CN103768152A - Osmanthus phenylethanoid glycoside extract, and preparation method and application thereof - Google Patents
Osmanthus phenylethanoid glycoside extract, and preparation method and application thereof Download PDFInfo
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Abstract
The invention discloses an osmanthus phenylethanoid glycoside extract. The total phenylethanoid glycoside content in the osmanthus phenylethanoid glycoside extract is 30-90 wt%; and the total phenylethanoid glycosides comprise verbascoside and isoverbascoside. The verbascoside content in the osmanthus phenylethanoid glycoside extract is 25-80 wt%, and the weight ratio of the verbascoside to the isoverbascoside in the total phenylethanoid glycosides is 48:1-300:1. The invention also discloses a preparation method of the osmanthus phenylethanoid glycoside extract and application of the osmanthus phenylethanoid glycoside extract in preparing foods, drugs or health products for preventing and treating diabetes.
Description
Technical field
The present invention relates to agricultural byproducts intensive processing and comprehensive utilization field.Relate more specifically to a kind of phenethyl alcohol glycoside extract extracting and method for making and purposes from Flos Osmanthi Fragrantis.
Background technology
Flos Osmanthi Fragrantis, have another name called wooden slippers, rock osmanthus, one of China tradition ten large flowers, extensively plant in Basin of Huaihe River and areas to the south, China has formed several large Flos Osmanthi Fragrantis commoditys production base such as Zhejiang Hangzhou, Anhui six peaces, xianning,hubei, Fauna of Taoyuan, Nw Hunan, Law Firm Suzhou Jiangsu, Guilin, Wuhan, Hubei and Chengdu, Sichuan at present.Osmanthus cultivars is various, and nearly 152 kinds, can be divided into four strains, i.e. four seasons osmanthus, Osmanthus tragranscv.Aurantiacu, silver-colored osmanthus, Osmanthus fragrans var.thunbergii..Flos Osmanthi Fragrantis, except viewing and admiring and beautifying, also has higher nutrition and medical value.The traditional Chinese medical science thinks that Flos Osmanthi Fragrantis is the length of hundred medicines, with wine appetizing refreshment, the stomach invigorating tonify deficiency of Flos Osmanthi Fragrantis brew, can reach the effect of " the longevity Your Highness of drink ", and osmanthus flower tea has looks improving and the skin nourishing, the throat of releiving, improve the effects such as excessive phlegm cough.Flos Osmanthi Fragrantis is also made into the cuisines such as Oryza glutinosa Flos Osmanthi Fragrantis Rhizoma Nelumbinis, sweet-scented cake, Flos Osmanthi Fragrantis almond curd in syrup, by the general common people is liked.
But, people are also considerably less to the research of the many functional components in Flos Osmanthi Fragrantis up to now, mainly concentrate on Flos Osmanthi Fragrantis and compose fragrant composition and a few medicinal ingredient, as linalool, γ-decalactone, alpha, beta-lonone, 4-hydrogen-alpha, beta-lonone, Palmic acid, alpha-linolenic acid.Also have part to carry out the research of separation and Extraction purification to the flavones in Flos Osmanthi Fragrantis and Polyphenols component, but only limit to the research of crude extract, have no the analysis of monomeric compound.
Inventor's patent of invention 201310169455.1 in earlier stage discloses a kind of Flos Osmanthi Fragrantis polyphenol extract, the weight content of its phenolic acid is 0.5%～2%, the weight content of phenethyl alcohol glycoside is 50%～80%, the weight content of its Content of Chlorogenic Acid is 40%～70%, chlorogenic acid, caffeic acid and P-coumaric acid mass ratio are 25～50:5～15:6～10, and in phenethyl alcohol glycoside, the weight content of verbascoside is 80%～95%; This patent also discloses a kind of preparation method-high-pressure microwave extraction method simultaneously.But along with going deep into of research, we find also to contain in Flos Osmanthi Fragrantis other the phenethyl alcohol glycoside compounds except verbascoside.In addition, during traditional Flos Osmanthi Fragrantis polyphenol extracts, do not pay close attention to the stability of Phenylethanoid glycosides, therefore extract yield and extract purity affects to some extent, therefore, need in leaching process, take measures to prevent oxidation and the decomposition of phenethyl alcohol glycoside.
Summary of the invention
The technical problem to be solved in the present invention is to provide a kind of Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract that contains different verbascoside and its production and use.
In order to solve the problems of the technologies described above, the invention provides a kind of Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract, in Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract, phenylethanoid glycosides content is 30～90%(% by weight), described phenylethanoid glycosides comprises verbascoside, different verbascoside.
