CN108947781A - A kind of preparation method of erussian - Google Patents

A kind of preparation method of erussian Download PDF

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Publication number
CN108947781A
CN108947781A CN201710382961.7A CN201710382961A CN108947781A CN 108947781 A CN108947781 A CN 108947781A CN 201710382961 A CN201710382961 A CN 201710382961A CN 108947781 A CN108947781 A CN 108947781A
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CN
China
Prior art keywords
erussian
extract
supercritical
silica gel
pressure
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CN201710382961.7A
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Chinese (zh)
Inventor
杨成东
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Nanjing Zelang Biotechnology Co Ltd
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Nanjing Zelang Biotechnology Co Ltd
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Priority to CN201710382961.7A priority Critical patent/CN108947781A/en
Publication of CN108947781A publication Critical patent/CN108947781A/en
Pending legal-status Critical Current

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
    • C07C41/01—Preparation of ethers
    • C07C41/34—Separation; Purification; Stabilisation; Use of additives
    • C07C41/36—Separation; Purification; Stabilisation; Use of additives by solid-liquid treatment; by chemisorption
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
    • C07C41/01—Preparation of ethers
    • C07C41/34—Separation; Purification; Stabilisation; Use of additives
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J63/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton has been modified by expansion of only one ring by one or two atoms
    • C07J63/008—Expansion of ring D by one atom, e.g. D homo steroids
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/54—Improvements relating to the production of bulk chemicals using solvents, e.g. supercritical solvents or ionic liquids

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Steroid Compounds (AREA)

Abstract

The invention discloses a kind of preparation methods of erussian easy to operate, extraction efficiency is high.Method is (1) using the stem of dendrobium nobile as raw material, and shape of cutting into chunks is put into high-speed tissue mashing machine, and after keeping 5-7min under the conditions of revolving speed is 12000rpm, it is spare to cross 60 meshes；(2) it is passed through liquid CO2Supercritical extract 2-3 hours, in pressure 5-10MPa, 60-70 DEG C of temperature parsing obtained extract；(3) extract is mixed well with D101 macroreticular resin by weight 1:1-3, is packed into chromatographic column, then uses 70-80% ethanol elution, and flow velocity 1-2BV/h collects eluent, and concentration obtains crude product；(4) gained crude extract is dissolved with methanol, dry method loading to high pressure silica gel column chromatography purifies, acetonitrile-methanol solvent system gradient elution, collects erussian flow point, is concentrated under reduced pressure；(5) by concentrate supercritical CO2Antisolvent crystallization obtains erussian crystallization.Erussian is prepared using this method, products obtained therefrom purity is high is easy to industrialized production.

