus grandis Osbeck. Var.tomentosa Hort.total flavones described in the claim 2.
6, a kind of purposes of Citrus grandis Osbeck. Var.tomentosa Hort.total flavones described in the claim 1, the purposes that it is characterized in that Citrus grandis Osbeck. Var.tomentosa Hort.total flavones are to make to have to reduce phlegm, cough-relieving, antiinflammatory action, be used for the treatment of and prevent the Citrus grandis Osbeck. Var.tomentosa Hort.total flavones preparation of cough, abundant expectoration, bronchitis, pneumonia.
7, according to a kind of purposes of Citrus grandis Osbeck. Var.tomentosa Hort.total flavones described in the claim 6, the purposes that it is characterized in that Citrus grandis Osbeck. Var.tomentosa Hort.total flavones is to make tablet, its weight consists of: Citrus grandis Osbeck. Var.tomentosa Hort.total flavones 34.25%, MCC 34.25%, CMS-Na 20.55%, and PVPP 8.22%, magnesium stearate 0.68%, sodium lauryl sulphate 0.68%, micropowder silica gel 1.37%.
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| CN101129536B (en) * | 2006-08-21 | 2010-09-08 | 广东环球制药有限公司 | Membrane separation method for preparing flavone extractive of Huazhou pummelo |
| CN101279002B (en) * | 2007-04-03 | 2011-09-14 | 化州市绿色生命有限公司 | Medicament for relieving cough and eliminating phlegm and method of preparing the same |
| CN101279001B (en) * | 2007-04-03 | 2012-07-11 | 化州市绿色生命有限公司 | Preparation method of pummelo peel extract |
| CN101890038B (en) * | 2010-08-16 | 2011-09-14 | 江西山香药业有限公司 | Nuezhenoside-rhoifolin-hyperin composite and application in medicinal preparation thereof |
| CN101906122B (en) * | 2010-08-16 | 2013-07-17 | 江西山香药业有限公司 | Method for extracting rhoifolin and prepared medicament application thereof |
| CN103833809A (en) * | 2014-01-21 | 2014-06-04 | 李玉山 | Novel extraction and separation process of naringin |
| CN103893197A (en) * | 2014-04-02 | 2014-07-02 | 苏薇薇 | Application for naringin in preparation for medicine preventing and treating respiratory diseases due to PM2.5 particles |
| CN105541941A (en) * | 2016-01-07 | 2016-05-04 | 广东石油化工学院 | Method for extracting and separating rhoifolin from exocarpium leaves |
| CN106632546A (en) * | 2016-11-16 | 2017-05-10 | 广东石油化工学院 | Method for preparing two chemical reference substances of Rhoifolin and naringin simultaneously |
| CN106389146A (en) * | 2016-11-16 | 2017-02-15 | 广东石油化工学院 | Exocarpium leaf naringin and rhoifolin sunscreen cream and preparation method thereof |
| CN110859915A (en) * | 2018-08-28 | 2020-03-06 | 康芝药业股份有限公司 | Cough-relieving exocarpium citri rubrum granules and preparation method thereof |
| CN109793748A (en) * | 2019-03-31 | 2019-05-24 | 李锋 | A kind of prevention and treatment cerebral ischemia causes the drug and its preparation of inflammatory reaction |
| CN110420214A (en) * | 2019-03-31 | 2019-11-08 | 李锋 | A kind of prevention and treatment cerebral ischemia causes the drug and its preparation of response to oxidative stress |
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