CN102670631B - Olive total phenylethanoid glycoside composition and preparation and application thereof - Google Patents
Olive total phenylethanoid glycoside composition and preparation and application thereof Download PDFInfo
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Abstract
The invention discloses an olive total phenylethanoid glycoside composition. The olive total phenylethanoid glycoside composition comprises 6 types of particular phenylethanoid glycoside compositions which include cistanoside E, calcelarioside B, verbascoside, isoverbascoside, forsythoside B and alyssonoside and are varied from a general formula A. Pathological tests show that the olive total phenylethanoid glycoside composition in the general formula A has good anti-liver fibrosis and liver protection effects, can be used as an active ingredient of medicines for resisting liver diseases, canbe independently used or combined with proper excipients and the like, and is prepared into oral or non-oral dosage forms by conventional methods to be used for preparing medicines for treating liverdiseases.
Description
Technical field
The present invention relates to a kind of phenethyl alcohol glycoside constituents that from national medicine four stupefied fiber crops, prepares fast, mainly contain extract and their preparation method and the application in anti-hepatic fibrosis of these chemical compounds.
Background technology
Hepatic fibrosis is the reparation reaction of hepatic tissue to chronic hepatic injury, being the result of a series of complexing actions such as polytype cell, oxidative stress, cytokine and somatomedin, is principal character with the hyperplasia and the abnormal deposition of extracellular matrix (ECM) composition.Hepatic fibrosis is not an independently disease, and the caused chronic hepatopathy of the various causes of disease comprises that viral hepatitis, fatty liver, alcoholic liver etc. all may cause hepatic fibrosis.Hepatic fibrosis is a chronic hepatopathy important pathological feature, also be the prelude that takes place of liver cirrhosis and must through intermediate link, wherein 25%～40% hepatic fibrosis finally develops into liver cirrhosis and even hepatocarcinoma.Therefore, the control hepatic fibrosis is the key link of clinical treatment chronic hepatopathy.WHO once made an appeal " who can stop or delay the generation of hepatic fibrosis, and who just will cure most of chronic hepatopathy ".Done a lot of researchs although the different links that scientist takes place to develop from hepatic fibrosis are started with, because too many levels, the complexity of liver cirrhosis pathology mechanism, the intervention effect of single link or targeting is still undesirable, still lacks special active drug clinically.
The effect of many target spots is the characteristic and the advantage of Chinese medicine, and Chinese medicine has the characteristics of multicomponent and too many levels effect, can bring into play comprehensive advantage to the disease of pathology complexity.In the process of preventing and treating new disease such as acquired immune deficiency syndrome (AIDS), SARS, bird flu and influenza A H1N1 influenza virus etc., Chinese medicine all shows better therapeutic effect, shows the not available advantage of a lot of Western medicine.The Chinese medicine anti-hepatic fibrosis can act on simultaneously from many aspects, and the principle in line with " follow card cure " contrasts polycentric method at random and treats, and the effect of Chinese medicine hepatic fibrosis is still very optimistic.
The root that Tujia medicine four stupefied fiber crops among the people are Labiatae Paraphlomis Herba phlomidis (Phlomis umbrosa Turcz), the South-West Hubei area is the topmost areal area of China Tujia.Studies show that, contain compositions such as phenethyl alcohol glycosides, the plain glycoside of phenylpropyl alcohol, the rare ether terpenoid of ring, flavonoid, Diterpenes, triterpenes in the four stupefied fiber crops.Wherein the phenethyl alcohol glycoside compounds is a kind of composition of outbalance in the four stupefied fiber crops, is that a class has extensive bioactive material.
