CN105367531B - It is a kind of that two kinds of methods of homoisoflavone are separated from Rootlet Ophiopogonis using circulation high speed adverse current chromatogram - Google Patents
It is a kind of that two kinds of methods of homoisoflavone are separated from Rootlet Ophiopogonis using circulation high speed adverse current chromatogram Download PDFInfo
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- CN105367531B CN105367531B CN201510857198.XA CN201510857198A CN105367531B CN 105367531 B CN105367531 B CN 105367531B CN 201510857198 A CN201510857198 A CN 201510857198A CN 105367531 B CN105367531 B CN 105367531B
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
- C07D311/22—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4
- C07D311/26—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3
- C07D311/34—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3 with aromatic rings attached in position 3 only
- C07D311/38—2,3-Dihydro derivatives, e.g. isoflavanones
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
- C07D311/22—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4
- C07D311/26—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3
- C07D311/40—Separation, e.g. from natural material; Purification
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Abstract
It is a kind of that two kinds of methods of homoisoflavone are separated from Rootlet Ophiopogonis using circulation high speed adverse current chromatogram, belong to natural medicine technical field.It is comprised the following steps that：With Rootlet Ophiopogonis as raw material, obtain and only contain methyl ophiopogon flavonoid A and methyl ophiopogon flavonoid B mixtures through ethanol extraction, ethyl acetate extraction and silica gel column chromatography；Methyl ophiopogon flavonoid A and methyl ophiopogon flavonoid B mixture application high-speed counter-current instruments are isolated and purified；Efflux is detected that the eluent by methyl ophiopogon flavonoid A and methyl ophiopogon flavonoid B purity more than 98% merges respectively, uses Rotary Evaporators recycling design, obtains monomeric compound with HPLC.The present invention efficiently, rapidly can efficiently separate the methyl ophiopogon flavonoid A in Rootlet Ophiopogonis and methyl ophiopogon flavonoid B mixtures, and it is of the invention compared with conventional repeatedly HSCCC preparations, with mobile phase is saved, reduce sample and reclaim the advantages such as burden, saving time.
Description
Technical field
The invention belongs to natural medicine technical field, the isolation and purification method on compound in Rootlet Ophiopogonis is specifically related to
And methyl ophiopogon flavonoid A and methyl ophiopogon flavonoid are isolated from fibrous root of Radix Ophiopogonis extract using high speed adverse current chromatogram is circulated
The method of B.
Background technology
The Chinese medicine tuber of dwarf lilyturf（Ophiopogonis Radix）It is the Liliaceae Ophiopogon perennial evergreen herbaceous plant tuber of dwarf lilyturf
The dried root of Ophiopogon japonicus (L. f) Ker-Gawl., is one of traditional conventional Chinese medicine；With yin-nourishing life
Tianjin, effect of moistening lung clears away heart-fire；Cure mainly dryness of the lung dry cough, deficiency of Yin consumptive disease cough, larynx numbness pharyngalgia, injury thirst, Heat Diabetes, vexed insomnia,
Dry constipation of intestines etc..This product main product is known respectively as the Zhejiang tuber of dwarf lilyturf and the river tuber of dwarf lilyturf in Zhejiang Province and Sichuan Province.Research shows, Gao Yihuang
Ketone is the important small molecule active composition of a class in the tuber of dwarf lilyturf, and its parent nucleus skeleton carbon number is 16, than common osajin chemical combination
Many methylene between the B ring and C rings of thing；This kind of compound have antitumor, anti-inflammatory, suppress phosphorylation, antiestrogenic,
Many bioactivity and the effects such as anti-mutagenesis, antibechic, antimycotic, inducing vasodilation and hepatocyte protection.
Methyl ophiopogon flavonoid A and methyl ophiopogon flavonoid B（Structural formula is shown in Fig. 1）It is main homoisoflavone class in the tuber of dwarf lilyturf
Composition, but because structure is similar, solubility is low in the solution such as water, methyl alcohol, acetonitrile.Current domestic and international used silica gel column layer
The method separating effects such as analysis, gel chromatography and preparative liquid chromatography are undesirable, cannot generally obtain within a short period of time it
To efficiently separating, need to repeatedly be purified and be repeated to prepare, it is cumbersome, waste time and energy.And entered using Tubers of Ophiopogon japonicus medicinal material
Prepared by row, high cost can also largely consume tuber of dwarf lilyturf herb resource.Rootlet Ophiopogonis are tuber of dwarf lilyturf tradition medicinal part root tuber process
In discarded object, usually as animal feed or directly abandon.
