Beijing National Laboratory for Molecular Sciences, CAS Key Laboratory of Molecular Recognition and Function , Institute of Chemistry, Chinese Academy of Sciences , Beijing 100190 , China.
State Key Laboratory of Phytochemistry and Plant Resources in West China , Kunming Institute of Botany, Chinese Academy of Sciences , Kunming , 650201 Yunnan , China.
J Org Chem. 2018 Dec 21;83(24):15225-15235. doi: 10.1021/acs.joc.8b02497. Epub 2018 Dec 7.
Herein, we report an enantioselective synthesis of azepinones via the N-heterocyclic carbene (NHC) catalyzed [3+4] annulation reaction of isatin-derived enals and aurone-derived azadienes. The corresponding spirocyclic oxindole-benzofuroazepinones were obtained in good yields, with excellent diastereo- and enantioselectivities. The resulted azepinones were evaluated for their in vitro cytotoxic activities against six human tumor cell lines, with two compounds showing significant inhibitory activity comparable with that of cisplatin.
在这里，我们报告了通过 N-杂环卡宾 (NHC) 催化的色胺衍生的烯醛和金雀花碱衍生的偶氮二烯的[3+4]环加成反应，对氮杂卓酮进行对映选择性合成。相应的螺环氧化吲哚-苯并呋咱氮杂卓酮以良好的产率和优异的非对映选择性和对映选择性得到。对得到的氮杂卓酮进行了体外细胞毒性活性评价，对六种人肿瘤细胞系进行了评价，其中两种化合物表现出与顺铂相当的显著抑制活性。