Improvement as Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract of the present invention: in Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract, verbascoside content is 25～80%(% by weight), in phenylethanoid glycosides, verbascoside is 48:1～300:1 with the ratio of the weight of different verbascoside.
Remarks explanation: verbascoside accounts for 90% left and right of phenylethanoid glycosides content.
Operation as Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract of the present invention improves: in Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract, phenylethanoid glycosides content is 40～80%;
In described Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract, verbascoside content is 35～70%, and in phenylethanoid glycosides, verbascoside is that 48:1～150:1(is for example 48:1 with the ratio of the weight of different verbascoside, 77:1,80～150:1).
The present invention also provides the preparation method of above-mentioned Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract simultaneously, comprises the following steps:
(a), by broken Flos Osmanthi Fragrantis dry flower (moisture≤10%) (approximately 20～40 object powder), be added in ethanol water, then add the aqueous solution of antioxidant or antioxidant, then add weak acid until pH is 4～6, obtain extraction solution;
In described ethanol water, the volumetric concentration of ethanol is 30～99.9%(v/v); Above-mentioned concentration is preferably 50～90%;
The ethanol water of described every 1KG Flos Osmanthi Fragrantis dry flower adapted 10～15L;
The weight ratio of described antioxidant and Flos Osmanthi Fragrantis dry flower is: 0.05～10%; Above-mentioned weight ratio is preferably 0.2%;
(b), extraction solution is carried out at 50～80 ℃ to lixiviate 1.5～3.0 hours, be cooled to after room temperature, filter or centrifugal, obtain extracting solution;
(c), by extracting solution directly through concentrating under reduced pressure reclaim ethanol, obtain concentrated solution; Again by concentrated solution dilute with water, until the pH of gained diluent is 4-6;
(d), diluent is adsorbed to the ethanol water eluting that is 20～50% by volumetric concentration through adsorbent resin;
(e), after eluent concentrating under reduced pressure, dry (spraying is dry, low pressure dry or microwave drying), obtains Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract.
Improvement as the preparation method of Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract of the present invention:
Described antioxidant is ascorbic acid, ascorbyl palmitate, arabo-ascorbic acid, sodium erythorbate, vitamin E, carotenoid, Folium Bambusae antioxidant or tea polyphenols;
Described weak acid is formic acid, acetic acid, hydroxyacetic acid, lactic acid, tartaric acid, malic acid, fumaric acid, ascorbic acid, cinnamic acid, benzoic acid, ferulic acid, caffeic acid, gallic acid or phosphoric acid.
Further improvement as the preparation method of Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract of the present invention: Flos Osmanthi Fragrantis is Osmanthus fragrans var.thunbergii., silver-colored osmanthus, four seasons osmanthus or Osmanthus tragranscv.Aurantiacu.
As the further improvement of the preparation method of Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract of the present invention, be following any one method:
Method one, comprise the following steps:
(a), 1kg Osmanthus tragranscv.Aurantiacu dry flower (moisture≤10%) is crushed to and can crosses 20 object sieves, be added to 10L volumetric concentration and be in 90% ethanol water, add AOB solution 2L, utilizing 1mol/L acetic acid aqueous solution to adjust pH is 5, obtains extraction solution again;
In every liter of AOB solution, contain 1g AOB;
(b), extraction solution is carried out at 50～80 ℃ to lixiviate 2 hours, be cooled to after room temperature, filter or centrifugal, obtain extracting solution;
(c), extracting solution is reclaimed to ethanol through concentrating under reduced pressure, obtain concentrated solution; Dilute with water again, until the pH of gained diluent is 4;
(d), diluent is adsorbed to the ethanol water eluting that is 30% by volumetric concentration through adsorbent resin;
(e), after eluent concentrating under reduced pressure, spray-dried, low pressure is dried or microwave drying, obtains Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract;
Method two, comprise the following steps:
(a), 1kg Osmanthus fragrans var.thunbergii. dry flower fragmentation (moisture content≤10%) is crushed to and can crosses 20 object sieves, being added to 15L volumetric concentration is in 80% ethanol water, add arabo-ascorbic acid sodium water solution 2L, utilizing the adjustment of 1mol/L aqueous formic acid to extract pH value of solution is 5, obtains extraction solution again;
In every liter of arabo-ascorbic acid sodium water solution, contain 1g sodium erythorbate;
(b), extraction solution is carried out at 50～80 ℃ to lixiviate 2 hours, be cooled to after room temperature, filter or centrifugal, obtain extracting solution;
(c), extracting solution is reclaimed to ethanol through concentrating under reduced pressure, obtain concentrated solution; Dilute with water again, until the pH of gained diluent is 5;
(d), diluent is adsorbed to the ethanol water eluting that is 30% by volumetric concentration through adsorbent resin;
(e), after eluent concentrating under reduced pressure, spray-dried, low pressure is dried or microwave drying, obtains Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract.
