CN105585600B - A kind of preparation method of disconnected oxidation loganin - Google Patents
A kind of preparation method of disconnected oxidation loganin Download PDFInfo
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- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H17/00—Compounds containing heterocyclic radicals directly attached to hetero atoms of saccharide radicals
- C07H17/04—Heterocyclic radicals containing only oxygen as ring hetero atoms
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- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
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Abstract
The invention discloses a kind of preparation methods of disconnected oxidation loganin, the preparation method step are as follows: (1) extracting honeysuckle medicinal material, alcohol reflux is added to extract, filtration, merging filtrate, concentration, upper macroporous resin column, it is first eluted with water, then the ethanol gradient elution for being 20%~95% with concentration, collects the elution position containing disconnected oxidation loganin；(2) preparing chromatograph in industry separates: being prepared with reverse phase preparing chromatograph in industry, using methanol: water is collected as mobile phase in 242nm monitoring elution curve with guide product, and collection liquid is concentrated to obtain disconnected oxidation loganin.Preparation method provided by the invention, optimal extracting method and macroporous resin purification method are screened by system experimentation, and the disconnected oxidation loganin of high-purity is prepared through the purifying of preferred preparing chromatograph in industry, industry of the invention is rationally, especially preparation amount is big, high-efficient, and preparation yield is high, obtained disconnected oxidation loganin purity is high, is suitble to large scale preparation.
Description
Technical field
The present invention relates to a kind of preparation methods of disconnected oxidation loganin, and in particular to one kind is quickly prepared from honeysuckle
The method of disconnected oxidation loganin.
Background technique
Disconnected oxidation loganin is the dry flower from caprifoliaceae plant honeysuckle (Lonicera japonica Thunb.)
That is the product that Hydrolysis kinetics obtain in honeysuckle (Flos Lonicerae japonicae).Disconnected oxidation loganin is cyclenes ether
Terpenoid is a kind of effective component of honeysuckle.Modern pharmacological research discovery, iridoid have nerveous system
The pharmacological actions such as system protective effect, anti-inflammatory, antibacterial, antiviral and antitumor, Hepatoprotective cholagogue, hypoglycemic, spasmolysis and analgesia, it is also possible to
In the material medicine for the treatment of cardiovascular disease, diabetes and its complication.Document report, the oxidation loganin that breaks is in 20mg/kg
Dosage under, to CCl4Hepatic injury mouse is caused to show significant liver-protecting activity, therefore, disconnected oxidation loganin has very big open
Application prospect is sent out, the separation and purifying to disconnected oxidation loganin become the key technology of disconnected oxidation loganin deep development.
In existing investigative technique, the document about disconnected oxidation loganin preparation method is seldom, and to disconnected oxidation vomiting nut
Isolating and purifying for glycosides is also only limited to study under laboratory condition, generally from medicinal material extract through extraction or macroporous resin purification to silicon
Glue, gel and reversed phase column chromatography purifying etc. will can just obtain the higher compound of purity by the even more steps of 5~6 steps, walk
It is rapid comparatively laborious, and consumption of organic solvent is big.According to the literature, such as Bi Yuefeng (Bi Yuefeng, field, Pei Shanshan, Liu Hongmin
In honeysuckle secoiridoid glycoside chemical components study Chinese herbal medicine [J] .2008,39 (1): 18~21.) using D101,
The disconnected oxidation loganin of the chromatographies such as SephadexLH-20, silica gel isolated 21mg from 1.5kg honeysuckle；Song Weixia (Song
Wei Xia honeysuckle flower water insoluble chemical composition Study [D] China Concord Medical Science University, 2008.) it is separated from 12kg honeysuckle
To disconnected oxidation loganin 13.1mg；Field (field honeysuckle chemical constitution study [D] Zhengzhou University .2007.) is from 1.5kg
Pass through extraction, macroreticular resin and the isolated disconnected oxidation loganin 21mg of the methods of silica gel column chromatography repeatedly in honeysuckle；Lee
