新型螺环六氢山酮素-氧化吲哚-苯并呋喃酮类拼接物的合成及其抗白血病细胞增殖活性  

Synthesis and Anti-human Leukemia Cells Proliferative Activities of Novel Spirohexahydroxanthone-oxindole-benzofuran Hybrids

作　　者：周枝 常顺琴 俸婷婷[1] 刘雄利[1] 田民义 ZHOU Zhi;CHANG Shun-qin;FENG Ting-ting;LIU Xiong-li;TIAN Min-yi(Guizhou Medicine Edicine Edible Plant Resources Research and Developmant Center,Guizhou University,Guiyang 550025,China)

机构地区：[1]贵州大学贵州省药食同源植物资源开发工程技术研究中心,贵州贵阳550025

出　　处：《合成化学》2020年第5期426-430,共5页Chinese Journal of Synthetic Chemistry

基　　金：贵州大学培育项目(黔科合平台人才[2018]5781-49号)。

摘　　要：以色酮-氧化吲哚合成子与3-烯基苯并呋喃酮为原料,在催化剂1,8-二氮杂二环十一碳-7-烯作用下,在二氯甲烷中发生Michael/Michael加成关环反应,合成了6个未见文献报道的螺环六氢山酮素-氧化吲哚-苯并呋喃酮类拼接物(3a^3f),产率75%~87%,dr值3/1~5/1,其结构经1H NMR,13C NMR和HR-MS(ESI-TOF)表征。采用MTT法研究了3a^3f对人白血病细胞(K562)的体外抗增殖活性。结果表明:化合物3c,3e和3f对K562增殖有一定的抑制活性。Six new spirohexahydroxanthone-oxindole-benzofuran hybrids(3 a^3 f)were synthesized via a DBU-catalyzed Michael/Michael cycloaddition of chromone-oxindole synthons with 3-methylenebenzofuranones 2 under room temperature conditions in CH2Cl2 for 2 d.The yields and dr of 3 a^3 f were 75%~87%and 3/1~5/1,respectively.The structures were characterized by 1H NMR,13C NMR and HR-MS(ESI-TOF).The in vitro anti-proliferative activities against human leukemia cells(K562)were demonstrated by MTT assays using the commercially available broad-spectrum anticancer drug Cisplatin as a positive control.The results showed that compounds 3 c,3 e and 3 f showed good cytotoxic effects,which suggested that spirohexahydroxanthone-oxindole-benzofuran scaffold may be potential lead scaffold for further biological screenings.

关 键 词：氧化吲哚-色酮合成子 3-烯基苯并呋喃酮 MICHAEL加成反应 氧化吲哚 合成 抗增殖活性 

分 类 号：O626.13[理学—有机化学] O623.7[理学—化学]