Synthesis and anticancer activities of 1,4-phenylene-bis-N-acetyl- and N-phenylpyrazoline derivatives
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- 作者：Meliha Burcu Gürdere ; Onur Gümüş…
- 关键词：Anticancer activity ; Bis ; N ; acetylpyrazolines ; Bis ; N ; biphenylpyrazolines ; C6 ; HeLa
- 刊名：Research on Chemical Intermediates
- 出版年：2017
- 出版时间：March 2017
- 年：2017
- 卷：43
- 期：3
- 页码：1277-1289
- 全文大小：
- 刊物类别：Chemistry and Materials Science
- 刊物主题：Catalysis; Physical Chemistry; Inorganic Chemistry;
- 出版者：Springer Netherlands
- ISSN：1568-5675
- 卷排序：43
文摘
Novel 1,4-phenylene-bis-N-acetyl- (3a–h) and bis-N-phenylpyrazoline derivatives (4a–h) were obtained by addition of hydrazine hydrate and phenylhydrazine to bis-chalcone derivatives (1a–h) in acetic acid and acetic acid/ethanol for 4 and 8 h in reflux conditions, respectively. The structures of the obtained bis-N-acetylpyrazoline and bis-N-phenylpyrazoline derivatives were characterized by nuclear magnetic resonance (NMR) and infrared (IR) spectroscopic methods and elemental analysis. Compounds 3a–h and 4a–h were investigated to evaluate their anticancer activities against C6 (rat brain tumor cells) and HeLa (human uterus carcinoma) in vitro using a dose-dependent assay from 5 to 100 μM with 5-fluorouracil (5-FU) as standard anticancer drug. Compound 3a showed higher cell-selective activity compared with 5-FU against HeLa cells. Compounds 3a–h (except 3d) were shown to have better activities than 5-FU against both cells, particularly at high concentration. Compound 4c showed higher cell-selective activity compared with 5-FU against C6 cells. Compound 3a may be particularly promising as an anticancer drug against HeLa cells.