CN106008423B - A kind of phenylpropanoids and its preparation method and application - Google Patents
A kind of phenylpropanoids and its preparation method and application Download PDFInfo
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- CN106008423B CN106008423B CN201610467667.1A CN201610467667A CN106008423B CN 106008423 B CN106008423 B CN 106008423B CN 201610467667 A CN201610467667 A CN 201610467667A CN 106008423 B CN106008423 B CN 106008423B
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
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Abstract
The invention discloses a kind of phenylpropanoids and its preparation method and application, the phenylpropanoids are from black purple Swertia patens（Swertia atroviolacea）In it is isolated, Compound nomenclature is the ketone of 3 hydroxyl 1 (base of 61,3 dihydroisobenzofuran of methylol 5) propane 1, and its molecular formula is C12H14O4, there is following structural formula：（1）The preparation method of the phenylpropanoids, be using black purple Swertia patens as raw material, extracted through medicinal extract, MCI decolourings, silica gel column chromatography, high pressure liquid chromatography it is isolated.The phenylpropanoids are through 5αReductase activity is tested, to 5αReductase has good inhibiting effect.The invention also discloses the preparation method of above-claimed cpd and purposes.The compounds of this invention is simple in construction, and with preferable 5αEnzyme inhibition is reduced, can be used as and prepare 5αThe lead compound of reductase inhibitor.
Description
Technical field
The invention belongs to technical field of phytochemistry, and in particular to a kind of benzene for extracting to obtain first from black purple Swertia patens
Third chlorins compound and its preparation method and application.
Background technology
Swertia（Swertia）It is a category under Gentianaceae, about 170 kinds of the whole world, China has more than 80 to plant, main distribution
In Yunnan, Sichuan and other places.In China, the platymiscium is used as medicine with a long history, medicinal to have 35 kinds, has clearing heat secreting bile, removing dampness and detoxicating etc.
Effect, it is usually used in treating the diseases such as acute Jaundice Jaundice, osteomyelitis.The chemical composition of the platymiscium is enriched, and mainly has a mouthful mountain
The compounds such as ketone, flavones, iridoid, triterpene and alkaloid.Black purple Swertia patens（Swertia atroviolacea）For river deer tooth
Lepidium herbaceos perennial, it is born in the m of height above sea level 3400~4575 patana, more tor tops or rock seam, is Yunnan Province
The peculiar kind in Diqingzangzu area.
Phenylpropanoid Glycosides（phenylpropanoid）It is that naturally occurring a kind of phenyl ring is connected with three straight chain carbon（C6-C3 bases
Group）The compound of composition.Phenylpropanoids such as cumarin, lignanoid etc., are widely present in plant, in many fields
Such as medicine, food, cosmetics turn into important raw material, and many of which compound has various bioactivity, in medicine, biology
Have broad application prospects Deng field.The present invention is isolated a kind of with 5 from black purple Swertia patensα- reduction enzyme level is lived
Relevant report is not yet seen in the phenylpropanoids of property, the compound.
Steroids 5α- reductase is the memebrane protein being positioned on target cell microsome, relies on nicotinamide adenine dinucleotide phosphate（NADPH）Make
For hydrogen donor, catalysis reduces a series of steroid substrate such as testosterone, 17α- hydroxyl progesterone, androstenedione etc..Reduced in catalysis
Androgenic testosterone（T）It is changed into the double hydrogen testosterones of the stronger androgen of activity（DHT）During, 5α- reductase plays pass
Key acts on.T and its reductive metabolites DHT is to maintain male's dominant character and sexually matured essential male sex hormone, is accounted in males
Hormone 80% or so, wherein DHT are considered as the most strong androgen of internal effect.If internal DHT too high levels, it will cause
The related endocrinopathy of induced hormone effect, triggers a variety of diseases, as benign prostatic hyperplasis, acne, male baldness and
Female hirsutism etc..T and 5αThe compound that-reductase and its coenzyme NADP 11 are formed combines, if certain inhibitor is deposited
Because the structure of inhibitor is similar with T, inhibitor can also equally be combined with compound, and such inhibitor is just mutually competing with T-phase
Strive and combined with compound, so as to reduce conversions of the T to DHT, thus reduce internal DHT content, alleviate in vivo due to
Various diseases caused by DHT too high levels.By isolated a kind of with 5αThe Phenylpropanoid Glycosides class of-reductase active
Compound, the 5 of compound correlationα- reductase active also has no report.
