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A method for preparing podophyllotoxin, star anise lotus biflavone and their analogs

A technology of aniseed lotus biflavone and podophyllotoxin, which is applied in organic chemistry and other fields, can solve time-consuming problems, achieve the effects of reducing energy consumption, facilitating large-scale application, and improving production efficiency

Active Publication Date: 2019-06-21
ZHEJIANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Countercurrent chromatography is an important method, but how to choose a suitable solvent system is still a time-consuming task

Method used

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  • A method for preparing podophyllotoxin, star anise lotus biflavone and their analogs
  • A method for preparing podophyllotoxin, star anise lotus biflavone and their analogs
  • A method for preparing podophyllotoxin, star anise lotus biflavone and their analogs

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] The determination of partition coefficients of flavonoids and podophyllotoxins in different systems comprises the following steps:

[0033] 1. Extraction and enrichment

[0034] First, the star anise lotus extract is directly subjected to column chromatography adsorption and enrichment, and then eluted with petroleum ether and ethyl acetate at a volume ratio of 2:1 to remove large polar impurities, collect the eluate, and use high-performance liquid chromatography for the eluate (HPLC) analysis. HPLC analysis conditions are: C18 reversed-phase chromatographic column (Zorbax SB-C18, 250mm×4.6mm I.D., 5μm), guard column (10mm×4.6mm I.D., 5μm); mobile phase is methanol and 0.1% trifluoroacetic acid (TFA) . Gradient mode was used for elution, and the specific parameters were as follows: 0-5min, methanol was changed from 10% to 30%, trifluoroacetic acid was changed from 90% to 70%; 5-35min, methanol was changed from 30% to 70%, The gradient of trifluoroacetic acid is chan...

Embodiment 2

[0042] The determination of partition coefficients of flavonoids and podophyllotoxins in a two-phase system with different sugars as additives comprises the following steps:

[0043] 1. Extraction and enrichment

[0044] Similar to Example 1, at first the star anise extract is directly subjected to column chromatography adsorption and enrichment, and then eluted with petroleum ether and ethyl acetate at a volume ratio of 2:1 to remove large polar impurities, collect the eluate, and elute The liquid was analyzed by high performance liquid chromatography (HPLC). the result shows( figure 1 ) when the volume ratio of petroleum ether and ethyl acetate is 2:1, the crude product obtained includes hydrophilic podophyllotoxins and hydrophobic flavonoids.

[0045] 2. Sugar solution preparation

[0046] Dissolving sucrose, glucose, fructose, maltose, galactose, sorbose, mannose, rhamnose, and xylose in certain quality water to prepare sugar solutions with mass concentrations of 10%, 2...

Embodiment 3

[0053] The preparation method of flavonoid compound and podophyllotoxin compound comprises the following steps:

[0054] 1. Extraction and enrichment

[0055] Similar to Example 1, at first the star anise extract is directly subjected to column chromatography adsorption and enrichment, and then eluted with petroleum ether and ethyl acetate at a volume ratio of 2:1 to remove large polar impurities, collect the eluate, and elute The liquid was analyzed by high performance liquid chromatography (HPLC). the result shows( figure 1 ) when the volume ratio of petroleum ether and ethyl acetate is 2:1, the crude product obtained includes hydrophilic podophyllotoxins and hydrophobic flavonoids, which is very suitable as a sample for further countercurrent chromatographic separation after concentration.

[0056] 2. Sugar solution preparation

[0057] Dissolve sucrose into a certain volume of water to prepare a sugar solution with a mass fraction of 20%. For example, dissolve sucrose ...

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Abstract

Rhizoma et radix dysosmae pleianthae is an important resource for podophyllotoxin anticancer drugs; besides podophyllotoxin compounds, flavones and biflavone compounds are also important anti-oxidation and anti-cancer substances in a medicinal resource of the rhizoma et radix dysosmae pleianthae; but, how to prepare and purify the substances in high purity is still an important challenge. The invention provides a new low-cost, environment-friendly and high-yield method for preparing high-purity podophyllotoxin, biflavone of the rhizoma et radix dysosmae pleianthae and analogs thereof. The method comprises the steps of solvent extraction, coarse separation and the like; the method is characterized in that a used distribution system contains sugar which is used for regulating distribution coefficients. The method provided by the invention is economical and practical and is convenient for large-scale application. Since the sugar is sweet and has no toxicity, the method not only is capable of obtaining the high-purity podophyllotoxin, biflavone of the rhizoma et radix dysosmae pleianthae and the analogs thereof, but also is capable of obtaining monomer sugar preparations without sugar removing.

Description

technical field [0001] The invention relates to a preparation method of natural medicine, in particular to a separation and preparation method of flavonoids (English name Flavones) and podophyllotoxins (English name Podophyl lotoxins). Background technique [0002] Star anise lotus is an important resource of podophyllotoxin anticancer drugs. In addition to podophyllotoxin compounds, flavonoids and biflavonoids are also important antioxidant and anticancer substances in the medicinal resources of star anise. However, how to prepare and purify these substances with high purity remains an important challenge. Countercurrent chromatography is an important method, but how to choose a suitable solvent system is still a time-consuming work. Contents of the invention [0003] The purpose of the present invention is to provide a method for preparing podophyllotoxin, star anise lotus biflavone and their analogs in view of the difficulties in the separation and preparation of podo...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D493/04C07D311/36
CPCC07D311/36C07D493/04
Inventor 吴世华张利红
Owner ZHEJIANG UNIV
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