[1]尚慧杰),高留州),谢玉锁),等.N-甲基环丙沙星酰腙的合成及抗肿瘤活性[J].郑州大学学报(医学版),2015,(05):597-600.
 SHANG Huijie),GAO Liuzhou),XIE Yusuo),et al.Synthesis and antitumor activity of N-methyl ciprofloxacin acylhydrazone[J].JOURNAL OF ZHENGZHOU UNIVERSITY(MEDICAL SCIENCES),2015,(05):597-600.
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N-甲基环丙沙星酰腙的合成及抗肿瘤活性()
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《郑州大学学报(医学版)》[ISSN:1671-6825/CN:41-1340/R]

卷:
期数:
2015年05期
页码:
597-600
栏目:
论著
出版日期:
2015-09-20

文章信息/Info

Title:
Synthesis and antitumor activity of N-methyl ciprofloxacin acylhydrazone
作者:
尚慧杰1)高留州2)谢玉锁2)闫 强2)吴书敏2)倪礼礼2)黄文龙3)谢松强2)胡国强2)#
1)郑州澍青医学高等专科学校药学系 郑州 450064 2)河南大学化学生物学研究所 开封475001 3)中国药科大学新药研究中心 南京 210009
Author(s):
SHANG Huijie1)GAO Liuzhou2)XIE Yusuo2)YAN Qiang2)WU Shumin2)NI Lili2)HUANG Wenlong3) XIE Songqiang2)HU Guoqiang2)
1)Department of Pharmacy,Zhengzhou Shuqing Medical College,Zhengzhou 450064 2)Institute of Chemical Biology,Henan University,Kaifeng 475001 3)Centre of Drug Discovery,China Pharmaceutical University,Nanjing 210009
关键词:
氟喹诺酮 酰腙 生物电子等排体 抗肿瘤活性氟喹诺酮 酰腙 生物电子等排体 抗肿瘤活性
Keywords:
fluoroquinolone acylhydrazone bioisostere antitumor activity
分类号:
R979.1
文献标志码:
A
摘要:
目的:寻找转化抗菌氟喹诺酮到抗肿瘤氟喹诺酮的有效策略。方法:用酰腙作为N-甲基环丙沙星C-3羧基的生物电子等排体,合成了12个环丙沙星酰腙目标化合物,其结构经元素分析和光谱数据确证。用MTT方法评价了目标化合物体外对SMMC-7721、L1210和HL60 3种癌细胞的生长抑制活性。结果:酰腙目标物对3种实验癌细胞的生长抑制活性显著强于母体环丙沙星。构-效关系表明,苯环带吸电子化合物的活性强于供电子化合物的活性,尤其带羧基和磺酰胺基化合物的活性强于其他取代基化合物的活性。结论:氟喹诺酮C-3羧基并非是抗肿瘤活性所必需的药效团,被酰腙取代可提高其抗肿瘤活性。
Abstract:
To explore an efficient strategy for a transformation of antibacterial fluoroquinolone into antitumor fluoroquinolones.Methods: An acylhydrazone used as bioisostere of the C-3 carboxylic group,twelve novel fluoroquinolone C-3 acylhydrazones were synthesized from ciprofloxacin,respectively. The structures of the title compounds were characterized by elemental analysis and spectral data, and the in vitro antitumor activity against SMMC-7721, L1210 and HL60 cells were also evaluated by MTT assay.Results: The title compounds exhibited more significantly inhibitory activity than the parent. The SAR showed that some title compounds with electron-withdrawing groups had more potent cytotoxicity than that of compounds with electron-donating group. In particular, some compounds bearing carboxylic group and sulfonamide group had better activity than other title compounds.Conclusion: It appears to be not necessary for the C-3 carboxylic group to develop antitumor fluoroquinolones,and the bioisosteric replacement with a acylhydrazone group could improve the antitumor activity.

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更新日期/Last Update: 1900-01-01