High speed adverse current chromatogram（HSCCC）A kind of new chromatographic separating and purifying technology that mechanism is distributed based on liquid-liquid.It without
The supporter or carrier of any solid-state, but it is special that one kind is set up in the helix tube of high speed rotation using two phase solvent system
One-way fluid dynamic equilibrium.It is another as mobile phase when wherein one used as fixing phase, in the process of continuous wash-out
It is middle to retain a large amount of fixing phases.Due to not needing solid support, distribution coefficient is not in two-phase according to it for the separation of material
Realize together, so as to avoid the sample loss caused by Irreversible Adsorption, inactivation, denaturation etc., be particularly suitable for natural life
The separation of thing active component.But experiment finds single, and conventional HSCCC separates methyl ophiopogon flavonoid A and methyl tuber of dwarf lilyturf flavane
Ketone B mixture effects are also undesirable.
The content of the invention
For the problem that prior art is present, provide a kind of using circulation high-speed counter-current color it is an object of the invention to design
Spectrum separates two kinds of technical schemes of the method for homoisoflavone from Rootlet Ophiopogonis, the method have efficiently, it is quick, can not change
The advantage of separating effect is significantly improved under conditions of hardware.
Inventor is to the discovery of tuber of dwarf lilyturf chemical constitution study, methyl ophiopogon flavonoid A and methyl tuber of dwarf lilyturf flavane in Rootlet Ophiopogonis
Ketone B component content is significantly higher than content in root tuber, thus Rootlet Ophiopogonis can be selected to be isolated and purified for raw material.
Inventor attempts to a HSCCC to methyl ophiopogon flavonoid A in Rootlet Ophiopogonis and methyl ophiopogon flavonoid B
Separated, but because target compound property is very close to, separating effect is undesirable.Inventor is found through experiments that circulation
HSCCC can significantly improve separating effect；Different mobile phases can be applied, and simply separating effect and the number of times of circulation be not
Together.Circulation high speed adverse current chromatogram hardware condition is consistent with conventional high speed adverse current chromatogram, simply by spiral after sample introduction certain hour
Pipe outlet is connected with the entrance of mobile phase pump.Therefore can by two components not being kept completely separate after first separation in main frame
Separated again into high-speed counter-current chromatograph, so repeatedly.After two peaks on detector are completely isolated, spiral is cut off
Pipe exports the connection with pump intake, and it is that can obtain two kinds of target products with satisfactory purity that effluent is collected at the former.
The present invention is realized especially by following methods：
A kind of described use circulation high speed adverse current chromatogram separates two kinds of methods of homoisoflavone from Rootlet Ophiopogonis, and it is special
Levy is to comprise the following steps that：
1）With Rootlet Ophiopogonis as raw material, obtain and only contain methyl through ethanol extraction, ethyl acetate extraction and silica gel column chromatography
Ophiopogon flavonoid A and methyl ophiopogon flavonoid B mixtures；
2）Step 1）The methyl ophiopogon flavonoid A and methyl ophiopogon flavonoid B mixture application high-speed counter-current instruments for obtaining
Isolated and purified, high-speed counter-current instrument condition is to be dissolved in methyl ophiopogon flavonoid A and methyl ophiopogon flavonoid B mixtures
Xiang Zhong, with the speed of 10~20mL/min to pumping into lower phase in high-speed counter-current chromatograph, after pipeline is completely filled with fixing phase with
600~1000rpm rotates main frame, while mobile phase is pumped into the speed of 1~3mL/min, by helix tube after operation certain hour
Outlet is connected with the entrance of mobile phase pump, and situation is separated according to HSCCC, after circulating 3~8 times, cuts off outlet and the connection of entrance,
Effluent is collected from exit；
3）Step 2）The efflux for obtaining is detected with HPLC, respectively that methyl ophiopogon flavonoid A and the methyl tuber of dwarf lilyturf is yellow
Collection liquid of the alkanone B purity more than 98% merges, and uses Rotary Evaporators recycling design, obtains monomeric compound.
A kind of described use circulation high speed adverse current chromatogram separates two kinds of methods of homoisoflavone from Rootlet Ophiopogonis, and it is special
It is described step 1 to levy）Middle Rootlet Ophiopogonis are Zhejiang Rootlet Ophiopogonis and Fibre Ophiopogon.