Freely (1 new iridoid glycosides compound Chinese herbal medicine in Li Chang, Dai Yi, Zhang Jinbo, Liu Mingli, Yao Xinsheng honeysuckle
[J] .2013,44 (21): 2951~2954.) pass through a variety of column chromatographys such as HP-20 macroreticular resin, ODS, HW-40 from 1kg gold and silver
Isolated disconnected oxidation loganin 186.2mg in spending；Chen Yu (Chen Yu, Zhao Youyi, Wu Shuan, Wang Ming, Feng Xu, Liang Jingyu ash felt
Hairy honeysuckle bud water-soluble chemical component study Chinese medicine [J] .2012,35 (2): 231~234.) using D101,
SephadexLH-20 and repeatedly the methods of reversed phase column chromatography isolated disconnected oxidation vomiting nut from 8kg Buds of Lonicera macranthoides
Glycosides 121mg.However, a generally existing problem in the above research, the oxidation loganin that breaks all is in chemical constitution study process
Middle discovery, the amount of obtained disconnected oxidation loganin is very small, poor reproducibility, it is difficult to amplify.In addition, most polishing purification mistakes
SephadexLH-20 filler is used in journey, the filler volume containing the sample is few, flow velocity is small, and time-consuming, and extensive amplification is difficult to operate, and
And the filler is expensive, and it is at high cost, be not suitable for industrialization promotion.
Therefore, it is necessary on the basis of the prior art, a kind of preparation efficiency height is researched and developed, speed is fast, production
It is at low cost, without using a large amount of organic solvents, disconnected oxidation vomiting nut is quickly prepared from honeysuckle with good application prospect
The method of glycosides.
Summary of the invention
Goal of the invention: the purpose of the present invention is to solve the deficiencies in the prior art, screen by many experiments, provide from
The method of disconnected oxidation loganin is quickly prepared in honeysuckle.Preparation method provided by the invention is adopted using honeysuckle as crude drug
It is adsorbed with preferred resin column, and with the ethanol elution of preferred concentration, finally preparing chromatograph in industry is pure under the process conditions of optimization
Change, entire technique preparation efficiency is high, and especially preparation amount is big, and yield is high, the disconnected oxidation loganin purity is high being prepared, raw
At low cost, strong operability is produced, large scale preparation is suitble to, there is good application prospect.
Technical solution: in order to achieve the goal above, the present invention adopts the following technical scheme:
A kind of preparation method of disconnected oxidation loganin, comprising the following steps:
(1) extracting honeysuckle medicinal material, it is that 70%~85% alcohol reflux extracts 1~3 that 8~16 times of amount volumetric concentrations of medicinal material, which are added,
Secondary, filtration, merging filtrate, concentration, upper macroporous resin column is first eluted with water, then the ethanol gradient for being 20%~95% with concentration
The elution position containing disconnected oxidation loganin is collected in elution；
(2) preparing chromatograph in industry separates: disconnected oxidation loganin position being prepared with preparing chromatograph in industry, chromatographic column is with anti-
Phase C18 is filler, take volume ratio as the methanol of 10~35:90~65: water is mobile phase, and monitoring outflow is bent under 242nm wavelength
Line is collected with guide product, and disconnected oxidation loganin is obtained after the concentrated drying of collection liquid.
Preferably, the above-described method that disconnected oxidation loganin is quickly prepared from honeysuckle, it is described
The chromatographic condition of preparing chromatograph in industry separation are as follows: chromatographic column is with reverse phase C18For filler (30~250 × 250~1000mm), flow velocity
For 10~1000mL/min, sample volume is 0.2g~20.0g, and wavelength 242nm, mobile phase is the methanol that volume ratio is 25:75
And water, each sample processing time are 30~60min.
Preparation process screening test
1, the screening of resin model
It chooses 3 kinds of pretreated each 5g of resin (D101, HP20, HPD100) to set in 100ml stuffed conical flask, takes gold and silver
Flower extracts concentrate and is added in bottle, in being stored at room temperature for 24 hours, after adsorption equilibrium, filters off resin, quantitatively pipettes clear liquid, measures disconnected oxygen
The content of loganin calculates adsorption rate.As a result adsorption rate is followed successively by 72.1%, 64.3%, 67.7%, therefore the present invention selects
D101 type macroporous absorbent resin, purification efficiency are higher.
