A green stereoselective synthesis of spiroheterocycles incorporating a spirooxindole
and a 1,2,3,4-tetrahydro-β-carboline (THβC) are demonstrated here by the one-pot, three-component reaction of
THβC, isatins, and chalcones. Operational simplicity and chromatography-free isolation
are the highlights of the reaction which resulted in densely substituted spiroheterocycles
with four-contiguous stereocenters in excellent yields. The activity of the compounds
as anticancer agents was studied in silico against MDM2 and PLK1 target proteins and they show excellent binding interactions
compared to reference drugs.
Key words
[3+2] cycloaddition - azomethine ylide - 1,2,3,4-tetrahydro-β-carboline - spiroheterocycles
