环丙氟喹诺酮C3/C7双腙的合成及抗肿瘤活性  

Synthesis and antitumor activity of ciprofloquinolone bis-(C3/C7 hydrazone)s

作　　者：许秋菊[1] 侯莉莉[1] 毋小魁[1] 谢松强[1] 胡国强[1] 黄文龙[2] 

机构地区：[1]河南大学化学生物研究所,开封475001 [2]中国药科大学新药研究中心,南京21009

出　　处：《中国药科大学学报》2013年第1期35-38,共4页Journal of China Pharmaceutical University

基　　金：国家自然科学基金资助项目(No.20872028;No.21072045)~~

摘　　要：用酰腙及腙分别作为抗菌氟喹诺酮类药物环丙沙星C3羧基和C7哌嗪基的等排体,设计合成了10个未见文献报道的双腙1-环丙基-6-氟-3-(取代苯叉肼酰基)-7-(取代苯叉肼基)-喹啉-4(1H)-酮(3a～3j)新化合物。体外抗肿瘤活性实验发现,双腙化合物对L1210、HL60和CHO 3种肿瘤细胞抑制活性远高于母体环丙沙星。这表明C3羧基和C7哌嗪基不是抗肿瘤活性所必需的药效团,可被其电子等排体取代,进一步扩展了结构修饰的范围。To further explore an efficient route for the development of antitumor iluoroquinolone agents, acyl- hydrazone and hydrazone as isosteric replacements corresponding to C-3 carboxylic acid group and C-7 piperazine group for ciprofloxacin resulted in ten novel title compounds, thus 1-cycloproyl-6-fluoro-7-[ （substituted）-N＇- benzylidene hydrazine ] -3 -[ （substituted） benzylidene -hydrazino -carbonyl ] -quinolin -4 （ 1 H） -ones （ 3 a-3j）, which were synthesized with their structures characterized by corresponding spectral data. The in vitro antitumor activity against L1210, CI-IO and HL60 cell lines was significantly higher potency than that of parent ciprofloxacin, sug- gesting that it is unnecessary for an antitumor fluoroquinolone to retain a C-3 carboxyl and a C-7 piperazine ring.

关 键 词：氟喹诺酮 合成 腙 生物电子等排体 抗肿瘤活性 

分 类 号：R914.5[医药卫生—药物化学]