2, the selection of eluting solvent
After taking 5 parts of progress sample absorption in parallel according to preferred D101 resin, first it is eluted with water after being colourless to efflux,
Then it is eluted respectively with 10%, 20%, 30%, 40%, 60% ethanol solution, and with HPLC tracing detection, calculates elution
Rate, efflux are concentrated under reduced pressure and dry, and measure disconnected oxygen Determination of Loganin, the results are shown in Table 1.
Eluting rate and content of 1 different concentration ethanol of table to disconnected oxygen loganin
As shown in Table 1, the disconnected oxygen Determination of Loganin highest of 10% ethanol eluate, but elute not exclusively, 30%, 40% and
Though 60% ethanol eluate eluting rate is high, impurity is also more, therefore selects 20% ethyl alcohol as eluting solvent, and not only eluting rate is high,
And the content that eluent interrupts oxygen loganin is also high.
Preferably, the above-described method that disconnected oxidation loganin is quickly prepared from honeysuckle, takes gold and silver
Anther material, it is that 70% alcohol reflux extracts 2 times that 8 times of amount volumetric concentrations of medicinal material, which are added, filtration, merging filtrate, upper D101 macropore tree
Rouge column.
3, preparing chromatograph in industry separation condition selects
Using 1260 analytic type high performance liquid chromatograph of Agilent, with methanol-water, -0.5% formic acid water of methanol, acetonitrile -
Water and -0.5% formic acid water of acetonitrile are respectively mobile phase, the experimental results showed that, with -0.5% formic acid water of methanol, acetonitrile-water and second
When -0.5% formic acid water of nitrile is mobile phase, system separating effect is poor, and elution speed is slow, and peak shape is bad, therefore the present invention selects
Methanol-water is eluant, eluent.
After determining eluant, eluent, the present invention is further through many experiments to methanol: the specific volume ratio of water has carried out a large amount of reality
Test screening, the results showed that, methanol: when water=25:75 (V/V), there is elution effect well, and can separate and wash in 40 minutes
It is de- to obtain disconnected oxidation loganin.Elution speed is fast, high-efficient.
Preferably, the above-described method that disconnected oxidation loganin is quickly prepared from honeysuckle, step (2)
The purity of disconnected oxidation loganin is prepared up to 98% or more, gained purity is higher compared with prior art.
The utility model has the advantages that compared with the prior art, the present invention has the following advantages:
The method provided by the invention that disconnected oxidation loganin is quickly prepared from honeysuckle, most by system experimentation screening
Good extracting method and macroporous resin purification method, and be prepared by the preferred reverse phase preparing chromatograph in industry purifying of many experiments
To the disconnected oxidation loganin of high-purity, it is an advantage of the invention that being only with macroreticular resin and preparing chromatograph in industry two-step purifying
The disconnected oxidation loganin that high-purity can be obtained avoids the prior art through extraction or purification on normal-phase silica gel, gel and atmospheric reverse repeatedly
The disadvantages such as many and diverse step, elution time are long, consumption of organic solvent is big, yield is low such as phase column chromatography, rational technology is easy to operate,
Reproducible, error is small, and for especially relatively normal pressure column chromatography, short preparation period, preparation amount are big, yield is high, and what is obtained is disconnected
Loganin purity is high is aoxidized, is suitble to large scale preparation, achieves good technical effect.
Detailed description of the invention
Fig. 1 is the liquid chromatogram of disconnected oxidation loganin prepared by the present invention.
Fig. 2 is the liquid chromatogram of disconnected oxidation loganin reference substance.
Specific embodiment
According to following embodiments, the present invention may be better understood.However, as it will be easily appreciated by one skilled in the art that real
It applies specific material proportion, process conditions and its result described in example and is merely to illustrate the present invention, without that should will not limit
The present invention described in detail in claims processed.
