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 problems such as hindering the synthesis of initial complexes, affecting the whole process of bacterial protein synthesis, and synthesis errors.

Active Publication Date: 2016-04-20
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 co

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

[0058] Get 20 grams of the etimicin crude product produced by the prior art, add 40ml of purified water for dissolving, the aqueous solution flows down slowly along the column inner wall, and load the YPR-II type macroporous resin column with a concentration of 8%, 12%, Gradient elution with 16%, 20% ethanol aqueous solution, TLC detection (developing solvent: chloroform-methanol-ammonia water, 1:1:1, take the lower layer), combine the fractions to obtain impurity-enriched fractions. Concentrate the impurity-enriched fractions respectively, freeze-dry to obtain 10 grams of solid mixture, take 300 grams of 100-200 mesh silica gel, separate with silica gel column chromatography (chloroform:methanol:ammonia water (3:1:1, take the lower layer ) and preparative liquid phase purification, the fractions containing the target compound were concentrated and freeze-dried to obtain 50 mg of a light yellow solid powder product, and the structure of the target compound was determined by mas...

Embodiment 2

[0059] Embodiment 2, the preparation of hydrochloride:

[0060] Get 20 grams of the etimicin crude product produced by the prior art, add 40ml of purified water for dissolving, the aqueous solution flows down slowly along the column inner wall, and load the YPR-II type macroporous resin column with a concentration of 8%, 12%, Gradient elution with 16%, 20% ethanol aqueous solution, TLC detection (developing solvent: chloroform-methanol-ammonia water, 1:1:1, take the lower layer), combine the fractions to obtain impurity-enriched fractions. Concentrate the impurity-enriched fractions respectively, freeze-dry to obtain 10 grams of solid mixture, take 300 grams of 100-200 mesh silica gel, separate with silica gel column chromatography (chloroform:methanol:ammonia water (3:1:1, take the lower layer ) and preparative liquid-phase purification, the fraction containing the target compound is concentrated, freeze-dried to obtain 50mg light yellow solid powder product, mass spectrometr...

Embodiment 3

[0061] Embodiment 3, the preparation of sulfate:

[0062] Get 20 grams of the etimicin crude product produced by the prior art, add 40ml of purified water for dissolving, the aqueous solution flows down slowly along the column inner wall, and load the YPR-II type macroporous resin column with a concentration of 8%, 12%, Gradient elution with 16%, 20% ethanol aqueous solution, TLC detection (developing solvent: chloroform-methanol-ammonia water, 1:1:1, take the lower layer), combine the fractions to obtain impurity-enriched fractions. Concentrate the impurity-enriched fractions respectively, freeze-dry to obtain 10 grams of solid mixture, take 300 grams of 100-200 mesh silica gel, separate with silica gel column chromatography (chloroform:methanol:ammonia water (3:1:1, take the lower layer ) and preparative liquid-phase purification, the fraction containing the target compound is concentrated, freeze-dried to obtain 50mg light yellow solid powder product, mass spectrometry and ...

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Abstract

The invention relates to an aminoglycoside compound and an extraction separation method thereof. The compound is obtained by being separated from an etimicin sulfate crude product and is named as 6''-N-ethylgentamicin C1a. 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): C07H15/236C07H1/00
CPCC07H1/00C07H15/236
Inventor 墙广灿
Owner WUXI JIMIN KEXIN SHANHE PHARMA
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