Synthesis of gem-difluoromethylenated daidzein analogues and their inhibitory effect on U2OS cell cycle.
gem-Difluoromethylenated daidzein analogues 2 and 4 were obtained by the insertion reaction of difluorocarbene. A series of alkylated fluorine-containing daidzein analogues 3a-f and 5a-f were synthesized. All the compounds were tested for the inhibitory effect on U2OS cell cycle in vitro. The results showed that 7-octyloxy-3-(4-difluoromethoxyphenyl)-chromen-4-one 5d was the most active inhibitor.
Meng
Wei-Dong
WD
College of Chemistry and Chemical Engineering, Donghua University, 2999 Remin Rd. North, Songjiang District, Shanghai 201620, China. wdmeng@dhu.edu.cn
Zhang
Zhi-Hang
ZH
Qing
Feng-Ling
FL
Li
Qing
Q
Zhang
Yue-Yue
YY
Wang
Hui-Sheng
HS
D000478:Alkylation; D000972:Antineoplastic Agents, Phytogenic / Q000138:chemical synthesis* / Q000494:pharmacology*; D002453:Cell Cycle / Q000187:drug effects; D045744:Cell Line, Tumor; D006801:Humans; D007202:Indicators and Reagents; D007529:Isoflavones / Q000138:chemical synthesis* / Q000494:pharmacology*; D009682:Magnetic Resonance Spectroscopy
D000972:Antineoplastic Agents, Phytogenic; D007202:Indicators and Reagents; D007529:Isoflavones; C004742:daidzein