A kind of described use circulation high speed adverse current chromatogram separates two kinds of methods of homoisoflavone from Rootlet Ophiopogonis, its
It is characterised by described step 1）Middle silica gel column chromatography condition：It is 100 with petroleum ether and ethyl acetate volume ratio:0、50:1、20:
1、10:1、5:1 elutes respectively, and eluent knows merging according to HPLC inspections.
A kind of described use circulation high speed adverse current chromatogram separates two kinds of methods of homoisoflavone from Rootlet Ophiopogonis, and it is special
It is described step 2 to levy）High speed adverse current chromatogram two phase solvent system n-hexane: ethyl acetate: ethanol: acetonitrile: water volume
Than being 2:1~3:1~4:0~1.5:0.5~2, or n-hexane: ethyl acetate: methyl alcohol: acetonitrile: water volume ratio is 2:1~3:1
~4:0~1.5:0.5~2, upper phase is fixing phase, and lower phase is mobile phase.
The present invention efficiently, rapidly can efficiently separate methyl ophiopogon flavonoid A and the B mixture in Rootlet Ophiopogonis,
And it is of the invention compared with conventional repeatedly HSCCC preparations, with mobile phase is saved, reduce sample and reclaim burden, saving time etc.
Advantage.
Brief description of the drawings
Fig. 1 is methyl ophiopogon flavonoid A and methyl ophiopogon flavonoid B structure formula；
Fig. 2 is the HPLC spectrograms of the blend sample of methyl ophiopogon flavonoid A and methyl ophiopogon flavonoid B；
Fig. 3 is the circulation HSCCC spectrograms of methyl ophiopogon flavonoid A and methyl ophiopogon flavonoid B；
Fig. 4 is the HPLC chromatogram of methyl ophiopogon flavonoid A；
Fig. 5 is the HPLC chromatogram of methyl ophiopogon flavonoid B.
Specific embodiment
Further illustrate the present invention with reference to embodiments.
Embodiment 1
（1）It is prepared by methyl ophiopogon flavonoid A and methyl ophiopogon flavonoid B blend samples
Take the Zhejiang tuber of dwarf lilyturf dries the kg of fibrous root 6, with the EtOH Sonicate assisted extraction 2 times of 30 L 80% after crushing, every time
1h, filters and after merging filtrate, with reclaiming Extraction solvent on Rotary Evaporators.Extracted with ethyl acetate after gained medicinal extract dilute with water
Take.Ethyl acetate extract（46.97 g）Silica gel column chromatography is crossed, with petroleum ether: ethyl acetate（100:0、50:1、20:1、10:1、
5:1）Wash-out 2000mL eluents are known according to HPLC inspections and are merged respectively, and HPLC analysis conditions are as follows：Chromatographic column is Thermo
C18（250 mm × 4.6 mm, 5 μm), column temperature is 30 DEG C, and mobile phase uses water-acetonitrile（35:65）；Detection wavelength is 285 nm
；Flow velocity is set to 1mL/min.Finally give and comprise only methyl ophiopogon flavonoid A and methyl ophiopogon flavonoid B mixture 1.50g,
HPLC detections chromatogram is as shown in Figure 2.
（2）Circulation high speed adverse current chromatogram is separated and prepared
Using TBE-300A type high-speed counter-current instruments（Shanghai Tongtian Biotechnology Co., Ltd.）By methyl wheat produced above
Winter flavanones A and methyl ophiopogon flavonoid B mixtures are isolated and purified.
High speed adverse current chromatogram two phase solvent system n-hexane: ethyl acetate: ethanol: acetonitrile：Water volume ratio 2:1.5:1:1:
1, placed 4 hours after shake well in separatory funnel, it is fully layered.Then two-phase is separated, upper as fixation
Phase, it is lower as mobile phase, 30 min of ultrasound degassing.Take methyl ophiopogon flavonoid A and methyl ophiopogon flavonoid B mixtures 100
Mg, is dissolved in 10 mL mobile phases, as sample to be separated after filtering.
Fixing phase is pumped into the speed of 20 mL/min in high-speed counter-current chromatograph, after pipeline is fully full of fixing phase
Main frame is rotated with 900 rpm, while 2 mL/min pump into mobile phase, Detection wavelength is set to 285 nm, treats that two-phase reaches balance, base
Sample is injected after line stabilization；Helix tube outlet is connected with the entrance of mobile phase pump during 60 min, by 2 circulations；360 min
When cut-out outlet and entrance connection, from exit collect effluent；Flow point is received according to detector, wherein first flowing out chromatographic peak
It is methyl ophiopogon flavonoid A, it is methyl ophiopogon flavonoid B that chromatographic peak is flowed out afterwards.Circulation HSCCC separation chromatography figures are shown in Fig. 3.
