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Aminoglycoside compound and extracting separation method thereof

A compound and composition technology, applied in the field of chemical structure of aminoglycoside compounds and its extraction and separation, can solve difficult to purify and undiscovered problems

Active Publication Date: 2012-05-02
WUXI JIMIN KEXIN SHANHE PHARMA +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] Etimicin sulfate is a multi-structural product, it is difficult to purify it during production, the present invention unexpectedly finds a new compound in the purification process, and this compound has not been found to be patented or documented so far

Method used

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  • Aminoglycoside compound and extracting separation method thereof
  • Aminoglycoside compound and extracting separation method thereof
  • Aminoglycoside compound and extracting separation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0060] Get the etimicin sulfate crude product produced by the prior art, add water to dissolve, load the sample on HD-2 weakly acidic cation exchange resin column, use water respectively, ammoniacal liquor gradient elution, TLC detection (developing agent: chloroform-methanol-ammonia liquor , 1:1:1, lower layer, I2) and combined fractions to obtain impurity-enriched fractions. The impurity-enriched fractions were separated by column chromatography repeatedly using silica gel H (chloroform:methanol:ammonia water (2:1:1, lower layer) and CM-Sephadex C-25), and the sixth fraction was collected as Compound 1,3-N,N-diethylgentamycin C1a.

Embodiment 2

[0061] Embodiment 2, the preparation of hydrochloride:

[0062] Get the etimicin sulfate crude product produced by the prior art, add water to dissolve, load the sample on HD-2 weakly acidic cation exchange resin column, use water respectively, ammoniacal liquor gradient elution, TLC detection (developing agent: chloroform-methanol-ammonia liquor , 1:1:1, lower layer, I2) and combined fractions to obtain impurity-enriched fractions. The impurity-rich fractions were separated by column chromatography with silica gel H (chloroform:methanol:ammonia water (2:1:1, lower layer) and CM-Sephadex C-25 repeatedly, and the sixth fraction was collected and concentrated. to 200-500mg / ml, adjust the pH to 4.0-5.0 with 10mol / L hydrochloric acid, then add 2%-5% activated carbon, stir and decolorize at 60-80°C for 30 minutes, filter, and freeze-dry the filtrate to obtain the substance Hydrochloride solid.

Embodiment 3

[0063] Embodiment 3, the preparation of sulfate:

[0064] Get the etimicin sulfate crude product produced by the prior art, add water to dissolve, load the sample on HD-2 weakly acidic cation exchange resin column, use water respectively, ammoniacal liquor gradient elution, TLC detection (developing agent: chloroform-methanol-ammonia liquor , 1:1:1, lower layer, I2) and combined fractions to obtain impurity-enriched fractions. The impurity-rich fractions were separated by column chromatography with silica gel H (chloroform:methanol:ammonia water (2:1:1, lower layer) and CM-Sephadex C-25 repeatedly, and the sixth fraction was collected and concentrated. to 200-500mg / ml, adjust the pH to 4.0-5.0 with 5mol / L sulfuric acid, then add 2%-5% activated carbon, stir and decolorize at 60-80°C for 30 minutes, filter, and freeze-dry the filtrate to obtain the substance Sulfate solids.

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Abstract

The invention relates to an aminoglycoside compound and an extracting separation method thereof. The compound is separated from etimicin sulfate and has a following structural formula. The invention also relates to a separating method for the aminoglycoside compound.

Description

technical field [0001] The invention relates to the field of medicinal chemistry, and relates to a chemical structure of an aminoglycoside compound and an extraction and separation method thereof. Background technique [0002] Aminoglycosides are glycosides formed by linking aminosugar and aminocycloalcohol through an oxygen bridge. There are natural aminoglycosides such as streptomycin from Streptomyces, gentamicin and other natural aminoglycosides from Micromonospora, and semi-synthetic aminoglycosides such as etimicin, all of which are broad-spectrum antibiotics. [0003] The effect of aminoglycoside antibiotics on bacteria is mainly to inhibit the synthesis of bacterial proteins, and the action point is at the A site of the 16SrRNA decoding region of the 30S ribosomal subunit of the cell. Studies have shown that such drugs can affect the entire process of bacterial protein synthesis, hinder the synthesis of the initial complex, induce bacteria to synthesize wrong protei...

Claims

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Application Information

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IPC IPC(8): C07H15/236C07H1/06A61K31/7036A61P31/04
Inventor 汪豪张智杰吴凌云许盛聂昌胜过晓磊
Owner WUXI JIMIN KEXIN SHANHE PHARMA
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