The present invention also provides the compositions of utilizing above-mentioned Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract preparation and obtain simultaneously: the Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract that described combination species contain 0.01～99.9wt%, surplus is carrier.
Improvement as compositions of the present invention: compositions is pharmaceutical composition, Halth-care composition, food compositions or cosmetic composition.
The present invention also provides the purposes of above-mentioned Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract simultaneously: for the preparation of food, medicine or the health product of preventing and treating diabetes.
In the present invention, room temperature generally refers to 10～25.℃
The inventor is through further investigation for many years, the various compositions of Flos Osmanthi Fragrantis carried out extracting separate, and obtained and a kind ofly can effectively prevent and treat the extract of diabetes, and the research of this extract is shown, this extract is mainly containing compositions such as verbascoside, different verbascosides.Complete on this basis the present invention.
As used herein, Flos Osmanthi Fragrantis (Osmanthus fragrans) refers to the flower of osmanthus fragrans.
The raw material that the present invention adopts can carry out pretreatment, also can be without pretreatment.A kind of preferred feedstock is the Flos Osmanthi Fragrantis of powder type.For example, collect fresh Flos Osmanthi Fragrantis, pulping squeezing or collection Flos Osmanthi Fragrantis dry flower, be crushed to approximately 20～40 object powder.
Can be used for osmanthus cultivars of the present invention and be not particularly limited, can be the Flos Osmanthi Fragrantis of different cultivars, preferably Osmanthus fragrans var.thunbergii., silver-colored osmanthus, four seasons osmanthus, Osmanthus tragranscv.Aurantiacu.
As used herein, " active substance of the present invention " refers to Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract.Preferably, this Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract contains 30～90% phenylethanoid glycosides; In Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract, verbascoside content is 25～80%(% by weight), in phenylethanoid glycosides, verbascoside is 48:1～300:1 with the ratio of the weight of different verbascoside.
As used herein, " active substance preparation of the present invention " or " active compound of the present invention " refers to the compositions that contains Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract, comprises pharmaceutical composition and Halth-care composition.
Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract of the present invention is a kind of take verbascoside, different verbascoside as main mixture.With spectrophotometry, take verbascoside as standard substance, the content that records phenylethanoid glycosides in extract is 30～90% (being preferably 40～80%); Use HPLC technical Analysis, in extract, verbascoside content is 25～80% (being preferably 35～70%), and in phenylethanoid glycosides, verbascoside is 48:1～300:1 (being preferably 48:1～150:1) with the ratio of different verbascoside content.
Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract of the present invention has the beneficial functional of the diabetes of preventing and treating, and therefore can be used for preparing relevant medicine, health product.Therefore, the present invention also provides a kind of compositions (comprising pharmaceutical composition, Halth-care composition and food compositions etc.) of Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract of the present invention as active ingredient that contain.These compositionss can be used for prevention, treatment or adjuvant therapy of diabetes.
Obtaining after Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract, available conventional method by its with pharmaceutically, acceptable carrier, excipient or diluent mix mutually in bromatology or on health product or cosmetics, form pharmaceutical composition of the present invention, food compositions or Halth-care composition.This class carrier comprises (but being not limited to): saline, buffer, glucose, water, glycerol, ethanol and combination thereof.
Take pharmaceutical composition or Halth-care composition as example, they can be solid-state (as granule, tablet, lyophilized powder, suppository, capsule, sublingual lozenge) or liquid (as oral liquid) or other suitable shapes.The content of active component of the present invention (Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract) is generally 1～99% of composition weight, is preferably 5～90%, is more preferably 10～85%, and best 20～80%.Pharmaceutical composition can be single dose or multi-agent form.By application dosage, conventionally contain 10～2000mg/ agent, preferably approximately 20～1000mg/ agent, more preferably 50～500mg/ agent.
Pharmaceutical composition of the present invention can carry out administration by conventional route, and optimal way is oral.Pharmaceutical preparation should match with administering mode.The amount of application of medicine of the present invention, calculates by Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract, is generally approximately 0.1～500mg/kg body weight every day, preferably about 0.5～200mg/kg body weight.In addition, preparation of the present invention also can use together with other treatment agent.