Embodiment 1
1, a kind of preparation method of disconnected oxidation loganin comprising following steps:
(1) extracting honeysuckle medicinal material 5kg, it is that 70% alcohol reflux extracts 2 times that 8 times of amount volumetric concentrations of medicinal material, which are added, and 2 is small every time
When, filtration, merging filtrate, concentration, upper D101 macroporous resin column is first eluted with water, then is washed with the ethanol gradient that concentration is 20%
It is de-, collect 20% alcohol elution；
(2) preparing chromatograph in industry preparative separation: disconnected oxidation loganin position is prepared with preparing chromatograph in industry, color
Spectrum column is reverse phase C18Chromatographic column (50 × 250mm), flow velocity 20mL/min, wavelength 242nm, mobile phase are that volume ratio is 25:
75 first alcohol and water, sample volume 1.0g monitor that elution curve is collected with guide product under 242nm wavelength, and collection liquid is through dense
After contracting is dry, obtaining purity is 99.2% disconnected oxidation loganin 12.24g, the rate of recovery 92.0%.
As shown in Figure 1, the disconnected oxidation loganin liquid chromatogram being prepared for the present invention.Fig. 2 is disconnected oxidation Strychnos nux-vomica
The liquid chromatogram of sub- glycosides reference substance.
The disconnected oxidation loganin structure elucidation that the present invention is prepared: white powder (methanol), HR-ESI-MS m/z:
403.1267[M-H]-, 807.2610 [2M-H]-, molecular formula C17H24O11。1H-NMR(400MHz,CD3OD) δ: 7.47 (1H,
D, J=1.8Hz, H-3), 5.49 (1H, d, J=3.8Hz, H-1), 4.66 (1H, d, J=7.9Hz, H-1 '), 3.68 (3H, s ,-
OCH3), 5.65 (1H, ddd, J=10.1,9.9,17.1Hz, H-8), 2.95 (1H, dd, J=16.5,4.9Hz, H-6), 2.27
(1H, dd, J=9.0,16.5Hz, H-6), 2.82 (1H, m, H-9)13C-NMR(100MHz,CD3OD)δ:176.7(s,C-7),
169.4(s,C-11),154.1(d,C-3),135.0(d,C-8),121.0(t,C-10),110.6(s,C-4),100.5(d,C-
1′),98.1(d,C-1),78.9(d,C-5′),78.5(d,C-3′),75.1(d,C-2′),72.0(d,C-4′),63.2(t,C-
6′),52.1(q,-OCH3),45.8(d,C-9),35.6(t,C-6),29.1(d,C-5)。
Embodiment 2
1, a kind of method that disconnected oxidation loganin is quickly prepared from honeysuckle comprising following steps:
(1) extracting honeysuckle medicinal material 10kg, it is 80% alcohol reflux extraction 3 times that 16 times of amount volumetric concentrations of medicinal material, which are added, every time 2
Hour, filtration, merging filtrate, concentration, upper D101 macroporous resin column is first eluted with water, then the ethanol gradient for being 20% with concentration
20% alcohol elution is collected in elution；
(2) preparing chromatograph in industry preparative separation: disconnected oxidation loganin position is prepared with preparing chromatograph in industry, color
Spectrum column is reverse phase C18 chromatographic column (80 × 600mm), and flow velocity 60mL/min, wavelength 242nm, mobile phase is that volume ratio is 25:
75 first alcohol and water, sample volume are sample volume 5.0g, monitor that elution curve is collected with guide product under 242nm wavelength, collect
It is 98.7% disconnected oxidation loganin 24.13g, the rate of recovery 90.6% that purity is obtained after the concentrated drying of liquid.