The content of the invention
It is an object of the invention to provide a kind of new phenylpropanoids；Second purpose is to provide the Phenylpropanoid Glycosides
The preparation method of class compound；3rd purpose is that providing the phenylpropanoids is preparing 5αIn-reductase inhibitor
Application.
The first object of the present invention is achieved in that described phenylpropanoids are from dry black purple Swertia patens
（Swertia atroviolacea）It is isolated in herb, it is named as 3- hydroxyls -1- (the different benzos of 6- methylol -1,3- dihydros
Furans -5- bases) propane -1- ketone, it is English entitled：3-hydroxy-1-(6-hydroxymethyl-1,3-
Dihydroisobenzofuran-5-yl) propan-1-one, its molecular formula are C12H14O4, there is following structural formula：
The compound is light yellow gum thing.
The second object of the present invention is achieved in that the preparation method of described phenylpropanoids, is with drying
Black purple Swertia patens herb be raw material, extracted through medicinal extract, MCI decolourings, silica gel column chromatography, high pressure liquid chromatography step, be specially：
A, medicinal extract extracts:The herbs of black purple Swertia patens is crushed, 3 ~ 5 times are extracted at room temperature with 95% ethanol, 3 days every time,
Merge extract solution, filtering, be concentrated under reduced pressure extract solution, stands, filters out sediment, be condensed into medicinal extract a；
B, MCI decolourizes：Medicinal extract a MCI posts decolourize, and are eluted with 80%-95% methanol/waters, merge organic phase, are concentrated under reduced pressure into
Medicinal extract b；
C, silica gel column chromatography：Medicinal extract b carries out silica gel column layer with 100 ~ 200 mesh silica gel dry column-packings of the weight than 8 ~ 10 times of amounts
Analysis；Using volume proportion as 1:0、9:1、8:2、7:3、6:4、1:1 and 0:1 chloroform/acetone solution carries out gradient elution, collects ladder
Eluent, concentration are spent, merges identical part；
D, high pressure liquid chromatography separates：The 8 of step C eluent:The inverted C in 2 parts18Medium pressure liquid chromatography isolates and purifies,
Eluent corresponding to the min chromatographic peaks of gained 14 ~ 18, is further isolated and purified through high pressure liquid chromatography, produces described Phenylpropanoid Glycosides
Class compound.
The structure of phenylpropanoids prepared by method described above identifies what is come by the following method：
The compounds of this invention is light yellow gum thing；Ultraviolet spectra (solvent is methanol), λmax (log ε) 275
(3.74)、232 (3.86)、210 (4.05) nm；Infrared spectrum (pressing potassium bromide troche) νmax 3387、3086、2946、
1658、1610、1574、1456、1348、1267、1164、1038、876 cm-1；High resolution mass spectrum (HRESIMS) provides accurate point
Daughter ion peak m/z 245.0783 [M+Na]+(calculated value 245.0790).With reference to1H and13C H NMR spectroscopies provide a molecular formula
C12H14O4, degree of unsaturation 6.Ir data confirms hydroxyl (3387 cm be present in compound-1) and aromatic ring (1610,
1574、1456 cm-1) functional group.From1H and13C H NMR spectroscopies (attribution data is shown in Table -1) signal can be seen that 12 carbon of compound
Including five methylene（C-8、C-9、C-1'、C-2'、C-3'）, two olefinic carbon methines（C-3、C-6）And five quaternary carbons（Bag
Include a carbonyl C-7 and four olefinic carbons C-1, C-2, C-4, C-5）, these signals show that compound is phenylpropanoids.Root
The C-2 positions of phenyl ring are substituted according to H-1' (Fig. 3) susceptible of proof methylols related to C-1, C-2, C-3 HMBC；H-8 and C-1, C-7,
The related C-1 positions for showing propyl group and being substituted in phenyl ring of C-9 HMBC；Calculated and found according to degree of unsaturation, also had in addition in compound
One ring is present, and in HMBC spectrums, H-3' is related to C-2', C-4, C-5, C-6's and H-2' and C-3', C-3, C-4, C-5
Correlation confirms that C-2', C-3', C-4, C-5 form a furan nucleus；Have to carbonyl that HMBC is related according to H-6, H-8, H-9, can demonstrate,prove
Real carbonyl is located at C-7 positions, and so far the structure of this compound is determined.
