Synthesis and biological activity of 28-amide derivatives of 23-hydroxy betulinic Acid as antitumor agent candidates.
Based on the structure of 23-hydroxybetulinic acid (1), a series of 28-amide derivatives were synthesized. Biological evaluation in vitro for their antitumor activities against five cell lines (A549, BEL-7402, SF-763, B16 and HL-60) has indicated that compound 6g possesses the most effective antitumor activity with an IC50 value of 10.47 μM when treated with HL-60 cells. In vivo testing has also shown a comparable activity of 6g to cyclophosphamide against H22 liver tumor in mice and 5-fluorouracil against B16 melanoma, respectively.
Department of Medicinal Chemistry, China Pharmaceutical University, Nanjing, 210009 Jiangsu, China and Center for Drug Discovery, College of Pharmacy, China Pharmaceuticcl University, Nanjing, 210009 Jiangsu, China. jinyixu@china.com; xmwu@cpu.edu.cn.
Yi
Y
Bi
Jinyi
J
Xu
Fei
F
Sun
Xiaoming
X
Wu
Wencai
W
Ye
Yijun
Y
Sun
Wenwen
W
Huang
D000577:Amides / Q000737:chemistry*; D000818:Animals; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D045744:Cell Line, Tumor; D002470:Cell Survival / Q000187:drug effects; D006801:Humans; D020128:Inhibitory Concentration 50; D051379:Mice; D014315:Triterpenes / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*
C468651:23-hydroxybetulinic acid; D000577:Amides; D000970:Antineoplastic Agents; D014315:Triterpenes