C3/C3 fluoroquinolone dipolymer derivative taking s-triazolo-[3,4-b][1,3,4] thiadiazole as connecting chain and preparation method and application thereof

Abstract

The invention discloses a C3 / C3 fluoroquinolone dipolymer derivative taking s-triazolo-[3,4-b][1,3,4] thiadiazole as a connecting chain and a preparation method and application thereof, wherein the C3 / C3 fluoroquinolone dipolymer derivative taking s-triazolo-[3,4-b][1,3,4] thiadiazole as the connecting chain is a compound having a general structure formula (I). In the general structure formula (I), R1 and R1' are independently selected from alkyl of H,C1-C10, naphthene base of C3-C10, haloalkyl of C1-C10 and substituted aryl radical or substituted heterocycle aryl radical at random; R2 and R2'are independently selected from alkyl of H,C1-C7, naphthene base of C3-C7, substituted aryl radical, substituted heterocycle aryl radical, hydrocarbon acyl or sulfonyl at random; R3 and R3' are independently selected from alkyl of H,C1-C5, naphthene base of C3-C6, substituted aryl radical or substituted heterocycle aryl radical at random; and X and Y are independently selected from CH, N or carbon atoms connected with halogen, alkyl, oxyl, sulfenyl, amino, substituted amino, substituted aryl radical or substituted heterocycle aryl radical. The C3 / C3 fluoroquinolone dipolymer derivative takings-triazolo-[3, 4-b] [1, 3, 4] thiadiazole as the connecting chain can be used to prepare drugs for treating tumors and antimicrobial infection diseases.

Description

technical field [0001] The invention relates to the technical field of pharmaceutical chemical synthesis, in particular to C3 / C3 fluoroquinolone dimer derivatives with s-triazolo[3,4-b][1,3,4]thiadiazole as connecting chains and their preparation The method and the application as a medicine for preparing tumors and antimicrobial infection diseases. Background technique [0002] Fluoroquinolones (FQ) are clinical antimicrobials developed in the 1980s, represented by norfloxacin, and nearly 30 varieties have been widely used clinically. The action target of fluoroquinolones topoisomerase (TOPO) has homologous sequence similarity with TOPO of mammals, and TOPO is also a new target of antitumor drug action. Accordingly, it is important to convert antibacterial drug FQ into antitumor drug FQ A new direction of current research. At present, anti-tumor FQ compounds including bicyclic quinolones, tricyclic quinolones, tetracyclic quinolones, chiral quinolones, flavonoids and other...

AI Technical Summary

Problems solved by technology

Existing FQ antitumor compounds all contain one FQ unit, but compounds containing two FQ structural units in one molecule have not been reported yet. In addition, s-triazolo[3,4-b][1,3,4]thiazo Although there are a large number of synthesis reports of oxadiazole compounds (Zhang Ziyi et al., Organic Chemistry, 2004, 24, 1348.), s-triazolo[3,4-b][1,3,4]thiadiazole fused heterocycle The study that the core 3-position and 6-position substituents are both FQ skeletons has not been reported yet

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