In recent years, a lot of seminars are studied medicinal plants Herba phlomidis: document " chemical constitution study of Herba phlomidis ", Chinese herbal medicine such as Liu Shiwang, 1999,30 (3): 161-164, be divided into from the fat-soluble position of Herba phlomidis herb 16 chemical compounds; Document " four stupefied numb chemical constitution studies "; Liu Pu etc.; Acta Pharmaceutica Sinica; 2007,42 (4): 401-404, separate obtaining 5 phenethyl alcohol glycoside compounds: remove coffee acyl acteoside (cistanoside E) from four stupefied fiber crops; calcelarioside B; acteoside (verbascoside), Isoacteoside (isoverbascoside), the separation method of alyssonoside.Although the document has been reported the extraction separation method of phenethyl alcohol glycoside compounds; but the yield of its phenethyl alcohol glycoside compounds is extremely low, obtains from n-butanol extract 200 grams (3.6 kilograms of crude drugs); remove coffee acyl acteoside (cistanoside E; 31.5mg), calcelarioside B (26.5mg), acteoside (verbascoside; 82.3mg); Isoacteoside (isoverbascoside, 54.3mg), alyssonoside (28.6mg).Study resulting sample and be milligram level, be difficult to industrialization, in addition, also exist the application problem of poisonous organic solvent in the research process.
Summary of the invention
The purpose of this invention is to provide the total phenethyl alcohol glycoside compositions of a kind of four stupefied fiber crops.
In order to realize above purpose, the technical solution adopted in the present invention is: 1, the total phenethyl alcohol glycoside compositions of a kind of four stupefied fiber crops is characterized in that: the phenethyl alcohol glycoside chemical compound 1-6 that comprises following percentage by weight:
General formula A:
Chemical compound 1: remove coffee acyl acteoside (cistanoside E), R
1Be α-L-Rha, R
2Be H, R
3Be H, content is 3-5%;
Chemical compound 2:calcelarioside B, R
1Be H, R
2Be coffee acyl, R
3Be H, content is 5-10%;
Chemical compound 3: leaf cimicifugoside (verbascoside), R
1Be α-L-Rha, R
2Be coffee acyl, R
3Be H, content is 10-20%;
Chemical compound 4: Isoacteoside (isoverbascoside), R
1Be α-L-Rha, R
2Be H, R
3Be coffee acyl, content is 20-30%;
Chemical compound 5: Fructus Forsythiae ester glycoside (forsythoside B), R
1Be α-L-Rha, R
2Be coffee acyl, R
3Be β-D-Api, content is 20-30%;
Chemical compound 6:alyssonoside, R
1Be α-L-Rha, R
2Be Resina Ferulae acyl group, R
3Be β-D-Api, content is 2-5%.
The total phenethyl alcohol glycoside compositions of of the present invention four stupefied fiber crops is to adopt following method to extract: the extracting method of the total phenethyl alcohol glycoside compositions of a kind of four stupefied fiber crops, and its step is as follows:
1) with four stupefied anaesthetic material dryings, pulverizing, add its weight 10-20 mass concentration 40～70% ethanol doubly, under 40-60 ℃ of condition, filtered in reflux, extract, 8-10 hour, the filtrate evaporation and concentration is obtained soaking paste;
What 2) step 1) is obtained soaks the paste organic solvent dissolution, removes insoluble matter.With lysate and mass ratio is 1: the silica gel of 1-3 and kieselguhr uniform mixing, be placed on the local drying of ventilating, and obtain mixing;
3) with step 2) mixing that obtains extracts respectively with solvent ethyl acetate, ethyl acetate-ethanol, ethanol, extract merged distillation collect ethyl acetate/acetic acid 3: 1 and 2: 1 fraction sections, and concentrate and obtain crude product;
4) with the dissolve with ethanol of crude product with mass concentration 20-30%, filter, filtrate is separated with macroporous adsorbent resin column chromatography, with concentration is that the ethanol-water system of mass concentration 30-95% carries out gradient elution, collect 40-50% alcohol-water eluent, this eluent is concentrated, and drying obtains the total phenethyl alcohol glycoside compositions of four stupefied fiber crops.
Described reflux, extract, of step 1) and filtration repeat merging filtrate at least three times.
Step 2) described organic solvent is a kind of or its arbitrary combination in methanol, ethanol, the ethyl acetate, and preferred volume ratio is 2: 5 a ethyl acetate-ethanol.
Step 2) described silica gel and diatomaceous consumption be dissolved amount 2-4 doubly.
The volume ratio of the described ethyl acetate-ethanol of step 3) is 2-4: 1
The described ethyl acetate-ethanol extraction of step 3) adopts 4: 1,3: 1,2: 1 ethyl acetate-ethanol of its volume ratio to extract successively.
The 2.5-5 that each extraction solvent for use is a mixing weight in the step 3) doubly.
