Method for separating and refining bisnorcholenaldehyde

A refining method and compound technology, which is applied in the field of separation and purification of phytosteraldehydes, can solve the problems of difficult control, environmental pollution, and less amount of silica gel separation and treatment, and achieve easy industrial scale-up, significant economic benefits, and low production costs. Effect

Active Publication Date: 2017-09-08
上海华震科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The main disadvantages of this process are: 1. After the derivatization and reduction of phytosteroids, the chemical structure may change greatly; 2. The purity is not high enough to meet the purity requirements of industrial synthesis, and it also increases the burden. The pressure of the subsequent separation and purification process
The traditional separation methods that can be used for non-polar compounds (phytosteraldehydes also belong to non-polar compounds) include silica gel chromatogr...

Method used

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  • Method for separating and refining bisnorcholenaldehyde
  • Method for separating and refining bisnorcholenaldehyde
  • Method for separating and refining bisnorcholenaldehyde

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] Take 30ml of 50mesh-80mesh HZ-816 macroporous adsorption resin, reserve 4ml of resin, and use the wet method to pack the rest into the resin column. Take 1.5g of concentrated extract, dissolve it completely with a small amount of absolute ethanol (5ml), filter, add the reserved 4ml of resin, and apply the sample by dry method after volatilizing the solvent. Use 14 times of 50% ethanol solution to remove impurities by eluting at a flow rate of 2ml / min, and then use 4 times of 90% ethanol solution to elute at the same flow rate to obtain an eluent containing BA. Concentrate the eluate with a rotary evaporator at 65°C, dissolve it with acetonitrile-methanol-water (16:3:1), filter while hot, and concentrate to crystallize at 0°C. Filter and wash 2-3 times with cold crystallization system. Obtained 0.15g of high-purity pure product, and its content was 98.6% as determined by HPLC.

Embodiment 2

[0026] Take 30ml of 80mesh-120mesh HZ-826 macroporous adsorption resin, reserve 3ml of resin, and pour the rest into the resin column by wet packing. Take 1.5g of concentrated extract, dissolve it completely with a small amount of absolute ethanol (5ml), filter it, add the remaining 3ml of resin, and apply the sample by dry method after evaporating the solvent. Use 13 times of 50% ethanol solution to remove impurities by eluting at a flow rate of 1 ml / min, and then use 4 times of 90% ethanol solution to elute at the same flow rate to obtain an eluent containing BA. Concentrate the eluate with a rotary evaporator at 65°C, dissolve it with acetonitrile-methanol-water (15:3:1), filter while hot, and concentrate to crystallize at 4°C. Filter and wash 2-3 times with cold crystallization system. 0.16 g of high-purity pure product was obtained, and its content was determined to be 98.8% by HPLC.

Embodiment 3

[0028] Take 50ml of 50mesh-80mesh HZ-826 macroporous adsorption resin, and pack it into the column by wet method, and pour the remaining 5ml of resin into the resin column. Take 2.5g of concentrated extract, dissolve it completely with a small amount of absolute ethanol (5ml), filter it, add the remaining 5ml of resin, and apply the sample by dry method after evaporating the solvent. Use 13 times of 50% ethanol solution to remove impurities by eluting at a flow rate of 2ml / min, and then use 4 times of 90% ethanol solution to elute at the same flow rate to obtain an eluent containing BA. Concentrate the eluate with a rotary evaporator at 65°C, dissolve it with acetonitrile-methanol-water (17:3:1), filter while hot, and concentrate to crystallize at -10°C. Filter and wash 2-3 times with cold crystallization system. Obtained 0.18g of high-purity pure product, and its content was 98.5% as determined by HPLC.

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Abstract

The invention discloses a method for separating and preparing bisnorcholenaldehyde (BA) from crystallization mother liquor obtained after extraction of phytosterol fermentation liquor. The fermentation liquor obtained after fermentation of phytosterol through mycobacteria is further subjected to steps of extraction, crystallization and the like for extraction of androstenedione (4AD), a crystallization mother liquor condensed extract after the steps is completely dissolved by low-carbon alcohol, and then filtration is performed to obtain a filtrate containing BA. The filtrate containing BA is adsorbed by a small amount of resin, then is subjected to volatilization drying at a room temperature, and then is added into the top end of a chromatographic column filled with macroporous adsorption resin. Stepwise elution is performed by using mixed solutions of ethanol and water with different concentrations as eluents; and an eluent containing the BA is collected, and the eluent is subjected to evaporating concentration, then is completely dissolved by a mixed solution of methanol, acetonitrile and water, and then is crystallized at a low temperature, and the BA with the purity of 98.5% or more is obtained after filtration and crystal washing. The method is simple in process, the mother liquor can be purified and recycled, the cost is low, industrialization can be realized easily, the process is pollution-free and wastewater-free and is in line with environmental protection requirements, and an obtained product is in line with requirements of the pharmaceutical industry.

Description

technical field [0001] The present invention relates to a method for separating and refining phytosterols, in particular to the method of separating and refining phytosterols from the crystallization mother liquor concentrated extract of phytosterol fermentation liquid by macroporous adsorption resin chromatographic separation and low-temperature crystallization craft. The invention belongs to the technical field of biochemical separation of steraldehyde substances in phytosterol fermentation liquid. Background technique [0002] During the process of phytosterol fermentation to obtain androstenedione (referred to as 4AD), some useful by-products will be produced; after the fermentation broth is separated from the main product androstenedione, the crystallization mother liquor also contains some substances with high application value. Products, such as phytosteraldehydes (referred to as BA), contain about 19% (see attached figure 1 ), if discarded directly, it is not only ...

Claims

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Application Information

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IPC IPC(8): C07J7/00
CPCC07J7/009
Inventor 宁方红徐时东徐环昕季华江邦和彭静静
Owner 上海华震科技有限公司
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