Method for converting podophyllinic acid lactone into podophyllic acid and picropodophyllin

A technology for podophyllotoxin and picropodophyllin, which is applied in biochemical equipment and methods, microorganism-based methods, organic chemistry and other directions, can solve the problems of easily polluted environment and low product yield, and achieves environmental friendliness and product yield. The effect of high rate and mild reaction conditions

Inactive Publication Date: 2011-09-21
HUBEI UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0011] The technical problem to be solved by the present invention is to overcome the problems of low product yield and easy pollution of the environment in the existing methods for preparing podophylloid lignans, and to provide a new method for preparing podophyllin and podophyllin. Biotransformation and separation method, the method uses podophyllotoxin as a reaction substrate, and obtains podophylloic acid and picropodophyllin through biotransformation. The method of the invention is easy to operate, high in product yield, environmentally friendly, and low in production cost

Method used

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  • Method for converting podophyllinic acid lactone into podophyllic acid and picropodophyllin
  • Method for converting podophyllinic acid lactone into podophyllic acid and picropodophyllin
  • Method for converting podophyllinic acid lactone into podophyllic acid and picropodophyllin

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0060] 1. Cultivation of Pseudomonas aeruginosa:

[0061] Slope strain culture: Medium: glucose 2%, beef extract 0.3%, peptone 0.5%, sodium chloride 0.5%, agar 2%, pH 7, sterilized at 115 degrees Celsius for 30 minutes, cooled and prepared after sterilization On the slope, inoculate Pseudomonas aeruginosa strains and incubate at 37°C for 4 hours;

[0062] Liquid seed culture: Medium: yeast powder 0.5%, peptone 0.5%, sodium chloride 0.5%, sucrose 1%, pH value 7, filling volume 50ml / 250ml shake flask, sterilization at 115°C for 30 minutes, sterilization Cool after the bacteria, inoculate the slant strain, culture at 37 degrees Celsius, 200 rpm for 3 hours, as liquid seeds;

[0063] Fermentation culture: Medium: yeast powder 0.5%, peptone 0.5%, sodium chloride 0.5%, sucrose 1%, pH value 7, liquid volume 50ml / 250ml shake flask, sterilized at 115°C for 30 minutes, sterilized After cooling, liquid seeds were inoculated with an inoculum amount of 10%, 37 degrees Celsius, 200 revolutions / m...

Embodiment 2

[0070] 1. Cultivation of Bacillus:

[0071] Slope strain culture: medium: beef extract 0.3%, yeast extract 0.5%, peptone 0.5%, agar 1.5%, pH 7, sterilized at 115 degrees Celsius for 30 minutes, cooled after sterilization, made a slant, inoculated with Bacillus Strains, cultured at 28 degrees Celsius for 12 hours;

[0072] Liquid seed culture: medium: beef extract 0.3%, yeast extract 0.5%, peptone 0.5%, pH 7, filling volume 50ml / 250ml shake flask, sterilized at 115°C for 30 minutes, cooled and inoculated after sterilization Inclined strains, cultured at 28 degrees Celsius, 180 revolutions / min for 10 hours, as liquid seeds;

[0073] Fermentation culture: medium: beef extract 0.3%, yeast extract 0.5%, peptone 0.5%, pH 7, filling volume 50ml / 250ml shake flask, sterilizing at 115°C for 30 minutes, cooling and inoculating liquid after sterilization Seeds, inoculum amount 10%, 28 degrees Celsius, 180 revolutions / min, culture for 10 hours.

[0074] 2. Biotransformation

[0075] The podophyll...

Embodiment 3

[0079] 1. Cultivation of Rhodococcus erythropolis:

[0080] Slope strain culture: medium: beef extract 0.3%, peptone 1.0%, sodium chloride 0.5%, agar 1.5%, pH 7, sterilized at 115 degrees Celsius for 30 minutes, cooled after sterilization, made a slant, inoculated with red Rhodococcus strains, cultivated at 30 degrees Celsius for 12 hours;

[0081] Liquid seed culture: Medium: beef extract 0.3%, peptone 1.0%, sodium chloride 0.5%, pH 7, filling volume 50 ml / 250 ml shake flask, sterilized at 115 degrees Celsius for 30 minutes, cooled after sterilization, Inoculate slant strains, cultivate at 30 degrees Celsius, 180 rpm for 10 hours, as liquid seeds;

[0082] Fermentation culture: Medium: beef extract 0.3%, peptone 1.0%, sodium chloride 0.5%, pH 7, filling volume 50ml / 250ml shake flask, sterilized at 115°C for 30 minutes, cooled and inoculated after sterilization Liquid seed, inoculum amount 10%, 30 degrees Celsius, 180 revolutions / min, cultivate for 10 hours.

[0083] 2. Biotransform...

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Abstract

The invention discloses a method for converting podophyllotoxin to podophyllic acid and picropodophyllin, comprising the following steps: the substrate podophyllotoxin solution is added during the fermentation process of microorganism pseudomonas aeruginosa, bacillus, rhodococcus erythropolis, clostridium, corynebacterium pekinense, hay bacillus, erwinia uredovora or bending pseudomonas for carrying out biotransformation reaction, thus obtaining biotransformation matrix with the podophyllic acid and picropodophyllin. The invention also discloses a method for separating the podophyllic acid and picropodophyllin from the obtained biotransformation matrix, comprising the following steps: the macroporous absorbent resin column is adopted to carry out initial separation on the biotransformation matrix and gel column chromatography is adopted to carry out fine separation, thus respectively obtaining the picropodophyllin and the podophyllic acid. In the invention, modification is carried outon the picropodophyllin structure by microbiological transformation, thus obtaining the picropodophyllin and the podophyllic acid, in addition, the conversion rate of the substrate is high, the operation is easy, the reaction conditions are moderate, the generated waste is little, the separation process is simple and the yield is high.

Description

Technical field [0001] The present invention relates to a method for preparing podophyllophyll lignans, in particular to a method for converting podophyllotoxin into podophyllic acid and picropodophyllin. The present invention also relates to the separation of podophyllophyllic acid and podophyllin from a biotransformation matrix The bitterness method belongs to the field of biopharmaceuticals. Background technique [0002] Podophyllotoxin (Podophyllotoxin) is a natural active lead compound isolated from podophyllum plants with anti-tumor effect. It has a unique molecular structure, with four chiral centers, a trans-lactone ring and C-1 position. Axial contiguous aryl substituent groups. Podophyllotoxin disrupts the formation of tubulin and microtubules in mitotic cells, stops cell mitosis in M ​​phase, inhibits normal division of tumor cells, and exerts anti-tumor effects. However, it has strong side effects, such as water solubility. Poor sex and low bioavailability limit its...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C12P17/04C12P17/18C07D493/04C07D317/70C12R1/38C12R1/125C12R1/15C12R1/01C12R1/07C12R1/385
Inventor 汤亚杰李艳李冬生
Owner HUBEI UNIV OF TECH
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