17-羟-岩大戟内酯B的半合成及晶体结构  

Semi-synthesis and Crystal Structural of 17-Hydroxy-jolkinolide B

作　　者：肖丹妮 宁超祥 徐媛媛 鄂佳欣 王胜 刘吉成 卜明 Xiao Danni;Ning Chaoxiang;Xu Yuanyuan;E Jiaxin;Wang Sheng;Liu Jicheng;Bu Ming(School of Pharmacy,Qiqihar Medical University,Qiqihar 161006;Research Institute of Medicine&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 [2]齐齐哈尔医学院医药科学研究院,黑龙江齐齐哈尔161006

出　　处：《广东化工》2021年第20期29-30,共2页Guangdong Chemical Industry

基　　金：黑龙江省大学生创新创业训练计划项目(202011230066);中央财政支持地方高校发展—优秀青年项目(ZYZX2019)。

摘　　要：17-羟-岩大戟内酯B均具有显著抗肿瘤活性,但分离含量较低。本研究以岩大戟内酯A(1)为原料,通过氧化、溴代、乙酰化和还原等反应探索半合成标题化合物17-羟-岩大戟内酯B(5)。其中,合成中间体化合物3时以四氯化碳/二氯甲烷=2/1体积比,n(2)︰n(NBS)为1︰5且分批间隔投料的条件下,收率达70%。另外,以单晶衍射确定了化合物5的绝对构型。17-hydroxy-jolkinolid B has significant anti-tumor activity,but the content of natural plants is very low.In this study,using Jolkinolide A as raw material,17-hydroxy-jolkinolid B was semi-synthesized by bromination,acetylation and reduction reactions.When the intermediate compound 3 was synthesized,the yield reached 72%under the conditions of CCl_(4)/CH_(2)Cl_(2)=2/1 volume ratio,n(2)︰n(NBS)=1︰5 molar ratio and NBS batch interval adding.In addition,the absolute configuration of 17-hydroxy-jolkinolid B was determined by X-ray crystal diffraction.

关 键 词：狼毒大戟 岩大戟内酯A 17-羟-岩大戟内酯B 半合成 晶体结构 

分 类 号：O626[理学—有机化学]