过氧甾醇-17-缩氨基硫脲类衍生物的合成及抗肿瘤活性评价  

Synthesis and Antitumor Activity Evaluation of Peroxide Steroid 17-Thiosemicarbazone Derivatives

作　　者：王佳丰 吴佳乐 韩迎龙 张杰[1] 王明宇 王静[1] 卜明 WANG Jia-feng;WU Jia-le;HAN Ying-long;ZHANG Jie;WANG Ming-yu;WANG Jing;BU Ming(School of Pharmacy,Qiqihar Medical University,Qiqihar 161006,China)

机构地区：[1]齐齐哈尔医学院药学院,黑龙江齐齐哈尔161006

出　　处：《化学试剂》2021年第6期724-728,共5页Chemical Reagents

基　　金：中央财政支持地方高校发展专项—优秀青年项目(ZYZX2019)。

摘　　要：以天然过氧麦角甾醇为先导结构,脱氢表雄酮为原料,经6步反应合成7个全新的过氧化甾醇17位偶联苯基异硫氰酸酯侧链衍生物。采用^(1)HNMR、^(13)CNMR和HR-MS对所合成的7个衍生物进行结构表征。另外,选择人乳腺癌细胞(MCF-7)、人肝癌细胞(HepG2)和人结肠癌细胞(HCT-116)作为受试细胞评价所合成化合物的抗肿瘤活性。结果表明,3β-羟基-5α,8α-过氧化雄甾-17-(3-氟-苯基)氨基硫脲对3种肿瘤细胞株均具有显著的抑制活性,与先导化合物过氧麦角甾醇相比,上述化合物活性提高明显。可为新型甾体类抗肿瘤药物的研发提供思路。Using natural ergosterol peroxide as the lead structure and dehydroepi and rosterone as raw material,seven steroidal endoperoxide derivatives with different thiosemicarbazone side chains have been synthesized in six steps.The structures of seven new compounds were characterized by ^(1)HNMR,^(13)CNMR and HR-MS.The cytotoxicity of all compounds were evaluated against human breast cervical cancer cells(MCF-7),human liver carcinoma cells(HepG2)and human colorectal cells(HCT-116).The results showed that 5α,8α-epidioxy-17-(3-fluoro-phenyl)thiosemicarbazide displayed significant cytotoxic activity against all three kinds of the tested cancer cells.Compared with the lead compound ergosterol peroxide,the activity of above compound increased significantly.This work can provide ideas for the development of new steroidal anti-tumor drugs.

关 键 词：甾体 过氧化物 异硫氰酸酯 缩氨基硫脲 抗肿瘤活性 

分 类 号：O626[理学—有机化学]