The described macroporous adsorbent resin of step 4) is D-101 macroporous adsorbent resin or AB-8 macroporous adsorbent resin.
The total phenethyl alcohol glycoside compositions of of the present invention four stupefied fiber crops, through the pathology evidence, have anti-hepatic fibrosis and hepatoprotective effect preferably, can be used as the active constituents of medicine of anti-hepatopathy, the active constituents of medicine of anti-hepatic fibrosis particularly, can be separately or combine with suitable excipient etc., make oral or non-peroral dosage form according to conventional method and be used to prepare the medicine for the treatment of hepatopathy.Extracting method of the present invention in addition adopts ethanol extraction, the ethanol of low concentration can make polar phase be extracted out to bigger phenethyl alcohol glycoside constituents is as much as possible, under 40-60 ℃ temperature, extract and both can guarantee that effective ingredient proposes, and can avoid the phenethyl alcohol glycoside compounds shortcoming of (as long reflux, extract) poor stability at high temperature again; The silica gel and the kieselguhr low price of sample mixed in employing, and solvent ethyl acetate and ethanol safety are better; The macroporous adsorbent resin that the uses use of can regenerating, water and ethanol as solvent, economical and convenient, be easy to industrialization.
Description of drawings
Fig. 1 is the HPLC spectrogram of six kinds of phenethyl alcohol glycoside compounds reference substances;
Fig. 2 is the HPLC spectrogram of six kinds of phenethyl alcohol glycoside compounds in the total phenethyl alcohol glycoside compositions of embodiment 1 four stupefied fiber crops;
Fig. 3 is the HPLC spectrogram of six kinds of phenethyl alcohol glycoside compounds in the total phenethyl alcohol glycoside compositions of embodiment 2 four stupefied fiber crops;
Fig. 4 is the HPLC spectrogram of six kinds of phenethyl alcohol glycoside compounds in the total phenethyl alcohol glycoside compositions of embodiment 3 four stupefied fiber crops;
1-6 difference representation compound 1～6 in Fig. 1～4.
The specific embodiment
Below in conjunction with specific embodiment technical scheme of the present invention is described in detail, but does not limit technical scheme of the present invention.
The total phenethyl alcohol glycoside compositions of four stupefied fiber crops of present embodiment, contain the chemical compound 1-6 of following percentage by weight:
Chemical compound 1: remove coffee acyl acteoside (cistanoside E), 4.1%;
Chemical compound 2:calcelarioside B, 6.4%;
Chemical compound 3: leaf cimicifugoside (verbascoside), 16.6%;
Chemical compound 4: Isoacteoside (isoverbascoside), 28.3%;
Chemical compound 5: Fructus Forsythiae ester glycoside (forsythoside B), 25.3%;
Chemical compound 6:alyssonoside, 2.6%;
Remaining is the phenethyl alcohol glycoside compounds and the unavoidable impurities of other low content.
The total phenethyl alcohol glycoside compositions of four stupefied fiber crops of present embodiment adopts following method to extract and obtains:
1) get drying, be ground into 60 purposes four stupefied numb 1 kilogram, adding 15 kilogram of 60% ethanol is to soak under 50 ℃ of conditions to extract 10 hours in temperature, it is to soak under 50 ℃ of conditions to extract 8 hours in temperature that residue adds 60% ethanol again, repeat to extract three times, merge extractive liquid,, decompression recycling ethanol get extractum 134g;
2) extractum is fully dissolved with ethyl acetate-ethanol mixed solvent (volume ratio is 2: 5), the elimination insoluble matter (drying weigh quality be 28 the gram), with lysate is the silica gel and kieselguhr (mass ratio is 1: the 3) uniform mixing of 318 grams with the quality multiple, be placed on the ventilation drying then, 100 mesh sieves are crossed in dry back, obtain mixing;
3) mixing is placed 2000 milliliters of triangular flasks, add 2: 1 ethyl acetate-ethanols of 3: 1 ethyl acetate-ethanols of 4: 1 ethyl acetate-ethanols of solvent ethyl acetate, volume ratio, volume ratio, volume ratio, alcohol extraction successively respectively, each solvent is 3 times (solvent of each extraction divides two parts extraction) of mixing weight, collect ethyl acetate-ethanol 3: 1 and 2: 1 extraction sections, concentrate, weigh, obtain crude product 43.2 grams;
4) be that 20% ethanol is dissolution with solvents with the crude product mass concentration, filter, getting filtrate separates with macroporous adsorbent resin column chromatography, be that 30%, 40%, 50%, 60% and 95% ethanol-water system eluent carries out gradient elution with concentration successively, collecting the ethanol volumetric concentration is 40% and 50% alcohol-water eluting fraction, be evaporated to and soak paste,, promptly get total phenethyl alcohol glycoside compositions 22.3 grams of four stupefied fiber crops extractum vacuum decompression drying under 50～60 ℃ of temperature.