Description

A kind of preparation method of erussian
Technical field
The invention belongs to field of natural medicinal chemistry, in particular to a kind of preparation method of erussian.
Background technique
Erussian (Celasdin B), be triterpene compound, mp.171-173 DEG C, molecular formula C30H50O3, molecular weight It is 458.73, molecular structure are as follows:
Erussian derives from Celastraceae (Celastraceae) dendrobium nobile Celastrus hindsii Benth. stem.Modern times grind Study carefully and show that erussian has AIDS virus resisting effect, inhibit the duplication of HIV in H-9 lymphocyte, EC50 is 0.8 μ g/ mL。
By literature search, the country is there is not yet erussian is used to prepare anti-AIDS drug.
Summary of the invention
To meet clinical needs, expands medicine variety, preferably treatment AIDS, prepare AIDS drugs using erussian Object.
Technical scheme is as follows:
The preparation method of above-mentioned erussian, comprising the following steps:
(1) using the stem of dendrobium nobile as raw material, shape of cutting into chunks is put into high-speed tissue mashing machine, protects under the conditions of revolving speed is 12000rpm After holding 5-7min, it is spare to cross 60 meshes；
(2) it is passed through liquid CO2Supercritical extract 2-3 hours, in pressure 5-10MPa, 60-70 DEG C of temperature parsing obtained extract；
(3) extract is mixed well with D101 macroreticular resin by weight 1:1-3, is packed into chromatographic column, then uses 70-80% ethyl alcohol Elution, flow velocity 1-2BV/h collect eluent, and concentration obtains crude product；
(4) gained crude extract is dissolved with methanol, dry method loading to high pressure silica gel column chromatography purifies, acetonitrile-methanol solvent system Gradient elution collects erussian flow point, is concentrated under reduced pressure；
(5) by concentrate supercritical CO2Antisolvent crystallization obtains erussian crystallization.
High pressure silica gel column chromatography described in the step (4), silica gel mesh number are 200 mesh, column internal diameter 250mm, chromatographic column Diameter height compares for 1:7.
The volume ratio of acetonitrile-methanol described in the step (4) is 1:1-3.
Supercritical CO described in the step (5)2Antisolvent crystallization condition are as follows: pressure 10-20MPa, 30 DEG C of temperature.
The present invention is further illustrated below in conjunction with specific embodiment, but the scope of protection of present invention is not limited to In following embodiments.
Specific embodiment
Embodiment 1:
Using the stem of dendrobium nobile as raw material, shape of cutting into chunks is put into high-speed tissue mashing machine, keeps under the conditions of revolving speed is 12000rpm After 5min, it is spare to cross 60 meshes；It is passed through liquid CO2Supercritical extract 2 hours, in pressure 5MPa, temperature 60 C parsing must be extracted Object；Extract is mixed well with D101 macroreticular resin by weight 1:1, chromatographic column is packed into, then with 70% ethanol elution, flow velocity For 1BV/h, eluent is collected, concentration obtains crude product；Gained crude extract is dissolved with methanol, dry method loading to high pressure silica gel column layer Analysis purifying, high pressure silica gel column chromatography, silica gel mesh number are 200 mesh, and column internal diameter 250mm, chromatographic column diameter height compares for 1:7, acetonitrile-first Alcohol solvent system gradient elution, volume ratio are that 1:1 collects erussian flow point, are concentrated under reduced pressure；By concentrate supercritical CO2Resist molten Agent crystallizes to obtain erussian crystallization, pressure 10MPa, and 30 DEG C of temperature.
Embodiment 2:
Using the stem of dendrobium nobile as raw material, shape of cutting into chunks is put into high-speed tissue mashing machine, keeps under the conditions of revolving speed is 12000rpm After 7min, it is spare to cross 60 meshes；It is passed through liquid CO2Supercritical extract 3 hours, in pressure 10MPa, temperature 70 C parsing must extract Take object；Extract is mixed well with D101 macroreticular resin by weight 1:3, is packed into chromatographic column, then with 80% ethanol elution, stream Speed is 2BV/h, collects eluent, and concentration obtains crude product；Gained crude extract is dissolved with methanol, dry method loading to high pressure silicagel column Chromatographic purifying, high pressure silica gel column chromatography, silica gel mesh number are 200 mesh, and column internal diameter 250mm, chromatographic column diameter height compares for 1:7, acetonitrile- Methanol solvate system gradient elution, volume ratio are that 1:3 collects erussian flow point, are concentrated under reduced pressure；By concentrate supercritical CO2 Antisolvent crystallization obtains erussian and crystallizes, pressure 20MPa, and 30 DEG C of temperature.
Embodiment 3:
Using the stem of dendrobium nobile as raw material, shape of cutting into chunks is put into high-speed tissue mashing machine, keeps under the conditions of revolving speed is 12000rpm After 6min, it is spare to cross 60 meshes；It is passed through liquid CO2Supercritical extract 2 hours, in pressure 8MPa, temperature 70 C parsing must be extracted Object；Extract is mixed well with D101 macroreticular resin by weight 1:2, chromatographic column is packed into, then with 75% ethanol elution, flow velocity For 2BV/h, eluent is collected, concentration obtains crude product；Gained crude extract is dissolved with methanol, dry method loading to high pressure silica gel column layer Analysis purifying, high pressure silica gel column chromatography, silica gel mesh number are 200 mesh, and column internal diameter 250mm, chromatographic column diameter height compares for 1:7, acetonitrile-first Alcohol solvent system gradient elution, volume ratio are that 1:2 collects erussian flow point, are concentrated under reduced pressure；By concentrate supercritical CO2Resist molten Agent crystallizes to obtain erussian crystallization, pressure 10MPa, and 30 DEG C of temperature.

