化学
细胞毒性
立体化学
组合化学
连接器
催化作用
DNA
生物化学
细胞培养
氢
Atom(片上系统)
钯
转染
酶
氢原子
作者
Bei Wang,Qi-Hua Zhang,Hang-Jiang Lu,Yuxiang Hu,Dongwei Huang,Jie Liao,Chuan-Rong Zhou,Yu-Long Li,Ji-Yu Wang
标识
DOI:10.1021/acs.joc.5c02265
摘要
α-Dunnione analogues are regarded as promising candidates for anticancer drug development, while their synthetic methods remain limited. Herein, an efficient Fe(III)-catalyzed hydrogen atom transfer (HAT) strategy is developed for construction of a series of α-dunnione analogues. In this approach, iminophosphorane promotes a reductive radical alkylation to form a quinoid species intermediate, which subsequently undergoes Fe-catalyzed reductive cleavage of the N-P bond and intramolecular cyclization. Among the synthesized derivatives, compounds 3a, 3d, 3e, 3g and α-dunnione exhibits pronounced cytotoxic activity against HepG2 cells. Overall, this study provides an efficient synthetic route to biologically active α-dunnione analogues.
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