The Pictet-Spengler/transamination cascade reaction enables modular synthesis of marinoquinoline analoguesthrough three-component indole ring-expansion/cyclization in the manner of novel N1–C2 cleavage of indoles.Thi...The Pictet-Spengler/transamination cascade reaction enables modular synthesis of marinoquinoline analoguesthrough three-component indole ring-expansion/cyclization in the manner of novel N1–C2 cleavage of indoles.This metal-free protocol exhibits very broad functional group tolerance with up to quantitative yields. Preliminarystudies on the antitumor activity of the resultant marinoquinoline analogues reveal that the indolyl-attachedpyrrolo[2,3-c]quinoline product (5d) shows great potential (IC50 of 0.32 μg/mL to HeLa cells) as a promisinganticancer agent in clinic.展开更多
基金Support by the National Natural Science Foundation of China(Nos.22271244 and 22071211)the Hunan Provincial Natural Science Foundation of China(Nos.2023JJ40561 and 2022JJ40359)+1 种基金the Hunan Provincial Health Commission Foundation(B202313020111)Open Research Fund of School of Chemistry and Chemical Engineering,Henan Normal University(No.2022C02)is gratefully acknowledged.
文摘The Pictet-Spengler/transamination cascade reaction enables modular synthesis of marinoquinoline analoguesthrough three-component indole ring-expansion/cyclization in the manner of novel N1–C2 cleavage of indoles.This metal-free protocol exhibits very broad functional group tolerance with up to quantitative yields. Preliminarystudies on the antitumor activity of the resultant marinoquinoline analogues reveal that the indolyl-attachedpyrrolo[2,3-c]quinoline product (5d) shows great potential (IC50 of 0.32 μg/mL to HeLa cells) as a promisinganticancer agent in clinic.
