1. 宁夏大学 a. 化学化工学院; b. 宁夏天然药物工程技术研究中心,宁夏 银川 750021； 2. 衡水衡林生物科技有限公司，河北 衡水 053000
Synthesis and Anticancer Activities of Novel 2(5H)-furanone Derivatives Containing Piperazine-Sulfonamide
WEI Meng-xue1a，1b， GAO Xiao-hui1a， NING Yu-xi2， ZHANG He1a， LI Xue-qiang1a,1b
a. School of Chemistry and Chemical Engineering; b. Ningxia Engineering Research Center for Natural Medicines, 1. Ningxia University, Yinchuan 750021, China; 2. Hengshui Henglin Biological Technology Co., Ltd., Hengshui 053000, China
Abstract： (S)-3,4-dibromo-5-methoxy-2(5H)-furanone（4） was synthesized by oxidation, etherification and recrystallization， using furfural as the starting material. (S)-3-bromo-5-methoxy-4-(piperazin-1-yl)-2(5H)-furanone（5） was obtained by Michael addition-elimination reactions of 4 with piperazidine. Seven novel 2(5H)-furanone derivatives(7a~7g) containing piperazine-sulfonamide were synthesized by sulfonylation reaction of 5 with substituted sulfochlorides. The structures were characterized by 1H NMR, 13C NMR, IR and HR-MS. The anti-tumor activities against human cervical cancer Hela cell lines were evaluated by MTT method. The results showed that 7a~7g exhibited good inhibition. The IC50 of (S)-N-【4-｛［4-(4-bromo-2-methoxy-5-oxo-2,5-dihydrofuran-3-yl)piperazin-1-yl］sulfonyl｝phenyl】acetamide（7f） was 0.03 μM(24 h).
2015, Vol. 23 
