Synthesis of Hydroxylactams and Esters Derived from Thalidomide and Their Antitumor Activities

Bulletin of the Korean chemical society

Xiangchao Liu¹  Zenglu Liu¹  Zhenmin Mao¹  Guanglong Sun¹  Heng Zhou¹ 

关键词: Thalidomide derivatives;    Hydroxylactams;    Synthesis;    Antitumor activity;   

DOI  :  

学科分类：化学（综合）

来源: Korean Chemical Society

【 摘 要 】

A novel and convenient route for the synthesis of a series of thalidomide derivatives is described. Compound 2 was cyclized with different amines under alkaline condition to obtain 4-nitro substituted phthalimidines 3a-d. Hydroxylactams 4a-d were produced via bromination and hydroxylation. Different acyl chlorides were reacted with hydroxylactams to provide the desired esters 5a-d. All compounds were evaluated by MTT assay for their inhibitory activities against HCT-116, MG-63, MCF-7, HUVEC and HMVEC cell lines in vitro. Most of them showed no obvious cytotoxic effect on normal human cells, compounds 4a-d, 5a2, 5a4, 5a5, 5b2, 5c2 and 5d2 exhibited potent antitumor activities, among which compounds 5a2 and 5b2 were more effective than 5-FU.

【 授权许可】

Unknown