The compound of table -1.1H NMR and13C NMR data (solvent CDCl3)
| No. | d C | d H (m, J, Hz) | No. | d C | d H (m, J, Hz) |
| 1 | 133.6 s | 7 | 201.5 s | ||
| 2 | 136.6 s | 8 | 43.5 t | 3.36 (t) 7.0 | |
| 3 | 128.0 d | 6.75 s | 9 | 57.3 t | 4.38 (t) 7.0 |
| 4 | 146.1 s | 1′ | 63.3 t | 4.46 s | |
| 5 | 138.9 s | 2′ | 74.3 t | 5.33 s | |
| 6 | 126.6 d | 7.75 s | 3′ | 73.5 t | 5.40 s |
The third object of the present invention is achieved in that described phenylpropanoids are preparing 5α- reduction enzyme level
Application in agent.
The compounds of this invention is separated from black purple Swertia patens first, passes through nuclear magnetic resonance and measuring method of mass spectrum
It is defined as phenylpropanoids, and characterizes its concrete structure.The compound is through active testing, the results showed that, it is to 5α- also
Protoenzyme inhibiting rate is 45.6 ± 2.85%, shows that the compound has certain 5α- reductase active.The compounds of this invention
Activity simple in construction preferably, can be used as 5αThe guiding compound of-reductase inhibitor, has a good application prospect.
Brief description of the drawings
Fig. 1 is the proton nmr spectra of phenylpropanoids of the present invention；
Fig. 2 is the carbon-13 nmr spectra of phenylpropanoids of the present invention；
Fig. 3 is the main HMBC relevant indicators of phenylpropanoids of the present invention.
Embodiment
The present invention is described in further detail with reference to the accompanying drawings and examples, but not in any way to the present invention
It is any limitation as, based on present invention teach that any conversion or improvement made, each fall within protection scope of the present invention.
Unless otherwise indicated, the percentage employed in the present invention is percentage by volume.
Phenylpropanoids of the present invention, it is from dry black purple Swertia patens（Swertia atroviolacea）
Isolated in herb, its molecular formula is C12H14O4, there is following structural formula：
The compound is light yellow gum thing, is named as 3- hydroxyls -1- (6- methylol -1,3- dihydroisobenzofurans -5-
Base) propane -1- ketone, it is English entitled：3-hydroxy-1-(6-hydroxymethyl-1,3-dihydroisobenzofuran-
5-yl)propan-1-one。
The preparation method of phenylpropanoids of the present invention, be using dry black purple Swertia patens herb as raw material,
Extracted through medicinal extract, MCI decolourings, silica gel column chromatography, high pressure liquid chromatography step, be specially：
A, medicinal extract extracts:The herbs of black purple Swertia patens is crushed, 3 ~ 5 times are extracted at room temperature with 95% ethanol, 3 days every time,
Merge extract solution, filtering, be concentrated under reduced pressure extract solution, stands, filters out sediment, be condensed into medicinal extract a；
B, MCI decolourizes：Medicinal extract a MCI posts decolourize, and are eluted with 80%-95% methanol/waters, merge organic phase, are concentrated under reduced pressure into
Medicinal extract b；
C, silica gel column chromatography：Medicinal extract b carries out silica gel column layer with 100 ~ 200 mesh silica gel dry column-packings of the weight than 8 ~ 10 times of amounts
Analysis；Using volume proportion as 1:0、9:1、8:2、7:3、6:4、1:1 and 0:1 chloroform/acetone solution carries out gradient elution, collects ladder
Eluent, concentration are spent, merges identical part；
D, high pressure liquid chromatography separates：The 8 of step C eluent:The inverted C in 2 parts18Medium pressure liquid chromatography isolates and purifies,
Eluent corresponding to the min chromatographic peaks of gained 14 ~ 18, is further isolated and purified through high pressure liquid chromatography, produces described Phenylpropanoid Glycosides
Class compound.
