新型3-氨基-α-羟基-β-酯基-3-季碳氧化吲哚类化合物的合成及其抗肿瘤活性  

Synthesis and Antitumor Activities of Novel 3-Amino-α-hydroxy-β-ester-3-quaternary Carbon Oxindole Compounds

作　　者：杨俊[1] 黄俊飞[1] 陆毅[1] 杨超[1] 余章彪[1] 周英[1] 赵致[1] 刘雄利[1] 

机构地区：[1]贵州大学药学院贵州省中药民族药创制工程中心,贵州贵阳550025

出　　处：《合成化学》2015年第9期791-797,共7页Chinese Journal of Synthetic Chemistry

基　　金：国家自然科学基金青年基金资助项目(21302024);贵州省中药现代化攻关项目{黔科合ZY字[2013]3010};贵州省校合作计划项目{黔科合LH字[2014]7662}

摘　　要：以1,4-二氮杂二环[2.2.2]辛烷为催化剂,二氯甲烷为溶剂,3-氮取代氧化吲哚和乙醛酸酯经Aldol反应合成了13个新型的3-氨基-α-羟基-β-酯-3-季碳氧化吲哚类化合物(3a^3m),产率63%~97%,其结构经1H NMR,13C NMR和HR-ESI-MS表征。用MTT法考察了3a^3m对人白血病细胞(K562)和人肺癌细胞(A549)的体外抑制活性。结果表明:3d,3f和3m对K562具有较好的抑制活性;3f和3i对A549具有较好的抑制活性。Thirteen novel 3-amino-α-hydroxy-β-ester-3-quaternary carbon oxindole compounds （3a - 3m）, in yield of 63% -97%, were synthesized by Aldol reaction from aldehyde ester with substituted 3-amidexindoles, using DABCO as catalyst and CH2C12 as solvent. The structures were characterized by ^1H NMR, ^13C NMR and HR-ESI-MS. The in vitro antitumor activities of3a -3m against human leukemia cells（K562） and human lung cancer cells（A549） were investigated by MTT method. The results showed that 3d, 3f and 3m exhibited well inhibition activities against K562. 3f and 3i exhibited well inhibition acitvities against .4549.

关 键 词：3-氨基-α-羟基-β-酯基-3-季碳氧化吲哚 ALDOL反应 合成 非对映选择性 抗肿瘤活性 

分 类 号：O621.3[理学—有机化学] O626[理学—化学]