应用化学2017，Vol.34Issue(8)：899-904,6.DOI:10.11944/j.issn.1000-0518.2017.08.170022
新型紫罗兰酮基双查尔酮缩氨基硫脲的合成及抗肿瘤活性
Synthesis and Antitumor Activities of Novel Thiosemicarbazone Derivatives with Ionone-Based Bischalcone
摘要
Abstract
In this work, a variety of new thiosemicarbazone derivatives were prepared by combining ionoe with chalcone and thiosemicarbazide according to the structure-activity combination principle.The ionone-based dichalcones were firstly synthesized through the condensation of ionone and substituted benzaldehydes, followed by thiosemicarbazide to obtain the target products.Their structures were confirmed by fourier transform infrared spectroscopy(FT-IR), nuclear magnetic resonance spectroscopy(1H NMR and 13C NMR), elemental analysis, and mass spectrometry(MS).The in vitro antitumor activities against MCF-7(human breast cancer), HepG2(human liver cancer) and A549(human lung cancer) cells were tested using a 3-(4,5-dimethyl-2-thiazolyl)-2,5-diphenyl-2-H-tetrazolium bromide(MTT) method.The bioassay results demonstrate that compounds 3a and 3b display highly effective antiproliferative effects against MCF-7 cells with half maximal inhibitory concentration(IC50) values of 10.83 and 7.62 μmol/L, respectively.Compound 3e exhibits preferable antiproliferative activities against A549 cells with an IC50 value of 13.36 μmol/L, while compound 3f shows the best inhibitory effect against HepG2 cells with an IC50 value of 8.55 μmol/L.Antitumor experiments show that the activities of these compounds are mainly affected by ionone and substituted groups in aromatic rings of chalcone.关键词
缩氨基硫脲/查尔酮/紫罗兰酮/抗肿瘤活性/合成Key words
thiosemicarbazone/chalcone/ionone/antitumor activity/synthesis分类
化学化工引用本文复制引用
刘长辉,文瑞明,贺淼,易先文,叶晓琴..新型紫罗兰酮基双查尔酮缩氨基硫脲的合成及抗肿瘤活性[J].应用化学,2017,34(8):899-904,6.基金项目
湖南省教育厅优秀青年项目(15B043) （15B043）
湖南省科技计划项目(2009SK4027)资助 （2009SK4027）
Supported by the Research Foundation of Education Bureau of Hu′nan Province, China(No.15B043), the Planned Science and Technology Project of Hu′nan Province, China(2009SK4027) （No.15B043）