The detection chromatographic condition of phenethyl alcohol glycoside compounds
The Agilent1100 high performance liquid chromatograph;
Chromatographic column: Zorbax SB C
18Chromatographic column (4.6 * 250mm, 5 μ m);
Mobile phase: acetonitrile-potassium dihydrogen phosphate buffer salt (18: 82);
Flow: 0.8mLmin
-1
Detect wavelength: 334nm;
Column temperature: 30 ℃;
Sample size: 10 μ L.
Through assay, each components contents is followed successively by coffee acyl acteoside (cistanoside E) 4.1% in the total phenethyl alcohol glycoside compositions of four stupefied fiber crops of present embodiment, calcelarioside B 6.4%, acteoside (verbascoside) 16.6%, Isoacteoside (isoverbascoside) 28.3%, forsythiaside B (forsythoside B) 25.3%, alyssonoside2.6%; Total phenethyl alcohol glycoside content is greater than 83.3%.
The total phenethyl alcohol glycoside compositions of four stupefied fiber crops of present embodiment, contain the chemical compound 1-6 of following percentage by weight:
Chemical compound 1: remove coffee acyl acteoside (cistanoside E), 3.8%;
Chemical compound 2:calcelarioside B, 7.2%;
Chemical compound 3: leaf cimicifugoside (verbascoside), 18.9%;
Chemical compound 4: Isoacteoside (isoverbascoside), 26.8%;
Chemical compound 5: Fructus Forsythiae ester glycoside (forsythoside B), 22.3%;
Chemical compound 6:alyssonoside, 2.2%;
Remaining is the phenethyl alcohol glycoside compounds and the unavoidable impurities of other low content.
The total phenethyl alcohol glycoside compositions of four stupefied fiber crops of present embodiment adopts following method to extract and obtains:
1) get drying, be ground into 60 purposes four stupefied numb 3 kilograms, adding 60 kilograms of (20 times) 70% ethanol is to soak under 40 ℃ of conditions to extract 9 hours in temperature, it is to soak under 40 ℃ of conditions to extract 9 hours in temperature that residue adds 70% ethanol again, repeat to extract four times, merge extractive liquid,, decompression recycling ethanol get extractum 452g;
2) extractum is fully dissolved with ethyl acetate-ethanol mixed solvent (volume ratio is 2: 5), the elimination insoluble matter (drying weigh quality be 90 the gram), with the lysate quality is the silica gel and kieselguhr (mass ratio is 1: the 2) uniform mixing of 1448 grams, be placed on the ventilation drying then, 100 mesh sieves are crossed in dry back, obtain mixing;
3) mixing is placed container, add 2: 1 ethyl acetate-ethanols of 3: 1 ethyl acetate-ethanols of 4: 1 ethyl acetate-ethanols of solvent ethyl acetate, volume ratio, volume ratio, volume ratio, alcohol extraction successively respectively, each solvent is 2.5 times (solvent of each extraction divides the extraction of three parts) of mixing weight, collect ethyl acetate-ethanol 3: 1 and 2: 1 extraction sections, concentrate, weigh, obtain crude product 141.8 grams;
4) be that 30% ethanol is dissolution with solvents with the crude product mass concentration, filter, getting filtrate separates with macroporous adsorbent resin column chromatography, be that 30%, 40%, 50%, 60% and 95% ethanol-water system eluent carries out gradient elution with concentration successively, collecting the ethanol volumetric concentration is 40% and 50% alcohol-water eluting fraction, be evaporated to and soak paste,, promptly get total phenethyl alcohol glycoside compositions 80.6 grams of four stupefied fiber crops extractum vacuum decompression drying under 50～60 ℃ of temperature.
