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Aminoglycoside compound and extraction separation method thereof

A compound and composition technology, applied in the field of new aminoglycoside compounds and their extraction and separation, can solve the problems of synthesis errors, affecting the whole process of bacterial protein synthesis, hindering the synthesis of initial complexes, etc.

Active Publication Date: 2014-03-26
WUXI JIMIN KEXIN SHANHE PHARMA +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Studies have shown that such drugs can affect the whole process of bacterial protein synthesis, hinder the synthesis of initial complexes, induce bacteria to synthesize wrong proteins and inhibit the release of synthesized proteins, resulting in bacterial death

Method used

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  • Aminoglycoside compound and extraction separation method thereof
  • Aminoglycoside compound and extraction separation method thereof
  • Aminoglycoside compound and extraction separation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0055] Get 20 grams of the etimicin crude product produced by the prior art, add 40ml purified water to dissolve, the aqueous solution flows down slowly along the column inner wall, load the sample on the HD-2 weakly acidic cation exchange resin column, and first elute with purified water, Then use gradient elution with concentrations of 1%, 1.5%, 2%, and 3% ammonia water, TLC detection (developing solvent: chloroform-methanol-ammonia water, 1:1:1, take the lower layer), combine the fractions to obtain Fractions enriched in impurities. Concentrate the impurity-enriched fractions respectively, freeze-dry to obtain 10 grams of solid mixture, take 300 grams of 100-200 mesh silica gel, and separate by silica gel column chromatography (chloroform:methanol:ammonia water (3:1:1, take the lower layer ) and preparative liquid phase purification (with 0.2mol / L trifluoroacetic acid aqueous solution:methanol=84:16 as the mobile phase), the fraction containing the target compound was conce...

Embodiment 2

[0056] Embodiment 2, the preparation of hydrochloride:

[0057] Get 20 grams of the etimicin crude product produced by the prior art, add 40ml purified water to dissolve, the aqueous solution flows down slowly along the column inner wall, load the sample on the HD-2 weakly acidic cation exchange resin column, and first elute with purified water, Then use gradient elution with concentrations of 1%, 1.5%, 2%, and 3% ammonia water, TLC detection (developing solvent: chloroform-methanol-ammonia water, 1:1:1, take the lower layer), combine the fractions to obtain Fractions enriched in impurities. Concentrate the impurity-enriched fractions respectively, freeze-dry to obtain 10 grams of solid mixture, take 300 grams of 100-200 mesh silica gel, and separate by silica gel column chromatography (chloroform:methanol:ammonia water (3:1:1, take the lower layer ) and preparative liquid phase purification (with 0.2mol / L trifluoroacetic acid aqueous solution:methanol=84:16 as the mobile pha...

Embodiment 3

[0058] Embodiment 3, the preparation of sulfate:

[0059] Get 20 grams of the etimicin crude product produced by the prior art, add 40ml purified water to dissolve, the aqueous solution flows down slowly along the column inner wall, load the sample on the HD-2 weakly acidic cation exchange resin column, and first elute with purified water, Then use gradient elution with concentrations of 1%, 1.5%, 2%, and 3% ammonia water, TLC detection (developing solvent: chloroform-methanol-ammonia water, 1:1:1, take the lower layer), combine the fractions to obtain Fractions enriched in impurities. Concentrate the impurity-enriched fractions respectively, freeze-dry to obtain 10 grams of solid mixture, take 300 grams of 100-200 mesh silica gel, and separate by silica gel column chromatography (chloroform:methanol:ammonia water (3:1:1, take the lower layer ) and preparative liquid phase purification (with 0.2mol / L trifluoroacetic acid aqueous solution:methanol=84:16 as the mobile phase), t...

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Abstract

The invention relates to an aminoglycoside compound and an extraction separation method thereof. The compound is separated and obtained from a crude etimicin sulfate product and has a chemical structure as follows. The invention further relates to a separation method of the aminoglycoside compound.

Description

technical field [0001] The invention relates to the field of medicinal chemistry, in particular to a novel 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 proteins, and inhibit t...

Claims

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Application Information

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IPC IPC(8): C07H15/236C07H1/06A61K31/7036A61P31/04
Inventor 墙广灿
Owner WUXI JIMIN KEXIN SHANHE PHARMA
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