380636-86-2Relevant academic research and scientific papers
Synthesis of isoquinolines and tetrahydroisoquinolines as potential antitumour agents
Capilla,Romero,Pujol,Caignard,Renard
, p. 8297 - 8303 (2001)
The isoquinoline 17 and the tetrahydroisoquinoline 16 were synthesized from 2,3-dihydro-1,4-benzodioxin (1) by different synthetic strategies. Preparation of arylethylamines and their cyclization in Bischler-Napieralski conditions have been studied. Another approach to isoquinolines was based on the amination of the ketone 13 followed by cyclization in acidic media. The route via the amide 15 was found to be more successful with respect to both yield and ease of reaction.
Substituted tetrahydroisoquinolines: synthesis, characterization, antitumor activity and other biological properties
Capilla, A. Sergi,Soucek, Richard,Grau, Laura,Romero, Manel,Rubio-Martínez, Jaime,Caignard, Daniel H.,Pujol, Maria Dolors
, p. 51 - 63 (2018/01/10)
This work deals with the molecular design, synthesis and biological activity of a series of tetrahydro[1,4]dioxanisoquinolines and dimethoxyisoquinoline analogues. This study describes the synthesis strategy of these potential antitumor compounds, their multi-step synthesis and their optimization. A series of tetrahydroisoquinolines was synthesized and their cytotoxicity evaluated. Some of these tetrahydroisoquinolines showed promising KRas inhibition, antiangiogenesis activity and antiosteoporosis properties. Molecular modeling studies showed that compound 12 bind in the p1 pocket of the KRas protein making interactions with the hydrophobic residues Leu56, Tyr64, Tyr71 and Thr74 and hydrogen bonds with residues Glu37 and Asp38.