Major advantage of the present invention is:
(a) provide a kind of originate wide, form distinct, best in quality, quality controllable, of many uses and there is the Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract of prevent diabetes.
(b) realized the high efficiency extraction of phenylethanoid glycosides in Flos Osmanthi Fragrantis by the technology of the present invention, and technological operation is easy, the Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract quality obtaining is good, stay in grade.
Accompanying drawing explanation
Below in conjunction with accompanying drawing, the specific embodiment of the present invention is described in further detail.
Fig. 1 is the liquid chromatogram of Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract.
Fig. 2 is the liquid chromatogram of verbascoside and different verbascoside.
Fig. 3 is the chemical structural drawing of verbascoside and different verbascoside.
The specific embodiment
Below in conjunction with specific embodiment, further set forth the present invention.Should be understood that these embodiment are only not used in and limit the scope of the invention for the present invention is described.The experimental technique of unreceipted actual conditions in the following example, conventionally according to normal condition, or the condition of advising according to manufacturer.
Universal method
1) phenylethanoid glycosides assay:
50.0mg Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract is dissolved in to methanol, be settled to 100ml, get 3ml and add use ultraviolet spectrophotometer in quartz colorimetric utensil to detect its light absorption value, replication 3 times at 338nm place, take verbascoside as standard substance, calculate phenylethanoid glycosides content according to standard curve.
2) verbascoside and different verbascoside assay-high performance liquid chromatography (HPLC) in Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract:
Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract adds 2%(volume %) acetic acid solution dissolving, make 500 μ g/mL solution, cross 0.45 μ m film, sample introduction.High performance liquid chromatograph device: Shimadzu LC-2010A high performance liquid chromatogram, SPD-20A UV-detector, BDS C18 post (4.6mm × 250mm, 5 μ m i.d.), mobile phase: acetonitrile: 2% acetum (volume ratio of 20:80), detects wavelength: 330nm, flow velocity: 0.8mL/min, column temperature: 35 ℃, sampling volume 10 μ L.Take verbascoside and different verbascoside as standard substance, qualitative according to retention time, quantitative according to peak area external standard method.
Embodiment 1:
By 1kg Osmanthus fragrans var.thunbergii. dry flower fragmentation (moisture content≤10%, be crushed to and can cross 20 object sieves), add the 80%(volume % of 15L) in ethanol water, add again 0.1% arabo-ascorbic acid sodium water solution (, in described every liter of arabo-ascorbic acid sodium water solution, contain 1g sodium erythorbate) 2L, utilizes the adjustment of 1mol/L aqueous formic acid to extract pH value of solution in 5 left and right; At temperature 50 C～80 ℃, carry out lixiviate 2 hours, be cooled to after room temperature, filter and obtain extracting solution; Extracting solution, directly through concentrating under reduced pressure (in 0.010～0.100MPa, temperature is 50～60 ℃), is reclaimed to ethanol, obtain concentrated solution (about 4L), then dilute with water, until diluent pH is 5 left and right; By diluent through adsorbent resin absorption (adsorbent resin is HPD300, and consumption is 1L), with 30%(volume %) ethanol water 2L eluting; After eluent concentrating under reduced pressure (in 0.010～0.100MPa MPa, temperature is 75～90 ℃), spray-dried (inlet temperature is 180～200 ℃, and leaving air temp is 85～95 ℃), can obtain Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract powder 184g.
Extract is carried out to component analysis, result is: in Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract, phenylethanoid glycosides content is 75.3%, Fig. 1-3 show, Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract contains verbascoside (69.4%) and different verbascoside (0.9%), verbascoside: different verbascoside=77:1(weight ratio).
Comparative example 1-1, " the 80%(volume % of 15L) ethanol water " in embodiment 1 made into " straight alcohol of 12L ", all the other are with embodiment 1.
Finally can obtain Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract powder 171g.In the Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract of gained, phenylethanoid glycosides content is 70.5%, and Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract contains verbascoside (65.6%) and different verbascoside (0.9%).
Comparative example 1-2, " the 80%(volume % of 15L) ethanol water " in embodiment 1 made into " the 60%(volume % of 20L) ethanol water ", all the other are with embodiment 1.
Finally can obtain Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract powder 187g.In the Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract of gained, phenethyl alcohol glycoside content is 71.2%, and Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract contains verbascoside (67.3%) and different verbascoside (0.8%).
Comparative example 2-1, " 0.1% arabo-ascorbic acid sodium water solution 2L " made into: 0.04% arabo-ascorbic acid sodium water solution (, containing 0.4g sodium erythorbate in described every liter of arabo-ascorbic acid sodium water solution) 2L; All the other are with embodiment 1.