The medicinal extract b of the step C is more molten than the chloroform/methanol mixing of 1.5~3 times of amounts with weight before through silica gel column chromatography
Agent is dissolved, and 1 ~ 1.5 times of 80~100 mesh silica gel mixed samples are then weighed with medicinal extract.
The anti-phase C of the D steps18It is with the mm of 21.2 mm × 250,5 μm of C that medium pressure liquid chromatography, which isolates and purifies,18
Chromatographic column is stationary phase, and using 45% acetonitrile as mobile phase, flow velocity is 20 mL/min, UV-detector Detection wavelength is 210 ~
230 nm, each mL of sample introduction 2, collect 14 ~ 18 min chromatographic peak.
Eluent corresponding to 14 ~ 18 min chromatographic peaks of the D steps through high pressure liquid chromatography before isolating and purifying, removing
Dissolved after solvent with methanol.
It is flow velocity 3 mL/min using 40% acetonitrile as mobile phase that the high pressure liquid chromatography of the D steps, which isolates and purifies, 9.4
The mm of mm × 250,5 μm of C18Chromatographic column is stationary phase, and UV-detector Detection wavelength is 210 ~ 280 nm, each sample introduction 50
μ L, 15.2 min chromatographic peak is collected, is evaporated after repeatedly adding up.
The application of the present invention is preparing 5 for described phenylpropanoidsαApplication in-reductase inhibitor.
Black purple Swertia patens of the present invention can realize the present invention not by territorial restrictions, below to pick up from Yunnan Province
The black purple Swertia patens in enlightening celebrating area are raw material, and the present invention will be further described：
In the examples where no specific technique or condition is specified, according to the technology described by document in the art or condition or
Person is carried out according to product description.Agents useful for same or the unreceipted production firm person of instrument, being can be by buying the normal of acquisition
Advise product.If the solution in the present invention only gives solute, solvent is not disclosed, then those skilled in the art should know molten
Agent is water.Pure chloroform refers to 100% chloroform in the present invention, and pure acetone refers to 100% acetone, and pure methanol refers to 100% methanol.
Embodiment 1
To pick up from the black purple Swertia patens in Yunnan Province enlightening celebrating area as raw material.Black purple Swertia patens herb is sampled into 2.5 kg powder
It is broken, extracted at room temperature 4 times with 95% ethanol, every time extraction 3 days, 3.5 L, extract solution merge extract solution every time, filter, decompression
Medicinal extract is condensed into, obtains the g of medicinal extract 86.Medicinal extract MCI posts decolourize, and are eluted with 90% methanol/water, 55 g chlorine of the medicinal extract after decolouring
Imitative/methanol mixed solvent dissolving, then adds the g of 80 mesh silica gel 52 and mixes sample.After mixing sample, filled with the kg dry method of 100 ~ 200 mesh silica gel 1
Post；1 is followed successively by with volume ratio:0、9:1、8:2、7:3、6:4、1:1 and 0:1 chloroform/acetone solution carries out gradient elution, collects
Gradient eluent, concentration, merge identical part, wherein volume is 8:The g of 2 part 1；8:2 elution fractions are passed through anti-phase C18In
Pressure liquid chromatography, the medium pressure liquid chromatography is using the mm of 21.2 mm × 250,5 μm of C18Chromatographic column, flow rate of mobile phase 20
ML/min, mobile phase are 45% acetonitrile.UV-detector is dual wavelength detector, Detection wavelength 210,230 nm, is entered every time
The mL of sample 2, the eluent corresponding to 14 ~ 18 min chromatographic peaks is collected, is dissolved after eluent desolvation with methanol, lysate is again
It is passed through high pressure liquid chromatography to be isolated and purified, the high pressure liquid chromatography is using the mm of 9.4 mm × 250,5 μm of C18Chromatogram
Post, flow rate of mobile phase are 3 mL/min, and mobile phase is 40% acetonitrile, and UV-detector Detection wavelength is 210,254,280 nm,
Each μ L of sample introduction 50, eluent corresponding when chromatographic peak retention time is 15.2 min is collected, is evaporated after repeatedly adding up, i.e.,
Obtain the phenylpropanoids.
