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Preparation method of active abietic acid derivatives through biological conversion of rosin

A technology of derivatives and rosin, applied in the fields of fine chemicals and pharmaceutical biology, can solve the problems of limited chemical reaction complexity and little progress, and achieve the effects of high selectivity, cost saving and low cost

Inactive Publication Date: 2011-09-07
KUNMING UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0009] Researchers have tried to use abietic acid as a substrate to chemically synthesize drugs using the unsaturated double bond and carboxyl group on the phenanthrene ring, but little progress has been made. The main reason is that it is restricted by the complexity of chemical reactions in the chemical synthesis of abietic acid.

Method used

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  • Preparation method of active abietic acid derivatives through biological conversion of rosin
  • Preparation method of active abietic acid derivatives through biological conversion of rosin
  • Preparation method of active abietic acid derivatives through biological conversion of rosin

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0033] A. Trichoderma viridans B7 strain was routinely cultured in PDA medium to obtain activated strains, and then inserted into PDB medium for fermentation for 72 hours to obtain mycelium balls; PDA medium was 200g / L of potato + 20g / L of glucose +1.5% agar, pH 6, autoclave at 121°C for 20 minutes; PDB medium is 200g / L potato + 20g / L glucose, pH 6, autoclave at 121°C for 20 minutes;

[0034] B. Soak the fine absorbent cotton pellets in the PDB culture medium as a solid medium, and use the rosin ground into a fine powder as a substrate;

[0035] C. Add the mycelial balls obtained in step A and the substrate in step B to the fixed medium in step B, and carry out solid-state culture for 6 days;

[0036] D. The solid culture of step C is soaked and extracted with 95% ethanol;

[0037] E. The extract obtained in step D is filtered and concentrated to obtain the crude extract of the conversion product;

[0038] F. The crude extract of the conversion product was extracted wi...

Embodiment 2

[0040] A. Trichoderma viridans B7 strain was routinely cultured in PDA medium to obtain activated strains, and then inserted into PDB medium for fermentation for 60 hours to obtain mycelium balls; PDA medium was 200g / L of potato + 20g / L of glucose +2% agar, pH value is 6, autoclaved at 121°C for 20 minutes; PDB medium is 200g / L potato + 20g / L glucose, pH value is 6, autoclaved at 121°C for 20 minutes;

[0041] B. Soak the fine absorbent cotton pellets in the PDB culture medium as a solid medium, and use the rosin ground into a fine powder as a substrate;

[0042] C. Add the mycelial balls obtained in step A and the substrate in step B to the fixed medium in step B, and carry out solid-state culture for 5 days;

[0043] D. The solid culture of step C is soaked and extracted with 95% ethanol;

[0044] E. The extract obtained in step D is filtered and concentrated to obtain the crude extract of the conversion product;

[0045] F. The crude extract of the conversion produc...

Embodiment 3

[0047] A. Trichoderma viridans B7 strain was routinely cultured in PDA medium to obtain activated strains, and then inserted into PDB medium for fermentation for 48 hours to obtain mycelium balls; PDA medium was 200g / L of potato + 20g / L of glucose +1.5% agar, pH 6, autoclave at 121°C for 20 minutes; PDB medium is 200g / L potato + 20g / L glucose, pH 6, autoclave at 121°C for 20 minutes;

[0048] B. Soak the fine absorbent cotton pellets in the PDB culture medium as a solid medium, and use the rosin ground into a fine powder as a substrate;

[0049] C. adding the mycelial balls obtained in step A and the substrate in step B to the fixed medium in step B, and carrying out solid-state culture for 7 days;

[0050] D. The solid culture of step C is soaked and extracted with 95% ethanol;

[0051] E. The extract obtained in step D is filtered and concentrated to obtain the crude extract of the conversion product;

[0052] F. The crude extract of the conversion product was extrac...

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Abstract

The invention provides a preparation method of active abietic acid derivatives through the biological conversion of rosin, which comprises the following steps of: performing routine culture on trichoderma virens B7 strains in a PDA (Potato Dextrose Agar) culture medium to obtain activated strains, inoculating the strains to a PDB (Potato Dextrose Broth) culture medium for fermentation to obtain mycelium pellets; adding the mycelium pellets and substrates into a fixed culture medium to culture for 5-7 days; immersing and extracting a solid culture through 95% ethanol; filtering and concentrating the extract to obtain the extractum of the crude extract of converted products; extracting the extractum of the crude extract of the converted products through petroleum ether and ethyl acetate; and finally separating and purifying the extract through thin layer chromatography, silica column chromatography LH-20 gel chromatography and efficient liquid chromatography to obtain a compound S-1 (7alpha,13beta-dyhydroxy abietic-8(14)-olefin acid. The preparation method has the advantages of high efficiency, high selectivity and moderate reaction conditions; the cost is saved; and the obtained compound (7alpha,13beta-dyhydroxy abietic-8(14)-olefin acid) plays an inhibition role on escherichia coli, bacillus subtilis, bacillus cereus, bacillus megaterium and staphylococcus aureus respectively.

Description

[0001] Field [0002] The invention relates to a method for preparing active abietic acid derivatives by inducing biotransformation of rosin, which belongs to the fields of fine chemical industry and pharmaceutical biotechnology. Background technique [0003] Rosin is a light yellow to yellowish red transparent solid, insoluble in water, but easily soluble in organic solvents, such as acetone, ether, ethanol, ethyl acetate, isopropanol, turpentine, benzene and xylene. Rosin chemical properties: Rosin resin acid contains double chain and carboxyl active gene, has conjugated double bond and typical carboxyl reaction. In addition to being easy to oxidize and isomerize, rosin also has double bond reactions of disproportionation, hydrogenation, addition, and polymerization. At the same time, it also has carboxyl reactions such as esterification, alcoholization, salt formation, decarboxylation, and ammonolysis. The secondary reprocessing of rosin is based on the double bond and ca...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C12P7/42C12R1/885
Inventor 孟庆雄王亚明余旭亚曹建新蒋丽红王煜丹
Owner KUNMING UNIV OF SCI & TECH
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