生物素标记的甾体化合物探针的合成及抗肿瘤活性  

Synthesis and antitumor activity evaluation of biotin labeled steroidal probes

作　　者：刘钦洲 陈华龙 刘晓兰 黄晓彤 黄燕敏 甘春芳 LIU Qin-zhou;CHEN Hua-long;LIU Xiao-lan;HUANG Xiao-tong;HUANG Yan-min;GAN Chun-fang(Guangxi Key Laboratory of Natural Polymer Chemistry and Physics,College of Chemistry and Materials, Nanning Normal University,Nanning 530001,China)

机构地区：[1]广西天然高分子化学与物理重点实验室,南宁师范大学化学与材料学院,广西南宁530001

出　　处：《化学研究与应用》2021年第10期1896-1903,共8页Chemical Research and Application

基　　金：国家自然科学基金项目(21762008,21562007)资助。

摘　　要：分别以去氢表雄酮和孕烯醇酮为原料,通过保护3-位羟基,对甾核支链上的的羰基进行肟化,胺化,将D-生物素酰氯与胺反应,合成了新型生物素探针标记的甾体衍生物,采用红外,核磁和高分辨质谱对化合物的结构进行表征。采用MTT法,对化合物进行体外抗肿瘤活性测试,结果表明化合物8、13和14对某些肿瘤细胞株有较好的抗肿瘤活性,且对正常细胞株(HEK293T)没有明显的毒害作用。Using dehydroepiandrosterone and pregnenolone as raw materials respectively,the 3-position of hydroxyl group was first protected by ester group,then,the carbonyl group of the branched chain was oximated,aminated,and finally the biotinsteroidal derivative were synthesized by the reaction of D-biotinoyl chloride with amine.The structures of the compounds were characterized by IR,NMR,and HRMS.The in vitro antitumor activity of the compounds were evaluated by MTT assay.The results showed that compounds 8,13,and 14 displayed better antitumor activity against some cancer cell lines and no obvious toxic effect on normal cell line 293T.

关 键 词：去氢表雄酮 孕烯醇酮 生物素标记 探针 抗肿瘤活性 

分 类 号：O629.2[理学—有机化学]