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Multicomponent Domino Synthesis, Anticancer Activity and Molecular Modeling Simulation of Complex Dispirooxindolopyrrolidines.

Natarajan ArumugamAbdulrahman I AlmansourRaju Suresh KumarGovindasami PeriyasamiDhaifallah M Al-ThamiliRajapandian KrishnamoorthyVaiyapuri Subbarayan PeriasamyAli A AlshatwiS M MahalingamShankar ThangamaniJosé Carlos Menéndez
Published in: Molecules (Basel, Switzerland) (2018)
A series of spirooxindolopyrrolidine fused N-styrylpiperidone heterocyclic hybrids has been synthesized in excellent yield via a domino multicomponent protocol that involves one-pot three component 1,3-dipolar cycloaddition and concomitant enamine reactions performed in an inexpensive ionic liquid, namely 1-butyl-3-methylimidazolium bromide ([bmim]Br). Compounds thus synthesized were evaluated for their cytotoxicity against U-937 tumor cells. Interestingly; compounds 5i and 5m exhibited a better cytotoxicity than the anticancer drug bleomycin. In addition; the effect of the synthesized compounds on the nuclear morphology of U937 FaDu cells revealed that treatment with compounds 5a⁻m led to their apoptotic cell death.
Keyphrases
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