Embodiment 2
To pick up from the black purple Swertia patens in Yunnan Province enlightening celebrating area as raw material.Black purple Swertia patens herb is sampled into 2.5 kg powder
It is broken, extracted at room temperature 4 times with 95% ethanol, every time extraction 3 days, 3.5 L, extract solution merge extract solution every time, filter, decompression
Medicinal extract is condensed into, obtains the g of medicinal extract 86.Medicinal extract MCI posts decolourize, and are eluted with 90% methanol/water, 55 g chlorine of the medicinal extract after decolouring
Imitative/methanol mixed solvent dissolving, then adds the g of 80 mesh silica gel 52 and mixes sample.After mixing sample, filled with the kg dry method of 100 ~ 200 mesh silica gel 1
Post；1 is followed successively by with volume ratio:0、9:1、8:2、7:3、6:4、1:1 and 0:1 chloroform/acetone solution carries out gradient elution, collects
Gradient eluent, concentration, merge identical part, wherein volume is 8:The g of 2 part 1；8:2 elution fractions are passed through anti-phase C18In
Pressure liquid chromatography, the medium pressure liquid chromatography is using the mm of 21.2 mm × 250,5 μm of C18Chromatographic column, flow rate of mobile phase 20
ML/min, mobile phase are 45% acetonitrile.UV-detector is dual wavelength detector, Detection wavelength 210,230 nm, is entered every time
The mL of sample 2, the eluent corresponding to 14 ~ 18 min chromatographic peaks is collected, is dissolved after eluent desolvation with methanol, lysate is again
It is passed through high pressure liquid chromatography to be isolated and purified, the high pressure liquid chromatography is using the mm of 9.4 mm × 250,5 μm of C18Chromatogram
Post, flow rate of mobile phase are 3 mL/min, and mobile phase is 40% acetonitrile, and UV-detector Detection wavelength is 210,254,280 nm,
Each μ L of sample introduction 50, eluent corresponding when chromatographic peak retention time is 15.2 min is collected, is evaporated after repeatedly adding up, i.e.,
Obtain the phenylpropanoids.
Embodiment 3
Compound prepared by Example 1, is light yellow gum thing；
Assay method is：With nuclear magnetic resonance, structure is identified with reference to other spectroscopic techniques.
（1）Ultraviolet spectra (solvent is methanol), λmax (log ε) 275 (3.74)、232 (3.86)、210
(4.05) nm；
（2）Infrared spectrum (pressing potassium bromide troche) νmax 3387、3086、2946、1658、1610、1574、1456、1348、
1267、1164、1038、876 cm-1；
（3）High resolution mass spectrum (HRESIMS) provides quasi-molecular ion peak m/z 245.0783 [M+Na]+(calculated value
245.0790).With reference to1H and13C H NMR spectroscopies provide a molecular formula C12H14O4, degree of unsaturation 6.Ir data confirms
Hydroxyl (3387 cm in compound be present-1) and aromatic ring (1610,1574,1456 cm-1) functional group.From1H and13C H NMR spectroscopies (number
- 1 is shown in Table according to ownership) signal can be seen that 12 carbon of compound include five methylene（C-8、C-9、C-1'、C-2'、C-
3'）, two olefinic carbon methines（C-3、C-6）And five quaternary carbons（Including a carbonyl C-7 and four olefinic carbon C-1, C-2, C-4,
C-5）, these signals show that compound is phenylpropanoids.According to H-1' (Fig. 3) related to C-1, C-2, C-3 HMBC
Susceptible of proof methylol is substituted in the C-2 positions of phenyl ring；H-8 display propyl group related to C-1, C-7, C-9 HMBC is substituted in phenyl ring
C-1 positions；Calculated and found according to degree of unsaturation, also have another ring to exist in compound, in HMBC spectrums, H-3' and C-2', C-
4th, C-5, C-6 correlation and H-2' confirmation C-2', C-3', C-4, C-5s related to C-3', C-3, C-4, C-5's form one
Furan nucleus；There is HMBC related to carbonyl according to H-6, H-8, H-9, it can be verified that carbonyl is located at the structure of C-7 positions, so far this compound
Determined.
