Novel N-4-piperazinyl-ciprofloxacin-chalcone hybrids: Synthesis, physicochemical properties, anticancer and topoisomerase I and II inhibitory activity

作者：Abdel Aziz Mohamed; Park So Eun; Abuo Rahma Gamal El Din A A^*; Sayed Mohamed A; Kwon Youngjoo

来源：European Journal of Medicinal Chemistry, 2013, 69: 427-438.

DOI：10.1016/j.ejmech.2013.08.040

• Anti-tumor
• Ciprofloxacin
• Chalcone
• Topoisomerase
• Hybrids

A group of novel N-4-piperazinyl-ciprofloxacin-chalcone hybrids was prepared. One-dose anticancer test results indicated that compounds 3a and 3g exhibited the highest ability to inhibit the proliferation of different cancer cell lines. Compound 3a exhibited a broad-spectrum of anti-tumor activity without pronounced selectivity while compound 3g revealed high selectivity toward the leukemia subpanel with selectivity ratio of 6.71 at GI(50) level. Moreover, compounds 3e and 3j have shown remarkable topo II inhibitory activity compared to etoposide at 100 gI A and 20 mu M concentrations. Compounds 3e and 3j exhibited comparably potent topo I inhibitory activity at 20 RM concentration compared to camptothecin. Compounds 3e and 3j exhibited strong topo II inhibitory activities compared to topo I at 20 laM concentration. Studying of the solubility and partition coefficient revealed higher lipophilicity of the hybrids 3a j compared to the parent ciprofloxacin.

• 出版日期2013-11