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Method for realizing asymmetric reduction of p-propiophenone compounds by adopting carrot tissue or callus and applications of carrot tissue or callus in asymmetric reduction of p-propiophenone compounds

A carrot and propiophenone technology, applied in the biological field, can solve the problems of different catalytic activity of plant cells, high price of synthetic drugs, etc., and achieve the effects of great economic and ecological significance, simple and economical access, and popularization of reagents.

Inactive Publication Date: 2018-08-17
杨妮
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Nevertheless, this system still has shortcomings, such as the catalytic activity of plant cells in different regions in different seasons is different
[0005] As the earth's resources are depleted, the price of reagents will rise, making synthetic drugs more expensive

Method used

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  • Method for realizing asymmetric reduction of p-propiophenone compounds by adopting carrot tissue or callus and applications of carrot tissue or callus in asymmetric reduction of p-propiophenone compounds
  • Method for realizing asymmetric reduction of p-propiophenone compounds by adopting carrot tissue or callus and applications of carrot tissue or callus in asymmetric reduction of p-propiophenone compounds
  • Method for realizing asymmetric reduction of p-propiophenone compounds by adopting carrot tissue or callus and applications of carrot tissue or callus in asymmetric reduction of p-propiophenone compounds

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0058] Embodiment 1: the preparation of standard substance.

[0059] Dissolve 5g of p-chloropropiophenone in 50ml of methanol and add KBH several times 4 The one-pot method was used to react in an ice-water bath, using petroleum ether: ethyl acetate = 9:1 as the developing agent to spot the plate, until the reaction was complete, add an appropriate amount of ice water to remove excess KBH 4 , and then adjust the pH value to neutral with dilute HCl, extract the product with anhydrous ether about 20ml each time, and extract three times. After adding anhydrous MgSO 4After drying, filtration and rotary evaporation, the standard p-chlorophenylpropanol was obtained.

[0060] For p-bromopropiophenone, p-methylpropiophenone and p-ethylpropiophenone, the same method can be used to obtain corresponding standard substances.

[0061] The standard curves for the four substrates are as follows figure 1 shown.

Embodiment 2

[0062] Example 2: Consideration of asymmetric reduction of substrates by different plant tissues.

[0063] Rinse different kinds of plants with clean water to remove surface stains, soak them in 75% ethanol for 0.5min, take them out, rinse them twice with sterile water, put them in 10% NaClO solution for 20mins, take them out, rinse them with sterile water several times , cut off the surface 0.3cm, cut into small pieces of the same species or leaves of the same weight for later use.

[0064] After the carrots and the different plants purchased were sterilized according to the above method, 5g (wet weight) was put into 20ml pH5.8 (adjust pH with NaOH or phosphoric acid) culture medium and 0.5g / l different bottom After reacting for 5 days with substances (p-methylpropiophenone, p-ethylpropiophenone, p-chloropropiophenone, p-bromopropiophenone), centrifuge, extract, rotary evaporate, constant volume, and detect by liquid chromatography.

[0065] The reducing ability of different...

Embodiment 3

[0070] Example 3: Consider the influence of different sampling sites on the yield and ee value.

[0071] Select the phloem and xylem of carrot respectively as biocatalyst, after the same method operation by embodiment 2, the result is as shown in table 3:

[0072] Table 3: Effects of different parts of carrots on the reaction

[0073]

[0074] It can be seen from the above table that the phloem of carrot has a strong reducing ability, but its xylem basically has no reducing ability; therefore, carrot phloem is selected as the biotransformation material in subsequent experiments.

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Abstract

The invention provides a method for realizing asymmetric reduction of p-propiophenone compounds by adopting carrot tissue and callus cells. The method comprises the following steps: preparing p-propiophenone compound standard substance, extracting the carrot tissue, preparing a culture medium, carrying out reduction on the substrate by adopting the carrot tissue, culturing the carrot callus, buffering the cultured solution, and carrying out asymmetric reduction on the substrate by adopting the carrot callus. The invention further provides applications. Compared with the prior art, the method has the advantages that great economical and ecological significance is obtained for the preparation of chelloral medicines and the realization of green chemistry.

Description

technical field [0001] The invention belongs to the field of biotechnology, and specifically relates to the application and method of carrot tissue and callus in changing the chirality of medicines. Background technique [0002] Plants are one of the important sources of many valuable products and serve as useful building blocks. Such as: cellulose, wood, rubber, etc. In addition, its secondary metabolites, such as terpenoids, coumarins, anthraquinones, flavonoids and alkaloids, can be used as medicines, spices, pigments and agricultural chemicals. So far, some secondary metabolites have been produced from plant suspension cells. However, the secondary metabolites that can be produced by these plant suspension cultured cells are small and difficult to accumulate, and have proven difficult to apply to industrial production. In order to overcome this problem, it is very meaningful to study the biotransformation of exogenous substrates using plant suspension cells. Plant ce...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C12P7/22
CPCC12P7/22
Inventor 杨妮郭钫元
Owner 杨妮
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