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Method for converting podophyllinic acid lactone into podophyllic acid and picropodophyllin

A technology of podophyllotoxin and picropodophyllin, applied in biochemical equipment and methods, methods based on microorganisms, organic chemistry, etc., can solve the problems of easy pollution of the environment and low product yield, and achieve environmental friendliness and high product yield. The effect of high rate and low cost

Inactive Publication Date: 2009-07-29
HUBEI UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0010] 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

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Embodiment 1

[0056] 1. Culture of Pseudomonas aeruginosa:

[0057] Slope culture: medium: glucose 2%, beef extract 0.3%, peptone 0.5%, sodium chloride 0.5%, agar 2%, pH value 7, sterilized at 115 degrees Celsius for 30 minutes, cooled after sterilization, and made Inclined surface, inoculated with Pseudomonas aeruginosa strains, cultured at 37 degrees Celsius for 4 hours;

[0058] Liquid seed culture: culture medium: yeast powder 0.5%, peptone 0.5%, sodium chloride 0.5%, sucrose 1%, pH value 7, liquid volume 50 ml / 250 ml shake flask, sterilized at 115 degrees Celsius for 30 minutes, sterilized Cool after the bacteria, inoculate the slant bacteria, 37 degrees Celsius, 200 rpm for 3 hours, as a liquid seed;

[0059] Fermentation culture: medium: yeast powder 0.5%, peptone 0.5%, sodium chloride 0.5%, sucrose 1%, pH value 7, liquid volume 50 ml / 250 ml shake flask, sterilized at 115 degrees Celsius for 30 minutes, sterilized After cooling, inoculate liquid seeds with an inoculum size of 10%, ...

Embodiment 2

[0066] 1. Cultivation of Bacillus:

[0067] Slope culture: culture medium: 0.3% beef extract, 0.5% yeast extract, 0.5% peptone, 1.5% agar, pH value is 7, sterilized at 115 degrees Celsius for 30 minutes, cooled after sterilization, made into a slope, and inoculated with Bacillus Bacteria, cultivated at 28 degrees Celsius for 12 hours;

[0068] Liquid seed culture: culture medium: beef extract 0.3%, yeast extract 0.5%, peptone 0.5%, pH value 7, liquid volume 50 ml / 250 ml shake flask, sterilized at 115 degrees Celsius for 30 minutes, cooled and inoculated after sterilization Incline strains, cultivated at 28 degrees Celsius and 180 rpm for 10 hours, as liquid seeds;

[0069] Fermentation culture: medium: beef extract 0.3%, yeast extract 0.5%, peptone 0.5%, pH value 7, liquid volume 50 ml / 250 ml shake flask, sterilized at 115 degrees Celsius for 30 minutes, cooled after sterilization, and inoculated liquid Seeds, 10% inoculum, cultivated for 10 hours at 28 degrees Celsius and 180...

Embodiment 3

[0075] 1. Cultivation of Rhodococcus erythropolis:

[0076] Slope culture: culture medium: beef extract 0.3%, peptone 1.0%, sodium chloride 0.5%, agar 1.5%, pH value 7, sterilized at 115 degrees Celsius for 30 minutes, cooled after sterilization, made into a slope, inoculated with red Rhodococcus strains, cultivated at 30 degrees Celsius for 12 hours;

[0077] Liquid seed culture: medium: beef extract 0.3%, peptone 1.0%, sodium chloride 0.5%, pH value 7, liquid volume 50 ml / 250 ml shake flask, sterilized at 115 degrees Celsius for 30 minutes, cooled after sterilization, Inoculate the slant bacteria, culture at 30 degrees Celsius and 180 rpm for 10 hours, as liquid seeds;

[0078] Fermentation culture: culture medium: beef extract 0.3%, peptone 1.0%, sodium chloride 0.5%, pH value 7, liquid volume 50 ml / 250 ml shake flask, sterilized at 115 degrees Celsius for 30 minutes, cooled and inoculated after sterilization Liquid seeds, 10% inoculum size, 30 degrees Celsius, 180 rpm fo...

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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 out on 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 preparation method of podophylloid lignans, in particular to a method for converting podophyllotoxin into podophylloic acid and podophyllin, and the invention also relates to separating podophylloic acid and podophyllin from a biotransformation matrix The method for bitter element belongs to the field of biopharmaceuticals. Background technique [0002] Podophyllotoxin (Podophyllotoxin) is a natural active lead compound with anti-tumor effect isolated from podophylloid plants. It has a unique molecular structure with four chiral centers, a trans-lactone ring and a C-1 position. Axially connected aryl substituents. Podophyllotoxin stops cell mitosis in M ​​phase by destroying tubulin assembly and microtubule formation in mitotic cells, inhibits normal division of tumor cells, and exerts anti-tumor effect, but it has strong toxic side effects, such as water soluble Poor activity and low bioavailability limit its clini...

Claims

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Application Information

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