Method of asymmetrically reducing p-propiophenone compound with rice callus

A technology of callus and propiophenone, which is applied in the field of rice callus to change the chirality of drugs, can solve the problems of different catalytic activities of plant cells, expensive synthetic drugs, etc., achieve great economic and ecological significance, and easy to obtain Economical and low-cost effect

Pending Publication Date: 2018-06-29
ZHEJIANG UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Nevertheless, this system still has disadvantages, 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 of asymmetrically reducing p-propiophenone compound with rice callus
  • Method of asymmetrically reducing p-propiophenone compound with rice callus
  • Method of asymmetrically reducing p-propiophenone compound with rice callus

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0054] Embodiment 1: the preparation of standard substance.

[0055] Dissolve 5g of p-chloropropiophenone in 50ml of methanol and add KBH several times 4 The one-pot method was carried out 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, adding an appropriate amount of ice water to remove excess KBH 4 , and then adjust the pH value to neutral with dilute HCl, and extract the product with anhydrous ether about 20ml each time, and extract three times. After adding anhydrous MgSO 4 After drying, filtration and rotary evaporation, the standard substance of p-chlorophenylpropanol was obtained.

[0056] P-bromopropiophenone, p-methylpropiophenone, p-ethylpropiophenone can adopt the same method to obtain the corresponding standard substance. The standard curves for the four substrates are as follows figure 1 shown.

Embodiment 2

[0057] Example 2: Consider the influence of different sampling sites on the yield and ee value.

[0058]Rinse the rice seeds with clean water to remove surface stains, soak them in 75% ethanol for 0.5 min, take them out, rinse them twice with sterile water, soak them in 10% NaClO solution for 20 min, take them out, rinse them several times with sterile water, and put Get 5g rice seed (wet weight) and put into the medium of 20mlpH 5.8 (adjust pH with NaOH or Tris) and add 0.5g / l different (p-methylpropiophenone, p-ethylpropiophenone, p-chloropropiophenone, p-bromopropiophenone) reacted for 5 days, centrifuged, extracted, rotary evaporated, constant volume, liquid chromatography detection. In the same way, rooted rice seedlings were taken to investigate the reducing ability of leaves, roots and stems to different substrates.

[0059] The results are shown in Table 2:

[0060] Table 2: Effects of different parts of rice on the reaction

[0061]

[0062] It can be seen from ...

Embodiment 3

[0063] Example 3: Cultivation of rice callus and asymmetric reduction of substrates.

[0064] 3.1 Culture of rice callus

[0065] The sterilized rice seeds were placed in the AA solid medium, and after being put into an all-weather climate incubator to cultivate for one week, seedlings were formed.

[0066] After the seedlings were taken out, the leaves were cut into small pieces and put into AA, MS, N6 solid medium (3 mg / l NAA) with auxin, and after two weeks of culture, callus cells were generated, and they were transferred to the subsequent culture medium. Substituted medium (half the auxin content) for re-cultivation, ready to use. At the same time, the roots and stems of rice were carried out in the same method as above for callus culture.

[0067] 3.2 Asymmetric reduction of substrates by calluses from different parts of rice

[0068] Take 2g of rice callus cells from leaves, roots, and stems and add them to 20ml MS liquid medium for shaking for 2 days, then add 10mg ...

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Abstract

The invention provides a method of asymmetrically reducing a p-propiophenone compound with rice callus. The method comprises the following steps of preparation of a p-propiophenone compound standard,rice tissue extraction, preparation of culture medium, reduction of rice tissues to a substrate, rice callus culture, buffering of a culture solution and asymmetric reduction of rice callus to the substrate. The method utilizes callus of common plant-rice as a raw material and utilizes seeds and roots of rice, the obtaining way is simple and economic, a reaction reagent is popular and is low in cost, the reaction condition is simple and convenient and is liable to realize, and realization of preparation of a chiral drug and green chemistry have important economic and ecological significances.

Description

technical field [0001] The invention belongs to the field of biotechnology, in particular, relates to the application and method of rice 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. To date, some secondary metabolites have been produced from plant suspension cells. However, the secondary metabolites 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 cell cultures have enormous ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C12P7/22
CPCC12P7/22
Inventor 张逸菲杨根生郭钫元
Owner ZHEJIANG UNIV OF TECH
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