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Levorotatory fluoroquinolone C3 diazole methyl sulfide quaternary ammonium salt, preparation method and application thereof

A technology of L-fluoroquinolone and fluoroquinolone, which is applied in the field of medicine, can solve the problem that the research on isosteres has not yet been reported, and achieves the effects of strong in vitro cytotoxicity and strong antitumor activity

Inactive Publication Date: 2013-09-25
HENAN UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In addition, although there are a large number of synthetic reports on azole compounds, the research on the isosteres of the C-3 carboxyl group of levofloxacin has not been reported yet.

Method used

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  • Levorotatory fluoroquinolone C3 diazole methyl sulfide quaternary ammonium salt, preparation method and application thereof
  • Levorotatory fluoroquinolone C3 diazole methyl sulfide quaternary ammonium salt, preparation method and application thereof
  • Levorotatory fluoroquinolone C3 diazole methyl sulfide quaternary ammonium salt, preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0057] (S)-8,1-[1,2-(oxypropyl)]-6-fluoro-7-(4,4-dimethylpiperazin-1-yl)-3-[5-(5- Phenyl-1,3,4-oxadiazol-2-methylthio)-1,3,4-oxadiazol-2-yl]-4(1H)-quinolinone iodide, the structural formula is:

[0058]

Embodiment 2

[0060] (S)-8,1-[1,2-(oxypropyl)]-6-fluoro-7-(4,4-dimethylpiperazin-1-yl)-3-[5-(5- p-methoxyphenyl-1,3,4-oxadiazol-2-methylthio)-1,3,4-oxadiazol-2-yl]-4(1H)-quinolinone iodide, structural formula for:

[0061]

Embodiment 3

[0063] (S)-8,1-[1,2-(oxypropyl)]-6-fluoro-7-(4,4-dimethylpiperazin-1-yl)-3-[5-(5- p-Tolyl-1,3,4-oxadiazol-2-methylthio)-1,3,4-oxadiazol-2-yl]-4(1H)-quinolinone iodide, the structural formula is:

[0064]

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Abstract

The invention relates to the technical field of medicines, in particular discloses a levorotatory fluoroquinolone C3 diazole methyl sulfide quaternary ammonium salt, and further discloses a preparation method and application of the levorotatory fluoroquinolone C3 diazole methyl sulfide quaternary ammonium salt in the pharmaceutical field simultaneously. The chemical structural formula of the levorotatory fluoroquinolone C3 diazole methyl sulfide quaternary ammonium salt is represented by a general formula I: the general formula I is described in the specification. The levorotatory fluoroquinolone C3 diazole methyl sulfide quaternary ammonium salt provided by the invention has stronger in-vitro cytotoxicity effect on experimental leukemia cancer cell strains and stronger anti-tumor activity, and can be mixedly prepared into anti-tumor medicines with human body acceptable acidic salts or pharmaceutical carriers.

Description

technical field [0001] The invention relates to the technical field of medicine, in particular to a levofluoroquinolone C3 bisazole methyl sulfide quaternary ammonium salt, and also relates to a preparation method of a levofluoroquinolone C3 bisazole methyl sulfide quaternary ammonium salt and its application in the field of pharmacy. Background technique [0002] Fluoroquinolones (FQ) are clinical antibacterial drugs developed in the 1980s, represented by norfloxacin. Based on the similar function of its target topoisomerase (TOPO) and mammalian TOPO, it is a new research direction to transform antibacterial FQ into antitumor FQ. Although anti-tumor FQ compounds including bicyclic quinolones, tricyclic quinolones, tetracyclic quinolones, chiral quinolones, flavonoids and other anti-tumor FQ compounds have been designed and synthesized, at present, these compounds have toxicity and activity in parallel to varying degrees, and poor solubility in vivo Lead to common problems ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D498/06A61P35/00A61P35/02
Inventor 胡国强庞晓斌刘红亮谢欣梅王国强段楠楠温晓漪曹铁耀银俊王伟
Owner HENAN UNIVERSITY
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