Synthesis and antitumor activity of pefloxacin C-3 methylene rhodanine devatives / 中国药科大学学报
Journal of China Pharmaceutical University
; (6): 672-677, 2019.
Article
in Zh
| WPRIM
| ID: wpr-807913
Responsible library:
WPRO
ABSTRACT
@#To further explore an efficient strategy for the construction of antitumor fluoroquinolone molecules from antibacterial fluoroquinolone drugs, twelve new title compounds, 1-ethyl-6-fluoro-7-(4-methyl-piperazin-1-yl)-3-(3-substituted-rhodanin-5-ylidene)methyl-quinolon-4(1H)-ones(6a-6l), was designed and synthesized with α, β-unsaturated ketone scaffold and a rhodanine ring as an isostere and fused modified group, respectively, from pefloxacin(1), and their structures were characterized by elemental analysis and spectral data. The in vitro anti-cell proliferative activity of the title compounds against the tested A549, Hep-3B and HL60 cancer cells exhibited more significant potency than parent 1. In particular, halogenated phenyl title compounds(6d, 6e, 6f)displayed a comparable activity to comparison doxorubicin against A549 cells and low cytotoxicity against normal Vero cells. Thus, a methylene rhodanine scaffold as a bioisostere of the C-3 carboxylic acid group have shown to be beneficial to improving the antitumor activity.
Full text:
1
Database:
WPRIM
Language:
Zh
Journal:
Journal of China Pharmaceutical University
Year:
2019
Document type:
Article