The detection chromatographic condition of phenethyl alcohol glycoside compounds is identical with embodiment 1.
Through assay, each components contents is followed successively by coffee acyl acteoside (cistanoside E) 3.8% in the total phenethyl alcohol glycoside compositions of four stupefied fiber crops of present embodiment, calcelarioside B 7.2%, acteoside (verbascoside) 18.9%, Isoacteoside (isoverbascoside) 26.8%, forsythiaside B (forsythoside B) 22.3%, alyssonoside2.2%; Total phenethyl alcohol glycoside content is greater than 81.2%.
The total phenethyl alcohol glycoside compositions of four stupefied fiber crops of present embodiment, contain the chemical compound 1-6 of following percentage by weight:
Chemical compound 1: remove coffee acyl acteoside (cistanoside E), 3.6%;
Chemical compound 2:calcelarioside B, 6.8%;
Chemical compound 3: leaf cimicifugoside (verbascoside), 16.9%;
Chemical compound 4: Isoacteoside (isoverbascoside), 25.7%;
Chemical compound 5: Fructus Forsythiae ester glycoside (forsythoside B), 22.4%;
Chemical compound 6:alyssonoside, 3.2%;
Remaining is the phenethyl alcohol glycoside compounds and the unavoidable impurities of other low content.
The total phenethyl alcohol glycoside compositions of four stupefied fiber crops of present embodiment adopts following method to extract and obtains:
1) get drying, be ground into 60 purposes four stupefied numb 5 kilograms, adding 50 kilograms of (10 times) 40% ethanol is to soak under 60 ℃ of conditions to extract 10 hours in temperature, it is to soak under 60 ℃ of conditions to extract 9 hours in temperature that residue adds 40% ethanol again, repeat to extract five times, merge extractive liquid,, decompression recycling ethanol get extractum 741g;
2) extractum is fully dissolved with ethyl acetate-ethanol mixed solvent (volume ratio is 2: 5), the elimination insoluble matter (drying weigh quality be 90 the gram), with the lysate quality is the silica gel and kieselguhr (mass ratio is 1: the 1) uniform mixing of 2905 grams, be placed on the ventilation drying then, 100 mesh sieves are crossed in dry back, obtain mixing;
3) mixing is placed container, add 2: 1 ethyl acetate-ethanols of 3: 1 ethyl acetate-ethanols of 4: 1 ethyl acetate-ethanols of solvent ethyl acetate, volume ratio, volume ratio, volume ratio, alcohol extraction successively respectively, each solvent is 5 times (solvent of each extraction divides the extraction of three parts) of mixing weight, collect ethyl acetate-ethanol 3: 1 and 2: 1 extraction sections, concentrate, weigh, obtain crude product 230.5 grams;
4) be that 30% ethanol is dissolution with solvents with the crude product mass concentration, filter, getting filtrate separates with macroporous adsorbent resin column chromatography, be that 30%, 40%, 50%, 60% and 95% ethanol-water system eluent carries out gradient elution with concentration successively, collecting the ethanol volumetric concentration is 40% and 50% alcohol-water eluting fraction, be evaporated to and soak paste,, promptly get total phenethyl alcohol glycoside compositions 121.3 grams of four stupefied fiber crops extractum vacuum decompression drying under 50～60 ℃ of temperature.
The detection chromatographic condition of phenethyl alcohol glycoside compounds is identical with embodiment 1.
Through assay, each components contents is followed successively by coffee acyl acteoside (cistanoside E) 3.6% in the total phenethyl alcohol glycoside compositions of four stupefied fiber crops of present embodiment, calcelarioside B 6.8%, acteoside (verbascoside) 16.9%, Isoacteoside (isoverbascoside) 25.7%, forsythiaside B (forsythoside B) 22.4%, alyssonoside3.2%; Total glycosides content is greater than 78.6%.
Pharmacological testing
1. test material
The total phenethyl alcohol glycoside compositions of four stupefied fiber crops: [coffee acyl acteoside (cistanosideE) 3.8%, calcelariosideB7.2%, acteoside (verbascoside) 18.9%, Isoacteoside (isoverbascoside) 26.8%, forsythiaside B (forsythosideB) 22.3%, alyssonoside2.2%; Total glycosides content is greater than 81.2%, i.e. the total phenethyl alcohol glycoside compositions of four stupefied fiber crops that obtains of embodiment].