Finally can obtain Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract powder 123.8g.In the Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract of gained, phenylethanoid glycosides content is 25.2%, and Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract contains verbascoside (23.4%) and different verbascoside (0.2%).
Comparative example 2-2, general " 0.1%(quality %) arabo-ascorbic acid sodium water solution 2L " make into: 1.0% arabo-ascorbic acid sodium water solution (, containing 10g sodium erythorbate in described every liter of arabo-ascorbic acid sodium water solution) 2L; All the other are with embodiment 1.
Finally can obtain Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract powder 172.7g.In the Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract of gained, phenylethanoid glycosides content is 75.3%, and Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract contains verbascoside (69.4%) and different verbascoside (0.9%).
Comparative example 3-1 regulates 3.5 by adjusting pH to 5 instead, and all the other are with embodiment 1.
Finally can obtain Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract powder 160.6g.In the Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract of gained, phenylethanoid glycosides content is 64.2%, and Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract contains verbascoside (60.5%) and different verbascoside (0.7%).
Comparative example 3-2 regulates 6.5 by adjusting pH to 5 instead, and all the other are with embodiment 1.
Finally can obtain Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract powder 151.9g.In the Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract of gained, phenylethanoid glycosides content is 61.1%, and Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract contains verbascoside (56.8%) and different verbascoside (0.7%).
Comparative example 4-1, " at 50 ℃～80 ℃, carrying out lixiviate 2 hours " made into " at 30 ℃～49 ℃, carrying out lixiviate 4 hours ", all the other are with embodiment 1.
Finally can obtain Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract powder 142.8g.In the Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract of gained, phenylethanoid glycosides content is 74%, and Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract contains verbascoside (68.5%) and different verbascoside (0.85%).
Comparative example 4-2, " at 50 ℃～80 ℃, carrying out lixiviate 2 hours " made into " at 90 ℃～100 ℃, carrying out lixiviate 2 hours ", all the other are with embodiment 1.
Finally can obtain Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract powder 194.6g.In the Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract of gained, phenylethanoid glycosides content is 70.5%, and Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract contains verbascoside (66.8%) and different verbascoside (0.9%).
Embodiment 2:
By 1kg four seasons osmanthus dry flower fragmentation (moisture content≤10%, be crushed to and can cross 20 object sieves), add the 90%(volume % of 10L) in ethanol water, add again 0.2% aqueous ascorbic acid (, in described every liter of aqueous ascorbic acid, contain 2g ascorbic acid) 2L, utilizes the adjustment of 0.5mol/L acetic acid aqueous solution to extract pH value of solution in 4 left and right; At temperature 50 C～80 ℃, carry out lixiviate 2 hours, be cooled to after room temperature, filter and obtain extracting solution; Extracting solution, directly through concentrating under reduced pressure (in 0.010～0.100MPa, temperature is 50～60 ℃), is reclaimed to ethanol, obtain concentrated solution (about 1.5L), then dilute with water, until diluent pH is 4 left and right; By diluent through adsorbent resin absorption (described adsorbent resin is HPD300, and consumption is 1L), with 30%(volume %) ethanol water 2L eluting; After eluent concentrating under reduced pressure (in 0.010～0.100MPa MPa, temperature is 75～90 ℃), through microwave drying (technological parameter is: microwave power 500W, microwave irradiation time 60min), can obtain Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract powder 234g.
Extract is carried out to component analysis, in result Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract, phenylethanoid glycosides content is 47.3%, Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract contains verbascoside (40.5%) and different verbascoside (0.2%), verbascoside: different verbascoside=203(weight ratio).
Embodiment 3:
By 1kg Osmanthus tragranscv.Aurantiacu dry flower fragmentation (moisture content≤10%, be crushed to and can cross 20 object sieves), be added to the 90%(volume % of 10L) in alcoholic solution, add again 0.1% AOB aqueous solution (, in described every liter of AOB aqueous solution, contain 1g AOB) 2L, utilizes the adjustment of 1mol/L acetic acid aqueous solution to extract pH value of solution in 5 left and right; Must extract solution; Extraction solution is carried out to lixiviate 2 hours at temperature 50 C～80 ℃, be cooled to after room temperature, filter and obtain extracting solution; Extracting solution, directly through concentrating under reduced pressure (in 0.010～0.100MPa, temperature is 50～60 ℃), is reclaimed to ethanol, obtain concentrated solution (about 2.5L), then dilute with water, until diluent pH is 4 left and right; By diluent through adsorbent resin absorption (described adsorbent resin is HPD300, and consumption is 1L), with 30%(volume %) ethanol water 2L eluting; After eluent concentrating under reduced pressure (in 0.010～0.100MPa MPa, temperature is 75～90 ℃), through microwave drying (technological parameter is: microwave power 500W, microwave irradiation time 60min), can obtain Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract powder 258g.
