50610-66-7Relevant academic research and scientific papers
Synthesis and activity evaluation of phenylurea derivatives as potent antitumor agents
Song, Dan-Qing,Du, Na-Na,Wang, Yue-Ming,He, Wei-Ying,Jiang, En-Zhu,Cheng, Shi-Xiang,Wang, Yan-Xiang,Li, Ying-Hong,Wang, Yu-Ping,Li, Xin,Jiang, Jian-Dong
experimental part, p. 3873 - 3878 (2009/10/17)
We have discovered several tubulin-active compounds in our previous studies. In the establishment of a compound library of small molecule weight tubulin ligands, 14 new N-3-haloacylaminophenyl-N′-(alkyl/aryl) urea analogs were designed and synthesized. The structure-activity relationship (SAR) analysis revealed that (i) the order of anticancer potency for the 3-haloacylamino chain was following -CH2Br > -CHBrCH3; (ii) the N′-substituent moiety was not essential for the anticancer activity, and a proper alkyl substitution might enhance the anticancer activity. Among these analogs, the compounds 16j bearing bromoacetyl at the N′-end exhibited a potent activity against eight human tumor cell lines, including CEM (leukemia), Daudi (lymphoma), MCF-7 (breast cancer), Bel-7402 (hepatoma), DU-145 (prostate cancer), DND-1A (melanoma), LOVO (colon cancer) and MIA Paca (pancreatic cancer), with the IC50 values between 0.38 and 4.07 μM. Interestingly, compound 16j killed cancer cells with a mechanism independent of the tubulin-based mechanism, indicating a significant change of the action mode after the structure modification.
