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Separation and preparation of isovaleryl-spiramycin I and application thereof

A technology of isovalerylspiramycin and compounds, which is applied in the separation and preparation of isovalerylspiramycin I and its application field, can solve the problem of rare multi-component antibiotic injections, increase the difficulty of quality control standards for final products, and Fundamental changes and other issues, to achieve rapid results, simplified production process, easy to accept the effect

Inactive Publication Date: 2010-07-28
SHENYANG TONGLIAN GRP CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

For the multi-component antibiotics produced by fermentation, it is difficult to control their quality according to the quality control methods of chemical drugs, and any small changes may lead to changes in the material basis, increasing the difficulty of quality control standards for the final product, and causing unpredictable drug use Adverse reactions
Therefore, multi-component antibiotic injections produced by fermentation are still rare so far

Method used

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  • Separation and preparation of isovaleryl-spiramycin I and application thereof
  • Separation and preparation of isovaleryl-spiramycin I and application thereof
  • Separation and preparation of isovaleryl-spiramycin I and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0049] , the separation and preparation of isovalerylspiramycin I

[0050] The raw material of carrimycin is prepared according to the patent of "A Method for Manufacturing Shengjimycin Using Genetic Engineering Technology" (patent number: ZL97104440.6). The corimycin sample was separated by preparative high-performance liquid chromatography to obtain the pure product of isovalerylspiramycin I compound. Specifically, it includes rough separation of samples, high-efficiency purification, sample post-processing and other steps.

[0051] 1) Rough separation: first, the isovalerylspiramycin I component is roughly separated from the carrimycin sample, using silica gel column chromatography, using ethyl acetate and methanol as eluents, and three times respectively Column volume ethyl acetate: methanol (3:1) and three to five column volumes ethyl acetate: methanol (1:1) for elution, collect ethyl acetate: methanol (1:1) fraction, and concentrate the collected solution To dryness, t...

Embodiment 2

[0056] Identification of Isovalerylspiramycin I

[0057] The molecular weight of the isolated compound was confirmed to be 926 by high-resolution mass spectrometry (Bruker APEXII, HR-SI-MS). Isovalerylspiramycin I high resolution mass spectrum see ( figure 2 ), by NMR 1 H and 13 C spectrum [BrukerAM500, solvent CDCl 3 , internal standard TMS (tetramethylsilane)] and other analyzes confirmed that the structure of the isolated compound is isovalerylspiramycin I. Isovalerylspiramycin I NMR 1 H and 13 C spectrum see ( image 3 , 4), NMR 1 H and 13 See C spectrum data (Table 1, 2).

[0058] Table 1 NMR of isovalerylspiramycin I 1 H spectrum data (500MHz, CDCl 3 )

[0059] Proton

[0060] Proton

[0061] Proton

[0062] The nuclear magnetic resonance of table 2 isovalerylspiramycin I 13 C spectrum data (125MHz, CDCl 3 )

[0063] Carbon

[0064] Carbon

Embodiment 3

[0065] the antibacterial activity assay of isovalerylspiramycin I

[0066] A antibacterial activity

[0067] 1) Compound samples:

[0068] Compound 1 carrimycin: batch number: 0812512, potency: 92.8%, provided by Shenyang Tonglian Group Co., Ltd.;

[0069] Compound 2 Isovalerylspiramycin I: batch number: 0811214, potency: 93.7%, provided by Shenyang Tonglian Group Co., Ltd.;

[0070] Erythromycin: batch number: 0706392, potency: 91.6%, China National Institute for the Control of Pharmaceutical and Biological Products;

[0071] Azithromycin: batch number: 0421-9603, potency: 99.3%, China National Institute for the Control of Pharmaceutical and Biological Products;

[0072] Clarithromycin: batch number: 0482-9901, potency: 90.4%, China Institute for the Control of Pharmaceutical and Biological Products.

[0073] 2) Test strains:

[0074] Standard strain: Streptococcus pneumoniae ATCC49619;

[0075] Gram-positive bacteria isolated clinically;

[0076] Erythromycin-resista...

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Abstract

The invention relates to the separation of antibiotic and the application of the antibiotic in resisting infectious diseases, in particular to an isovaleryl-spiramycin I single-component compound. A kelimycin sample is separated by HPLC (high performance liquid chromatography) after crude separation, high-efficiency purification and post-processing, so as to obtain the pure isovaleryl-spiramycin I compound. Biological experiment results show that the antibacterial activity of the isovaleryl-spiramycin II compound is better than that of kelimycin and is much better than that of a control group. The invention lays the foundation for developing the clinical and effective isovaleryl-spiramycin II single-component antibiotic.

Description

Technical field: [0001] The invention relates to the separation of antibiotics and their application in anti-infective diseases, in particular to the single-component compound of isovalerylspiramycin. Background technique: [0002] Carrimycin is a new type of spiramycin derivative developed by genetic engineering technology. It was originally named Bitenomycin and was once called Shengjimycin [Patent No.: ZL97104440.6]. According to the "Naming Principles of Common Names of Drugs in China", after the technical review and research of the National Pharmacopoeia Committee, the Chinese common name of Bitenomycin was changed to calimycin, and the English name was Calimycin. [0003] Carrimycin is a fermentation product of genetically engineered bacteria, and its chemical structure is mainly composed of 4″-isovalerylspiramycin, including 4″-isovalerylspiramycin I, II, III, and secondly contains about 6 A spiramycin with acylated 4"-hydroxyl group, so its chemical name is collecti...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A61K31/7048A61P31/00A61P31/04C07H17/08C07H1/06
Inventor 姜洋梁鑫淼金郁郝玉有徐霈名张海平
Owner SHENYANG TONGLIAN GRP CO LTD
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