The disconnected oxidation loganin structure elucidation that the present invention is prepared: white powder (methanol), HR-ESI-MS m/z:
403.1267[M-H]-, 807.2610 [2M-H]-, molecular formula C17H24O11。1H-NMR(400MHz,CD3OD) δ: 7.47 (1H,
D, J=1.8Hz, H-3), 5.49 (1H, d, J=3.8Hz, H-1), 4.66 (1H, d, J=7.9Hz, H-1 '), 3.68 (3H, s ,-
OCH3), 5.65 (1H, ddd, J=10.1,9.9,17.1Hz, H-8), 2.95 (1H, dd, J=16.5,4.9Hz, H-6), 2.27
(1H, dd, J=9.0,16.5Hz, H-6), 2.82 (1H, m, H-9)13C-NMR(100MHz,CD3OD)δ:176.7(s,C-7),
169.4(s,C-11),154.1(d,C-3),135.0(d,C-8),121.0(t,C-10),110.6(s,C-4),100.5(d,C-
1′),98.1(d,C-1),78.9(d,C-5′),78.5(d,C-3′),75.1(d,C-2′),72.0(d,C-4′),63.2(t,C-
6′),52.1(q,-OCH3),45.8(d,C-9),35.6(t,C-6),29.1(d,C-5)。
Embodiment 3
1, a kind of method that disconnected oxidation loganin is quickly prepared from honeysuckle comprising following steps:
(1) extracting honeysuckle medicinal material 20kg, it is 70% alcohol reflux extraction 3 times that 8 times of amount volumetric concentrations of medicinal material, which are added, every time 2
Hour, filtration, merging filtrate, concentration, upper D101 macroporous resin column is first eluted with water, then the ethanol elution for being 20% with concentration,
Collect 20% alcohol elution；
(2) preparing chromatograph in industry separates: disconnected oxidation loganin position being prepared with preparing chromatograph in industry, chromatographic column
For reverse phase C18 chromatographic column (150 × 600mm), flow velocity 1L/min, wavelength 242nm, mobile phase is that volume ratio is 25:75's
First alcohol and water, sample volume 20g monitor that elution curve is collected with guide product under 242nm wavelength, the concentrated drying of collection liquid
After to obtain purity be 98.9% disconnected oxidation loganin white powder 48.21g, the rate of recovery 90.1%.
The disconnected oxidation loganin structure elucidation that the present invention is prepared: white powder (methanol), HR-ESI-MS m/z:
403.1267[M-H]-, 807.2610 [2M-H]-, molecular formula C17H24O11。1H-NMR(400MHz,CD3OD) δ: 7.47 (1H,
D, J=1.8Hz, H-3), 5.49 (1H, d, J=3.8Hz, H-1), 4.66 (1H, d, J=7.9Hz, H-1 '), 3.68 (3H, s ,-
OCH3), 5.65 (1H, ddd, J=10.1,9.9,17.1Hz, H-8), 2.95 (1H, dd, J=16.5,4.9Hz, H-6), 2.27
(1H, dd, J=9.0,16.5Hz, H-6), 2.82 (1H, m, H-9)13C-NMR(100MHz,CD3OD)δ:176.7(s,C-7),
169.4(s,C-11),154.1(d,C-3),135.0(d,C-8),121.0(t,C-10),110.6(s,C-4),100.5(d,C-
1′),98.1(d,C-1),78.9(d,C-5′),78.5(d,C-3′),75.1(d,C-2′),72.0(d,C-4′),63.2(t,C-
6′),52.1(q,-OCH3),45.8(d,C-9),35.6(t,C-6),29.1(d,C-5)。
The above is only a preferred embodiment of the present invention, it is noted that for the ordinary skill people of the art
For member, various improvements and modifications may be made without departing from the principle of the present invention, these improvements and modifications are also answered
It is considered as protection scope of the present invention.
Claims (2)
1. a kind of preparation method of disconnected oxidation loganin, it is characterised in that the following steps are included:
(1) extracting honeysuckle medicinal material, it is that 70% alcohol reflux extracts 2 times that 8 times of amount volumetric concentrations of medicinal material, which are added, filtration, merging filtrate,
Concentration, upper D101 macroporous resin column are first eluted with water, then the ethanol gradient elution for being 20%~95% with concentration, collection contain
20% alcohol elution of disconnected oxidation loganin；
(2) preparing chromatograph in industry separates: disconnected oxidation loganin position being prepared with reverse phase preparing chromatograph in industry, with volume
Than being mobile phase for the first alcohol and water of 25:75, monitor that elution curve is collected with guide product under 242nm wavelength, collection liquid warp
Disconnected oxidation loganin is obtained after concentrate drying；
The chromatographic column is reverse phase C18Chromatographic column, flow velocity are 10~1000mL/min, and sample volume is 0.2g~20g.
