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Biological dehydrogenation method of methyltestosterone C1,2

A methyltestosterone and biological technology, applied in the field of biological dehydrogenation of methyltestosterone C1,2 position, can solve the problems of complicated operation, low conversion rate and high degradation rate, and achieve the effects of simple operation, fast conversion time and low degradation rate

Active Publication Date: 2020-01-03
HUNAN NORCHEM PHARMACEUTICAL CO LTD
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AI Technical Summary

Problems solved by technology

[0004] For above technical problem, the object of the present invention is to provide a kind of rapid, high-purity, unitary strong simple Nocardia microbial transformation 17α methyl-17β hydroxy-androst-4-en-3-one to prepare 17α methyl The method of base-17β hydroxyandrost-1,4-dien-3-one can solve the problems of complex operation, low conversion rate and high degradation rate in the current methyltestosterone dehydrogenation method

Method used

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  • Biological dehydrogenation method of methyltestosterone C1,2

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] Embodiment 1 Simple Nocardia seed culture

[0025] Species: Nocardia simplex

[0026] Incline medium: glucose 0.1-1%, corn steep liquor 0.1-1%, peptone 0.1-0.5%, potassium dihydrogen phosphate 0.01-0.15%, yeast extract 0.01-0.05%, agar powder 0.01-2%; pH 7.0 -7.2, culture conditions: 25-40°C, culture time 1-5d.

[0027] Primary seed medium: glucose 0.1-1%, corn steep liquor 0.1-1%, peptone 0.1-0.5%, potassium dihydrogen phosphate 0.01-0.15%, yeast extract 0.01-0.05%; pH 7.0-7.2, culture conditions : Pack 100ml of culture medium in 500ml shake flask, shake culture, rotation speed 50-200rpm, 25-40℃, culture time 10-72h.

[0028] Secondary seed medium: glucose 0.1-1%, corn steep liquor 0.1-1%, peptone 0.1-0.5%, potassium dihydrogen phosphate 0.01-0.25%, 17αmethyl-17βhydroxyandrost-4-en-3-one 0.05% and foam enemy 0.02%; pH 7.0-7.2, culture conditions: 500ml shaker bottle with 100ml culture medium, inoculated with first-grade seed solution, shaking culture, rotation speed...

Embodiment 2

[0030] Embodiment 2 shakes flask transformation

[0031] Carry out seed cultivation according to the method of Example 1, insert the primary seed liquid into the secondary seed medium and cultivate for 16h, add 2g methyltestosterone to the cultivated 100ml secondary seed, transform for 120h, transformation conditions: 200rpm, 30 ± 1 ℃. After the conversion is completed, the sample is sent to the liquid phase, the normalized content of dehydromethyltestosterone is 52.75%, and the normalized content of methyltestosterone is 47.11%.

Embodiment 3

[0032] Embodiment 3 shake flask transformation

[0033] Carry out seed cultivation according to Example 1, insert the primary seed liquid into the secondary seed medium and cultivate for 10 h, add 2 g of methyltestosterone crushed to 200 mesh in the cultivated 100 ml secondary seed, transform for 120 h, and transform conditions: 200 rpm, 30 ±1°C. After the conversion is completed, the sample is sent to the liquid phase, the normalized content of dehydromethyltestosterone is 53.15%, and the normalized content of methyltestosterone is 46.50%.

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Abstract

The invention relates to a production method of steroid medical intermediate, in particular to a biological dehydrogenation method of methyltestosterone C1,2. According to the biological dehydrogenation method, the methyltestosterone is taken as a substrate, simple nocardia liquid is taken as an enzyme source, at the same time, 100-200 ml / L of soybean oil and 0.1-2 g / L of tween-80 are added into atransformation system, transformation reaction is conducted at 29-31 DEG C, and after the reaction is completed, a reactant is separated and purified to obtain dehydrogenated methyltestosterone. According to the biological dehydrogenation method, on the basis of adopting a common direct transformation method, the soybean oil and the tween-80 are added, the transformation rate can be greatly increased, and the transformation rate can reach more than 99%; meanwhile the degradation rate of the product is low, the reaction specificity is high, the transformation time is relatively fast, and the product quality is high; and aseptic environment is not needed, just conventional outdoor operation is required, operation is easy, and the biological dehydrogenation method is suitable for industrialmass production.

Description

technical field [0001] The invention relates to a production method of a steroid drug intermediate, in particular to a biological dehydrogenation method of the C1 and 2 positions of methyltestosterone. Background technique [0002] There are two kinds of dehydrogenation methods of C1 and 2 positions of steroidal compounds: chemical method and biological method. The traditional chemical method uses arsenic dioxide to dehydrogenate. The process is simple and the yield is considerable, but the product contains a certain amount of arsenic, which cannot meet the relevant standards. According to regulations, the biological method has the characteristics of strong specificity, rapid response and high yield, so the biological method has gradually replaced the chemical method in recent years. [0003] The reaction process of methyltestosterone C1,2 dehydrogenation is as follows figure 1 shown. Methyltestosterone is dehydrogenated at the C1 and 2 positions. There are currently four ...

Claims

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Application Information

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IPC IPC(8): C12P33/02C12N1/20C12R1/365
CPCC12P33/02C12N1/20
Inventor 唐艳平刘喜荣孟浩曾春玲赵小娟
Owner HUNAN NORCHEM PHARMACEUTICAL CO LTD
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