Carbon tetrachloride (analytical pure, Tianjin good fortune chemical reagent in morning factory), SPF level Wistar rat, male, University Of Science and Technology Of He'nan's Experimental Animal Center provides.
2. method
Animal model is set up: with reference to classical CCl
4Rat liver fibrosis model preparation method: except that the normal control group, respectively tried rats by intraperitoneal injection CCl
440% the CCl that is made into according to 4: 6 ratios with olive oil
4Oil preparation (2mL/kg) 2 times weekly in totally 12 weeks, duplicates Liver Fibrosis Model.
Experiment grouping and administering mode: experiment will be divided into 6 groups: i.e. normal control group (normal saline), model group (CCl
4), sample sets (CCl
4+ total phenethyl alcohol glycoside) high, medium and low dosage group, positive drug matched group (CCl
4+ silymarin).Intraperitoneal injection in the time of modeling.
3. result of the test
Discover that four stupefied numb phenethyl alcohol glycosides total extracts have anti-liver injury, anti peroxidation of lipid, the hepatocellular effect of protection to the rat liver fibrosis model due to the carbon tetrachloride, and drug effect is better relatively.Experimental result is as follows:
1. four stupefied numb phenethyl alcohol glycoside crude extracts are to the influence of hepatic fibrosis rats organ index
Experimental result (seeing Table 1): with the blank group relatively, model group rat liver exponential sum index and spleen index significantly raise (p＜0.01); The high, medium and low dosage group of four stupefied numb phenethyl alcohol glycoside crude extracts can significantly reduce model group rat liver exponential sum index and spleen index.
Table 1 four stupefied numb crude extracts to the influence of hepatic fibrosis rats organ index (x ± s, n=12)
##p＜0.01 is compared with the normal control group;
*P＜0.05,
*P＜0.01 is compared with model group.
2. four stupefied numb phenethyl alcohol glycoside crude extracts are to the influence of hepatic fibrosis AST and ALT
Experimental result (table 2): compare with the blank group, model group rat blood serum ALT and AST content significantly raise (p＜0.01), and the high, medium and low dosage group of four stupefied numb phenethyl alcohol glycoside crude extracts can significantly reduce model group rat blood serum ALT and AST content.
Table 2 four stupefied numb phenethyl alcohol glycoside crude extracts to the influence of hepatic fibrosis rats AST and ALT (x ± s, n=12)
##p＜0.01 is compared with the normal control group;
*P＜0.05,
*P＜0.01 is compared with model group
3. four stupefied numb phenethyl alcohol glycoside crude extracts are to hepatic fibrosis HA, the influence of LN and Hyp
Experimental result (seeing Table 3): with the blank group relatively, model group rat blood serum HA, LN and Hyp content significantly raise (p＜0.01).Four stupefied numb phenethyl alcohol glycoside crude extracts can significantly reduce model group rat blood serum HA, LN and Hyp content.
Table 3 four stupefied numb phenethyl alcohol glycoside crude extracts are to hepatic fibrosis rats HA, and the influence of LN and Hyp (x ± s, n=12)
##p＜0.01 is compared with the normal control group;
*P＜0.05,
*P＜0.01 is compared with model group.
4. four stupefied numb phenethyl alcohol glycoside crude extracts are to hepatic fibrosis rats GSH, the influence of MDA and SOD
Experimental result (seeing Table 4): with the blank group relatively, model group rat blood serum GSH and SOD significantly reduce (p＜0.01), MDA significantly raise (p＜0.01).Four stupefied numb phenethyl alcohol glycoside crude extracts are elevation model group rat blood serum GSH and SOD and reduce MDA significantly.
Table 4 four stupefied numb phenethyl alcohol glycoside crude extracts are to hepatic fibrosis rats GSH, and the influence of MDA and SOD (x ± s, n=12)
##p＜0.01 is compared with the normal control group;
*P＜0.05,
*P＜0.01 is compared with model group.