（3）Sample purity is analyzed and structure determination
Using above-mentioned HPLC detection methods, the retention time for obtaining will be collected for 6.6min and 7.3min purity is more than
98% stream part solution merges, and HPLC detection chromatograms are shown in Figure 4 and 5.
Stream part after merging Rotary Evaporators recycling design, respectively obtains methyl ophiopogon flavonoid A（1）25mg, methyl
Ophiopogon flavonoid B（1）60mg.
Methyl ophiopogon flavonoid A structure determinations：HR-ESI-MS：m/z 341.1031[M-H]-（C19H18O6）；13C NMR
(400MHz, δ, CDCl3)：69.0（C-2）, 46.9（C-3）, 198.4（C-4）, 159.8（C-5）, 102.4（C-6）, 160.8
（C-7）, 102.9（C-8）, 157.9（C-9）, 101.8（C-10）, 32.7（C-11）, 131.9（C-1’）, 109.6（C-2’）,
146.5（C-3’）, 148.0（C-4’）, 108.5（C-5’）, 122.3（C-6’）, 7.0（6-CH3）, 7.5（8-CH3）,101.1（-
O-CH2-O-）.
Methyl ophiopogon flavonoid B structure is determined：HR-ESI-MS：m/z 327.1238[M-H]-（C19H20O5）；13C NMR
(400MHz, δ, CDCl3)：69.1（C-2）, 47.0（C-3）, 198.6（C-4）, 159.8（C-5）, 102.4（C-6）, 160.4
（C-7）, 102.9（C-8）, 157.9（C-9）, 101.8（C-10）, 32.1（C-11）, 130.2（C-1’）, 130.3（C-2’）,
114.2（C-3’）, 158.6（C-4’）, 114.3（C-5’）, 130.3（C-6’）, 7.0（6-CH3）, 7.5（8-CH3）,55.4（-O-
CH3）.
Embodiment 2
（1）It is prepared by methyl ophiopogon flavonoid A and methyl ophiopogon flavonoid B blend samples
With embodiment 1.
（2）Circulation high speed adverse current chromatogram is separated and prepared
Instrument is with embodiment 1.By two-phase solvent system n-hexane-ethyl acetate-methanol-acetonitrile-water volume ratio 2:2:
3.5:1:1.5 mixing, 4 hours are stood after fully shaking, it is fully layered.Take as fixing phase, it is lower as flowing
Phase, respectively to two-phase solvent ultrasound degassing 30 minutes.By above-mentioned middle sample 90mg solvents in 20ml mobile phases, sample is filtered to obtain
Product solution for standby.The fixing phase that will be prepared is pumped into high-speed counter-current chromatograph with the speed of 20 mL/min, is then turned on height
Fast counter-current chromatograph, adjusts engine speed 800rpm, and flow rate of mobile phase is 2ml/min, and Detection wavelength is set to 285 nm, treats two-phase
Balance is reached, sample is injected after baseline stability；50min, helix tube outlet is connected with the entrance of mobile phase pump, by 2 times
Circulation；310min, cut-out outlet and the connection of entrance, effluent is collected from exit；Flow point is received according to detector, wherein
First outflow chromatographic peak is methyl ophiopogon flavonoid A, and it is methyl ophiopogon flavonoid B that chromatographic peak is flowed out afterwards.According to HPLC analyses, will be pure
Degree merges more than 98% flow point solution, uses Rotary Evaporators recycling design, respectively obtain the methyl ophiopogon flavonoid A of 18mg with
40mg methyl ophiopogon flavonoids B.