The compound of table -1.1H NMR and13C NMR data (solvent CDCl3)
| No. | d C | d H (m, J, Hz) | No. | d C | d H (m, J, Hz) |
| 1 | 133.6 s | 7 | 201.5 s | ||
| 2 | 136.6 s | 8 | 43.5 t | 3.36 (t) 7.0 | |
| 3 | 128.0 d | 6.75 s | 9 | 57.3 t | 4.38 (t) 7.0 |
| 4 | 146.1 s | 1′ | 63.3 t | 4.46 s | |
| 5 | 138.9 s | 2′ | 74.3 t | 5.33 s | |
| 6 | 126.6 d | 7.75 s | 3′ | 73.5 t | 5.40 s |
Embodiment 4
The phenylpropanoids prepared in Example 1 carry out 5α- reductase active is tested, and test case is such as
Under：
The method that active testing is used in conjunction using dispersive liquid-liquid microextraction-makings is tested, and concrete operations are：By 50μg
Prostate microsomal protein, 500nM testosterones（T）, 1mM dithiothreitol (DTT)s（DTT）, 25μL DMSO are dissolved in 40mM sodium phosphates
Cushioning liquid（pH 6.5）Reaction solution is configured to, and is dissolved to 0.5 ml, 250 are added in reaction solutionμM nicotinamide adenine dinucleotide phosphates
（NADPH）Start enzymatic reaction, and cultivated 60 minutes in 37 DEG C of vibration water-baths.Afterwards 500 are added in ice bath to reaction solutionμL MeCN stop enzymatic reaction.The mode of the phenylpropanoids of preparation, testosterone and dihydrotestosterone dispersive liquid-liquid microextraction
Extracted.Reaction solution continuously adds 50μL internal standard compounds T-d3（175 nM）And DHT-13C3（175 nM）And 50μL trichlorines
Ethene, and be transferred in the conical pipe equipped with 3 ml water.Conical pipe is closed, manually after concussion, is centrifuged 3 minutes with 5000 × g,
After the completion of centrifugation, by 30 including the phenylpropanoids comprising preparationμL lower floors material is transferred in new bottle, is used
Gentle nitrogen stream is dried at room temperature for.30 are added after the completion of dryingμl MSTFA+NH4I+DTE（500:4:2 vol/wt/wt）
In domestic microwave（600 w）Lower reaction makes compound carry out silylation reactive for 5 minutes.After the completion of reaction, 1 is extractedμL is anti-
Thing is answered to carry out GC/MS analyses.T/ T-d3With DHT/ DHT-13C3Between ratio can be to testosterone and by 5α- reductase is anti-
The dihydrotestosterone that should be generated is quantified, and test compound is determined by contrasting the amount of the dihydrotestosterone generated after enzymatic reaction
5α- reductase active.
The use of finasteride is phenylpropanoids 5 prepared by testαThe positive control of-reductase active,
Finasteride is dissolved in DMSO, and with 40mM buffer solution of sodium phosphate（pH 6.5）It is diluted, extracts 1μM dilution
Liquid carries out enzymatic reaction.To determine ICs of the finasteride to 5α-reductase inhibitory activity50Value, using various concentrations
finasteride （0.01~1μM）Tested, the equal parallel determination of each concentration 3 times.