Extract is carried out to component analysis, in result Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract, phenylethanoid glycosides content is 74.5%, Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract contains verbascoside (68.9%) and different verbascoside (1.4%), verbascoside: different verbascoside=48(weight ratio).
Embodiment 4:
By 1kg silver osmanthus dry flower fragmentation (moisture content≤10%, be crushed to and can cross 20 object sieves), add the 50%(volume % of 15L) in alcoholic solution, add again 0.1% aqueous ascorbic acid (, in described every liter of aqueous ascorbic acid, contain 1g ascorbic acid) 2L, utilize the adjustment of 1mol/L acetic acid aqueous solution to extract pH value of solution in 4 left and right, obtain extraction solution; Extraction solution is carried out to lixiviate 2 hours at temperature 50 C～80 ℃, be cooled to after room temperature, filter, obtain extracting solution; Extracting solution, directly through concentrating under reduced pressure (in 0.010～0.100MPa, temperature is 50～60 ℃), is reclaimed to ethanol, obtain concentrated solution (about 10L), then dilute with water, until diluent pH is 4 left and right; By diluent through adsorbent resin absorption (described adsorbent resin is HPD300, and consumption is 1L), with 30%(volume %) ethanol water 2L eluting; After eluent concentrating under reduced pressure (in 0.010～0.100MPa MPa, temperature is 75～90 ℃), through microwave drying (technological parameter is: microwave power 500W, microwave irradiation time 60min), can obtain Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract powder 107g.
Extract is carried out to component analysis, in result Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract, phenylethanoid glycosides content is 86.1%, Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract contains verbascoside (79.3%) and different verbascoside (0.3%), verbascoside: different verbascoside=264(weight ratio).
Active testing example
The effect of the Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract for preventing and treating diabetes of test implementation example 1, embodiment 3, embodiment 4 in following test case.
Embodiment 5:
100 of normal Wistar rats >, adaptability was fed after 1 week, randomly draw 8 as Normal group, the common forage feed that maintains, all the other rat high glucose and high fat forage feeds, feed after 4 weeks, fasting be can't help water after 12 hours, and the modeling of lumbar injection 30mg/kg streptozotocin, after 7 days, tail vein blood is surveyed blood glucose, and its fasting glucose >=11.1mol/L is type 2 diabetes mellitus modeling success.Discard into mould rat, by become mould rat be divided at random 4 groups of model control group (gavage same volume normal saline), metformin hydrochloride group gavage 0.5g/kg, Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract embodiment 1, embodiment 3, embodiment (low, high dose group in phenylethanoid glycosides be respectively 0.2,0.5g/kg), 201310169455.1 Flos Osmanthi Fragrantis polyphenol extract (in total phenols+phenethyl alcohol glycoside 0.5g/kg), verbascoside group gavage 0.5g/kg, 8 every group.After administration 4 weeks, abdominal aortic blood is surveyed fasting glucose.Adopt SPSS20.0 software to carry out statistical analysis, between many groups, relatively represent experimental result with x ± s, P < 0.05 is significant difference, relatively adopts t check between group, and P < 0.05 is significant difference.The result demonstration of table 1, before medication, compared with normal group, the blood glucose value of model group rat significantly raises, and modeling success is described.Each dosage group medication of 4 groups of Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract embodiment 1, embodiment 3, embodiment, 201310169455.1 Flos Osmanthi Fragrantis polyphenol extract group and verbascoside group, metformin hydrochloride group is after 8 weeks, all can make the blood glucose of diabetes rat obviously reduce, and before and after medication, the blood glucose value of rat have significant difference (P < 0.05).High dose Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract can significantly reduce rat fasting blood-glucose, and reduction rate is 47.8%-56.7%, is all better than the function of reducing blood sugar (44.0% and 34.6%) of the Flos Osmanthi Fragrantis polyphenol extract group of same dosage verbascoside group and [201310169455.1].
The impact of table 1 Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract on diabetes model rat blood sugar
Note: ▲ P<0.01 represented and Normal group comparison; * represent and model control group comparison P<0.01; # represents to compare before and after medication, P<0.05; Flos Osmanthi Fragrantis polyphenol extract is for preparing gained according to embodiment 1 in patent of invention [201310169455.1].
