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Functionalized Spiroindolines with Anticancer Activity through a Metal‐Free Post‐Ugi Diastereoselective One‐Pot Cascade Reaction
Author(s) -
Xu ZhiGang,
Li ShiQiang,
Meng JiangPing,
Tang DianYong,
He LiuJun,
Lei Jie,
Lin HuiKuan,
Li HongYu,
Chen ZhongZhu
Publication year - 2018
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201801081
Subject(s) - combinatorial chemistry , cascade , chemistry , cancer cell lines , catalysis , ugi reaction , anticancer drug , cascade reaction , reaction conditions , stereochemistry , organic chemistry , drug , cancer cell , pharmacology , cancer , chromatography , biology , isocyanide , genetics
A post‐Ugi diastereoselective one‐pot cascade reaction requiring no metal catalyst was developed. The reaction scope was wide with mild conditions and good yields. A collection of spiroindolines was prepared by the protocol and screening tests in several difficult‐to‐inhibit cancer cell lines were conducted. The relationship of structure and anticancer activities was promising and in the Huh7 cell lines compound 16 j is more potent than Vinbalstine. The cyclization design strategy could be applicable to other multicomponent reactions (MCRs) for synthesizing bioactive and drug‐like heterocycles.