Synthesis and antitumor activity fluoroquinolon-3-yloxadiazole sulfanylacetylhydrazone derivatives
- Author:
Tao LI
1
Author Information
- Publication Type:Journal Article
- Keywords: Antitumor activity; Bioisostere; Fluoroquinolone; Hydrazone; Ofloxacin; Oxadiazole
- From: Chinese Pharmaceutical Journal 2014;49(24):2206-2209
- CountryChina
- Language:Chinese
- Abstract: OBJECTIVE: To explore an efficient modification strategy for a bioisotere antibacterial fluoroquinolon-3-yl carboxylic acid group for developing compounds with improved antitumor activity. METHODS: Novel title 2-(fluoroquinolon-3-yl)-oxadiazole-5-sulfanylacetylhydrazone derivatives were designed on the basis the pharmacophore skeleton transition principle, and the in vitro activity the title compounds was evaluated by MTT assay. RESULTS: Fourteen target compounds were synthesized from ofloxacin and exhibited more potent antitumor activity than the parent compound, especially the compounds with a carboxylic group-substitued phenyl ring as a modified group around the bioisostere, which had comparable activity to doxorubicin. CONCLUSION: A hydrazone with electron-withdrawing substituents warrants further development as the modified side-chain for the C-3 bioisostere.