Embodiment 6:
Diabetics 342 examples, all meet WH0 diabetes diagnosis standard, wherein male 199 examples, female's 143 examples, 37～69 years old age, average (51.39 ± 4.72) year, the course of disease 6～17 years, average (11.07 ± 6.34) year.Be divided into 1 group of 70 example of embodiment, 3 group of 71 example of embodiment, 4 group of 64 example of embodiment, Flos Osmanthi Fragrantis polyphenol extract group 68 examples of [201310169455.1], verbascoside 69 examples, learn by statistics at aspects such as sex, age, fasting glucose for two groups and process there are no significant difference (P > 0.05), there is comparability.Patient's main manifestations is " diabetes ", thirsty polydipsia, polyphagia, urinary micturition, dryness of the mouth and throat, the few tongue of red tongue, stringy pulse.Fasting glucose (10.47 ± 4.51) mmol/L, 2h-plasma glucose (12.67 ± 3.65) mmol/L.
Method is to take respectively Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract, the verbascoside of embodiment 1,3,4, in phenylethanoid glycosides 6g/ time, takes Flos Osmanthi Fragrantis polyphenol extract, and in total phenols+phenethyl alcohol glycoside 6g/ time, 2 times/day, be 8 weeks every group of course for the treatment of.Announce new " new Chinese medicine guideline of clinical investigations " according to health ministry, effective standard disappears substantially for treating rear symptom, fasting glucose < 7.2mmol/L, 2h-plasma glucose < 8.3mmol/L, or after treatment, blood glucose is treated front decline more than 30%.Effectively standard is: after treatment, symptom is obviously improved, fasting glucose < 8.3mmol/L, and 2h-plasma glucose < 10.0mmol/L, or after treatment, blood glucose is treated front decline more than 10%.Invalid: after treatment, symptom is not improved, blood glucose declines and does not reach above-mentioned standard.Statistical procedures adopts SPSS20.0 statistical package to carry out date processing and analysis, measurement data with mean ± standard deviation (x ± s) represents, between group, mean is relatively checked with t, P < 0.05 has statistical significance for difference.After five groups of patient treatments, the total effective rate for the treatment of is respectively 84.29%, 90.04%, 78.12%, 70.58%, 68.1%, be better than the Flos Osmanthi Fragrantis polyphenol extract of verbascoside and [201310169455.1] with dose delivery example 1,3 groups of embodiment, 4 groups of function of reducing blood sugars of embodiment, in table 2.Fasting glucose, 2h-plasma glucose comparison before and after five groups of treatments: after treatment group fasting glucose, 2 hours blood glucose treatments after the meal, all treatment is front significantly improves, before and after treatment, compare, difference has statistical significance (P < 0.05), be better than the Flos Osmanthi Fragrantis polyphenol extract of verbascoside and [201310169455.1] with dose delivery example 1,3 groups of embodiment, 4 groups of function of reducing blood sugars of embodiment, in table 3.
Table 2 Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract is to the comparison of diabetics curative effect
Note: Flos Osmanthi Fragrantis polyphenol extract is for preparing gained according to embodiment 1 in patent of invention [201310169455.1].
Table 3 Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract changes empty stomach and 2h-plasma glucose before and after diabetic therapy
Note: # represents to compare before and after medication, P<0.05; Flos Osmanthi Fragrantis polyphenol extract is for preparing gained according to embodiment 1 in patent of invention [201310169455.1].
Finally, it is also to be noted that, what more than enumerate is only several specific embodiments of the present invention.Obviously, the invention is not restricted to above embodiment, can also have many distortion.All distortion that those of ordinary skill in the art can directly derive or associate from content disclosed by the invention, all should think protection scope of the present invention.
Claims (10)
1. Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract, is characterized in that: in Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract, phenylethanoid glycosides content is 30～90%(% by weight), described phenylethanoid glycosides comprises verbascoside, different verbascoside.
2. Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract according to claim 1, it is characterized in that: in described Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract, verbascoside content is 25～80%(% by weight), in phenylethanoid glycosides, verbascoside is 48:1～300:1 with the ratio of the weight of different verbascoside.
3. Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract according to claim 1 and 2, is characterized in that: in described Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract, phenylethanoid glycosides content is 40～80%;
In described Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract, verbascoside content is 35～70%, and in phenylethanoid glycosides, verbascoside is 48:1～150:1 with the ratio of the weight of different verbascoside.