Claims (4)

1. a kind of preparation method of erussian, it is characterised in that it the following steps are included:
(1) using the stem of dendrobium nobile as raw material, shape of cutting into chunks is put into high-speed tissue mashing machine, protects under the conditions of revolving speed is 12000rpm After holding 5-7min, it is spare to cross 60 meshes；
(2) it is passed through liquid CO2Supercritical extract 2-3 hours, in pressure 5-10MPa, 60-70 DEG C of temperature parsing obtained extract；
(3) extract is mixed well with D101 macroreticular resin by weight 1:1-3, is packed into chromatographic column, then uses 70-80% ethyl alcohol Elution, flow velocity 1-2BV/h collect eluent, and concentration obtains crude product；
(4) gained crude extract is dissolved with methanol, dry method loading to high pressure silica gel column chromatography purifies, acetonitrile-methanol solvent system Gradient elution collects erussian flow point, is concentrated under reduced pressure；
(5) by concentrate supercritical CO2Antisolvent crystallization obtains erussian crystallization.
2. the preparation method of erussian according to claim 1, it is characterised in that high pressure silica gel column layer described in step (4) Analysis, silica gel mesh number are 200 mesh, and column internal diameter 250mm, chromatographic column diameter height compares for 1:7.
3. the preparation method of erussian according to claim 1, it is characterised in that acetonitrile-first described in the step (4) The volume ratio of alcohol is 1:1-3.
4. the preparation method of erussian according to claim 1, it is characterised in that supercritical CO described in the step (5)2 Antisolvent crystallization condition are as follows: pressure 10-20MPa, 30 DEG C of temperature.
CN201710382961.7A 2017-05-26 2017-05-26 A kind of preparation method of erussian Pending CN108947781A (en)

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CN201710382961.7A CN108947781A (en) 2017-05-26 2017-05-26 A kind of preparation method of erussian

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Application Number Priority Date Filing Date Title
CN201710382961.7A CN108947781A (en) 2017-05-26 2017-05-26 A kind of preparation method of erussian

Publications (1)

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CN108947781A true CN108947781A (en) 2018-12-07

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Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1435404A (en) * 2003-03-12 2003-08-13 浙江天皇药业有限公司 Process for extracting setoglaucine from dendrobium stem
CN101973857A (en) * 2010-07-26 2011-02-16 南京泽朗医药科技有限公司 Process for extracting erianin from Dendrobium chrysotoxum Lindl
CN102786604A (en) * 2012-08-16 2012-11-21 黄山绿久源生物科技有限公司 Method for one-time separation and extraction of dendrobe polysaccharide, dendrobine and erianin from dendrobium candidum
CN103980099A (en) * 2014-05-29 2014-08-13 云南金九地生物科技有限公司 Method for extracting erianin from dendrobe
CN106588593A (en) * 2015-10-14 2017-04-26 重庆安尚园农业科技发展有限公司 Method for extracting erianin from Dendrobium officinale

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1435404A (en) * 2003-03-12 2003-08-13 浙江天皇药业有限公司 Process for extracting setoglaucine from dendrobium stem
CN101973857A (en) * 2010-07-26 2011-02-16 南京泽朗医药科技有限公司 Process for extracting erianin from Dendrobium chrysotoxum Lindl
CN102786604A (en) * 2012-08-16 2012-11-21 黄山绿久源生物科技有限公司 Method for one-time separation and extraction of dendrobe polysaccharide, dendrobine and erianin from dendrobium candidum
CN103980099A (en) * 2014-05-29 2014-08-13 云南金九地生物科技有限公司 Method for extracting erianin from dendrobe
CN106588593A (en) * 2015-10-14 2017-04-26 重庆安尚园农业科技发展有限公司 Method for extracting erianin from Dendrobium officinale

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