By above method of testing, it is determined that the 5 of the phenylpropanoids preparedα- reduction enzyme inhibition rate be 45.6 ±
2.85%, display compound has certain 5α- reductase active.
Claims (7)
1. a kind of phenylpropanoids, it is characterised in that the phenylpropanoids are from dry black purple Swertia patens herb
In it is isolated, be named as 3- hydroxyls -1-（6- methylol -1,3- dihydroisobenzofuran -5- bases）Propane -1- ketone, its molecule
Formula is C12H14O4, there is following structural formula：
。
2. the preparation method of phenylpropanoids described in a kind of claim 1, it is characterised in that with dry black purple Swertia patens
Herb is raw material, extracted through medicinal extract, MCI decolourings, silica gel column chromatography, high pressure liquid chromatography step, be specially：
A, medicinal extract extracts:The herb of black purple Swertia patens is crushed, is extracted 3 ~ 5 times, 3 days every time, merged at room temperature with 95% ethanol
Extract solution, filtering, be concentrated under reduced pressure extract solution, stands, filters out sediment, be condensed into medicinal extract a；
B, MCI decolourizes：Medicinal extract a MCI posts decolourize, and are eluted with 80%-95% methanol/waters, merge organic phase, are concentrated under reduced pressure into medicinal extract
b；
C, silica gel column chromatography：Medicinal extract b carries out silica gel column chromatography with 100 ~ 200 mesh silica gel dry column-packings of the weight than 8 ~ 10 times of amounts；
Using volume proportion as 1:0、9:1、8:2、7:3、6:4、1:1 and 0:1 chloroform/acetone solution carries out gradient elution, collects gradient
Eluent, concentration, merge identical part；
D, high pressure liquid chromatography separates：The 8 of step C eluent:The inverted C in 2 parts18Medium pressure liquid chromatography isolates and purifies, gained
Eluent corresponding to 14 ~ 18 min chromatographic peaks, is further isolated and purified through high pressure liquid chromatography, produces described Phenylpropanoid Glycosides class
Compound.
3. the preparation method of phenylpropanoids according to claim 2, it is characterised in that the medicinal extract b of the step C
Before through silica gel column chromatography, dissolved with chloroform/methanol mixed solvent of the weight than 1.5 ~ 3 times of amounts, then weigh 1 ~ 1.5 times with medicinal extract
80 ~ 100 mesh silica gel mixed samples.
4. the preparation method of phenylpropanoids according to claim 2, it is characterised in that the anti-phase C of the D steps18
It is with 21.2mm × 250mm, 5 μm of C that medium pressure liquid chromatography, which isolates and purifies,18Chromatographic column is stationary phase, using 45% acetonitrile as flowing
Phase, flow velocity 20mL/min, UV-detector Detection wavelength are 210 ~ 230nm, each mL of sample introduction 2, collect 14 ~ 18min color
Spectral peak.
5. the preparation method of phenylpropanoids according to claim 2, it is characterised in that the 14 of the D steps ~
Eluent is dissolved before being isolated and purified through high pressure liquid chromatography after desolvation with methanol corresponding to 18min chromatographic peaks.
6. the preparation method of phenylpropanoids according to claim 2, it is characterised in that the high pressure liquid of the D steps
Phase chromatographic separation and purification is flow velocity 3mL/min, 9.4mm × 250mm, 5 μm of C using 40% acetonitrile as mobile phase18Chromatographic column is
Stationary phase, UV-detector Detection wavelength are 210 ~ 280nm, each μ L of sample introduction 50, collect 15.2min chromatographic peak, repeatedly tired
It is evaporated after adding.
7. phenylpropanoids described in a kind of claim 1 are being prepared for treating by 5αThe mediation of-reductase causes double hydrogen testis
The 5 of the too high disease of ball hormone-contentαApplication in-reductase inhibitor.
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