2. the preparation method of disconnected oxidation loganin according to claim 1, which is characterized in that step (2) is prepared
The purity of disconnected oxidation loganin is up to 98% or more.
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| CN106117284B (en) * | 2016-07-11 | 2019-01-11 | 山东省分析测试中心 | A kind of method of six kinds of iridoid glycoside constituents in while Extraction and enrichment honeysuckle |
| CN110849999B (en) * | 2019-12-05 | 2022-12-06 | 江西永通科技股份有限公司 | Liquid chromatography method for separating 8-epiloganin and loganin |
| CN110849998B (en) * | 2019-12-05 | 2022-11-22 | 康龙化成(北京)新药技术股份有限公司 | Liquid chromatography method for separating epiloganin hemiacetal lactone and secologanin hemiacetal lactone |
| CN116549476B (en) * | 2023-07-10 | 2023-09-19 | 暨南大学附属第一医院（广州华侨医院） | Compound, composition and application thereof in preparation of drugs with tumor angiogenesis inhibiting effect |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101085795A (en) * | 2006-06-07 | 2007-12-12 | 石家庄汉康生化药品有限公司 | Honeysuckle extract and its preparation method and application |
| WO2013023340A1 (en) * | 2011-08-12 | 2013-02-21 | 甘肃普源医药科技有限公司 | Honeysuckle extract, and pharmaceutical composition comprising the same and use of the same |
| WO2013023338A1 (en) * | 2011-08-12 | 2013-02-21 | 甘肃普源医药科技有限公司 | Pharmaceutical composition containing honeysuckle extract and antibiotics, pharmaceutical kit, and use of honeysuckle extract for preparation of drug |
| CN105017353A (en) * | 2015-06-12 | 2015-11-04 | 沈阳药科大学 | Iridoid compounds in lonicera japonica, preparation method therefor and use thereof |
-
2015
- 2015-11-30 CN CN201510864523.5A patent/CN105585600B/en active Active
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101085795A (en) * | 2006-06-07 | 2007-12-12 | 石家庄汉康生化药品有限公司 | Honeysuckle extract and its preparation method and application |
| WO2013023340A1 (en) * | 2011-08-12 | 2013-02-21 | 甘肃普源医药科技有限公司 | Honeysuckle extract, and pharmaceutical composition comprising the same and use of the same |
| WO2013023338A1 (en) * | 2011-08-12 | 2013-02-21 | 甘肃普源医药科技有限公司 | Pharmaceutical composition containing honeysuckle extract and antibiotics, pharmaceutical kit, and use of honeysuckle extract for preparation of drug |
| CN105017353A (en) * | 2015-06-12 | 2015-11-04 | 沈阳药科大学 | Iridoid compounds in lonicera japonica, preparation method therefor and use thereof |
Non-Patent Citations (5)
| Title |
|---|
| "ISOLATION OF SECOXYLOGANIN FROM LONICERA JAPONICA AND ITS CONVERSION INTO SECOLOGANIN";RITA MEHROTRA，et al.;《Journal of Natural Products》;19880430;第51卷(第2期);319-321 * |
| "金银花中1个新的环烯醚萜苷类化合物";李畅，等;《中草药》;20131112;第44卷(第21期);2951-2954 * |
| "金银花中抗补体活性酚酸类成分的研究";倪付勇，等;《中国中药杂志》;20150115;第40卷(第2期);269-274 * |
| "金银花中裂环环烯醚萜苷类化学成分研究";毕跃峰，等;《中草药》;20080131;第39卷(第1期);18-21 * |
| "金银花中酚酸类成分及其抗炎活性研究";宋亚玲，等;《中草药》;20150228;第46卷(第4期);490-495 * |
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