4. the preparation method of the Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract as described in as arbitrary in claim 1～3, is characterized in that comprising the following steps:
(a), by Flos Osmanthi Fragrantis dry flower (moisture≤10%) fragmentation, be added in ethanol water, then add the aqueous solution of antioxidant or antioxidant, then add weak acid until pH is 4～6, obtain extraction solution;
In described ethanol water, the volumetric concentration of ethanol is 30～99.9%;
The ethanol water of described every 1KG Flos Osmanthi Fragrantis dry flower adapted 10～15L;
The weight ratio of described antioxidant and Flos Osmanthi Fragrantis dry flower is: 0.05～10%;
(b), extraction solution is carried out at 50～80 ℃ to lixiviate 1.5～3.0 hours, be cooled to after room temperature, filter or centrifugal, obtain extracting solution;
(c), extracting solution is reclaimed to ethanol through concentrating under reduced pressure, obtain concentrated solution; Again by concentrated solution dilute with water, until the pH of gained diluent is 4-6;
(d), diluent is adsorbed to the ethanol water eluting that is 20～50% by volumetric concentration through adsorbent resin;
(e), after eluent concentrating under reduced pressure, dry, obtain Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract.
5. the preparation method of Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract according to claim 4, is characterized in that:
Described antioxidant is ascorbic acid, ascorbyl palmitate, arabo-ascorbic acid, sodium erythorbate, vitamin E, carotenoid, Folium Bambusae antioxidant or tea polyphenols;
Described weak acid is formic acid, acetic acid, hydroxyacetic acid, lactic acid, tartaric acid, malic acid, fumaric acid, ascorbic acid, cinnamic acid, benzoic acid, ferulic acid, caffeic acid, gallic acid or phosphoric acid.
6. the preparation method of Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract according to claim 5, is characterized in that: described Flos Osmanthi Fragrantis is Osmanthus fragrans var.thunbergii., silver-colored osmanthus, four seasons osmanthus or Osmanthus tragranscv.Aurantiacu.
7. the preparation method of Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract according to claim 6, is characterized in that for following any one method:
Method one, comprise the following steps:
(a), 1kg Osmanthus tragranscv.Aurantiacu dry flower (moisture≤10%) is crushed to and can crosses 20 object sieves, be added to 10L volumetric concentration and be in 90% ethanol water, add AOB solution 2L, utilizing 1mol/L acetic acid aqueous solution to adjust pH is 5, obtains extraction solution again;
In every liter of AOB solution, contain 1g AOB;
(b), extraction solution is carried out at 50～80 ℃ to lixiviate 2 hours, be cooled to after room temperature, filter or centrifugal, obtain extracting solution;
(c), extracting solution is reclaimed to ethanol through concentrating under reduced pressure, obtain concentrated solution; Dilute with water again, until the pH of gained diluent is 4;
(d), diluent is adsorbed to the ethanol water eluting that is 30% by volumetric concentration through adsorbent resin;
(e), after eluent concentrating under reduced pressure, spray-dried, low pressure is dried or microwave drying, obtains Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract;
Method two, comprise the following steps:
(a), 1kg Osmanthus fragrans var.thunbergii. dry flower fragmentation (moisture content≤10%) is crushed to and can crosses 20 object sieves, being added to 15L volumetric concentration is in 80% ethanol water, add arabo-ascorbic acid sodium water solution 2L, utilizing the adjustment of 1mol/L aqueous formic acid to extract pH value of solution is 5, obtains extraction solution again;
In every liter of arabo-ascorbic acid sodium water solution, contain 1g sodium erythorbate;
(b), extraction solution is carried out at 50～80 ℃ to lixiviate 2 hours, be cooled to after room temperature, filter or centrifugal, obtain extracting solution;
(c), extracting solution is reclaimed to ethanol through concentrating under reduced pressure, obtain concentrated solution; Dilute with water again, until the pH of gained diluent is 5;
(d), diluent is adsorbed to the ethanol water eluting that is 30% by volumetric concentration through adsorbent resin;
(e), after eluent concentrating under reduced pressure, spray-dried, low pressure is dried or microwave drying, obtains Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract.
8. utilize described Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract preparation as arbitrary in claim 1～3 and must compositions, it is characterized in that: the Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract that described combination species contain 0.01～99.9wt%, surplus is carrier.
9. compositions according to claim 8, is characterized in that: compositions is pharmaceutical composition, Halth-care composition, food compositions or cosmetic composition.
10. the purposes of the Flos Osmanthi Fragrantis phenethyl alcohol glycoside extract as described in as arbitrary in claim 1～3, is characterized in that: for the preparation of food, medicine or the health product of preventing and treating diabetes.
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