Claims (3)
1. it is a kind of that two kinds of methods of homoisoflavone are separated from Rootlet Ophiopogonis using circulation high speed adverse current chromatogram, it is characterised in that bag
Include following processing step：
1）With Rootlet Ophiopogonis as raw material, obtain and only contain the methyl tuber of dwarf lilyturf through ethanol extraction, ethyl acetate extraction and silica gel column chromatography
Flavanones A and methyl ophiopogon flavonoid B mixtures；
2）Step 1）The methyl ophiopogon flavonoid A and methyl ophiopogon flavonoid B mixture application high-speed counter-current instruments for obtaining are carried out
Isolate and purify, high-speed counter-current instrument condition is that methyl ophiopogon flavonoid A and methyl ophiopogon flavonoid B mixtures are dissolved in into lower phase
In, with the speed of 10~20mL/min to pumping into upper phase in high-speed counter-current chromatograph, after pipeline is completely filled with fixing phase with
600~1000rpm rotates main frame, while mobile phase is pumped into the speed of 1~3mL/min, by helix tube after operation certain hour
Outlet is connected with the entrance of mobile phase pump, and situation is separated according to HSCCC, after circulating 3~8 times, cuts off outlet and the connection of entrance,
Effluent, high speed adverse current chromatogram two phase solvent system n-hexane: ethyl acetate: ethanol: acetonitrile: water volume ratio are collected from exit
It is 2:1~3:1~4:0~1.5:0.5~2 or n-hexane: ethyl acetate: methyl alcohol: acetonitrile: water volume ratio is 2:1~3:1~4:
0~1.5:0.5~2, upper phase is fixing phase, and lower phase is mobile phase；
3）Step 2）The efflux for obtaining is detected with HPLC, respectively by methyl ophiopogon flavonoid A and methyl ophiopogon flavonoid B
Collection liquid of the purity more than 98% merges, and uses Rotary Evaporators recycling design, obtains monomeric compound.
2. it is as claimed in claim 1 a kind of two kinds of homoisoflavones to be separated from Rootlet Ophiopogonis using circulation high speed adverse current chromatogram
Method, it is characterised in that described step 1）Middle Rootlet Ophiopogonis are Zhejiang Rootlet Ophiopogonis and Fibre Ophiopogon.
3. it is as claimed in claim 1 a kind of two kinds of homoisoflavones to be separated from Rootlet Ophiopogonis using circulation high speed adverse current chromatogram
Method, it is characterised in that described step 1）Middle silica gel column chromatography condition：It is 100 with petroleum ether and ethyl acetate volume ratio:0、
50:1、20:1、10:1、5:1 elutes respectively, and eluent knows merging according to HPLC inspections.
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Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN108129467A (en) * | 2017-11-30 | 2018-06-08 | 浙江科技学院 | A kind of HSCCC-DPPH is combined online activity analysis and the method for detaching Radix Ophiopogonis homoisoflavone |
| CN108976191A (en) * | 2018-07-01 | 2018-12-11 | 李冬生 | A kind of method of flavones in separation and Extraction Radix Ophiopogonis |
| CN110426486B (en) * | 2019-08-01 | 2021-08-17 | 正大青春宝药业有限公司 | Method for identifying Zhejiang ophiopogon root in traditional Chinese medicine preparation |
| CN114814034B (en) * | 2022-05-06 | 2024-02-13 | 浙江科技学院 | Liquid chromatography method for simultaneously detecting contents of saponin and flavone in ophiopogon japonicus |
| CN116102529B (en) * | 2022-12-13 | 2024-05-28 | 浙江省林业科学研究院 | Method for separating methyl ophiopogon root flavanone A and methyl ophiopogon root flavanone B |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN102127042A (en) * | 2011-01-26 | 2011-07-20 | 浙江大学 | Homoisoflavonoid compounds and preparation method and use thereof |
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| JP2003327529A (en) * | 2002-05-10 | 2003-11-19 | Junzo Kamei | Antitussive agent and medicinal composition containing antitussive agent |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN102127042A (en) * | 2011-01-26 | 2011-07-20 | 浙江大学 | Homoisoflavonoid compounds and preparation method and use thereof |
Non-Patent Citations (3)
| Title |
|---|
| An efficient combination of supercritical fluid extraction and high-speed counter-current chromatography to extract and purify homoisoflavonoids from Ophiopogon japonicus (Thunb.) Ker-Gawler;Chengjun Ma et al.;《J. Sep. Sci.》;20091231;第32卷;1949-1956 * |
| Anti-inflammatory homoisoflavonoids from the tuberous roots of Ophiopogon japonicus;Ning Li et al.;《Fitoterapia》;20120522;第83卷;第1042-1045页 * |
| 高速逆流色谱在天然产物分离中的方法学研究;姚舜等;《中国天然药物》;20080131;第6卷(第1期);13-19 * |
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Effective date of registration: 20210122 Address after: 310023 No. 551, Xixi Road, Hangzhou, Zhejiang, Xihu District Patentee after: CHIATAI QINGCHUNBAO PHARMACEUTICAL Co.,Ltd. Address before: 310023 No. 318 stay Road, Xihu District, Zhejiang, Hangzhou Patentee before: ZHEJIANG University OF SCIENCE AND TECHNOLOGY |
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