Claims (7)
1. total phenethyl alcohol glycoside compositions of stupefied fiber crops is characterized in that: the phenethyl alcohol glycoside chemical compound 1-6 that comprises following percentage by weight:
General formula A:
Chemical compound 1:R
1Be α-L-Rha, R
2Be H, R
3Be H, content is 3-5%;
Chemical compound 2:R
1Be H, R
2Be coffee acyl, R
3Be H, content is 5-10%;
Chemical compound 3:R
1Be α-L-Rha, R
2Be coffee acyl, R
3Be H, content is 10-20%;
Chemical compound 4:R
1Be α-L-Rha, R
2Be H, R
3Be coffee acyl, content is 20-30%;
Chemical compound 5:R
1Be α-L-Rha, R
2Be coffee acyl, R
3Be β-D-Api, content is 20-30%;
Chemical compound 6:R
1Be α-L-Rha, R
2Be Resina Ferulae acyl group, R
3Be β-D-Api, content is 2-5%.
2. extracting method of the total phenethyl alcohol glycoside compositions of four stupefied fiber crops according to claim 1, it is characterized in that: its step is as follows:
1) with four stupefied anaesthetic material dryings, pulverizing, add its weight 10-20 mass concentration 40～70% ethanol doubly, under 40-60 ℃ of condition, filtered in reflux, extract, 8-10 hour, the filtrate evaporation and concentration is obtained soaking paste;
What 2) step 1) is obtained soaks the paste organic solvent dissolution, removes insoluble matter, is silica gel and the kieselguhr uniform mixing of 1:1-3 with lysate and mass ratio, is placed on to ventilate local dryly, obtains mixing;
3) with step 2) mixing that obtains extracts respectively with solvent ethyl acetate, ethyl acetate-ethanol, ethanol, extract merged distillation collect ethyl acetate/ethanol 3:1 and 2:1 fraction section, and concentrate and obtain crude product;
4) with the dissolve with ethanol of crude product with mass concentration 20-30%, filter, filtrate is separated with macroporous adsorbent resin column chromatography, with concentration is that the ethanol-water system of mass concentration 30-95% carries out gradient elution, collect 40-50% alcohol-water eluent, this eluent is concentrated, and drying obtains the total phenethyl alcohol glycoside compositions of four stupefied fiber crops;
Wherein: the described ethyl acetate-ethanol extraction of step 3) adopts the ethyl acetate-ethanol of its volume ratio 4:1,3:1,2:1 to extract successively; The 2.5-5 that each extraction solvent for use is a mixing weight in the step 3) doubly.
3. extracting method according to claim 2 is characterized in that: described reflux, extract, of step 1) and filtration repeat merging filtrate at least three times.
4. extracting method according to claim 2 is characterized in that: step 2) described organic solvent is a kind of or its arbitrary combination in methanol, ethanol, the ethyl acetate.
5. extracting method according to claim 2 is characterized in that: step 2) described silica gel and diatomaceous consumption be dissolved amount 2-4 doubly.
6. extracting method according to claim 2 is characterized in that: the described macroporous adsorbent resin of step 4) is D-101 macroporous adsorbent resin or AB-8 macroporous adsorbent resin.
7. the application of the total phenethyl alcohol glycoside compositions of four stupefied fiber crops in the preparation anti-hepatic fibrosis medicines according to claim 1.
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| CN105380998A (en) * | 2015-10-30 | 2016-03-09 | 新疆医科大学 | Application of cistanche phenylethanoid glycosides extract in preparing drugs for controlling hepatic fibrosis |
| CN105412131A (en) * | 2015-12-12 | 2016-03-23 | 吉林大学 | Application of verbascoside in preparation of pneumonia treatment drug |
| CN105753915B (en) * | 2016-03-03 | 2018-09-11 | 桂林医学院 | Caffeoyl benzyl carbinol glycoside compound and preparation method thereof and its application in anti-virus B hepatitis drug |
| CN109513008B (en) * | 2019-01-16 | 2021-03-23 | 温州医科大学 | Pharmaceutical composition for treating idiopathic interstitial pneumonia and preparation method thereof |
| CN110812375A (en) * | 2019-12-12 | 2020-02-21 | 中国海洋大学 | Phenylethanoid glycoside extract in Acanthus ilicifolius, preparation method thereof and application of extract as anti-liver injury medicine |
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