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

作者：Arumugam Natarajan^*; Almansour Abdulrahman I; Kumar Raju Suresh; Govindasami Periyasami; Al thamili Dhaifallah M; Krishnamoorthy Rajapandian; Periasamy Vaiyapuri Subbarayan; Alshatwi Ali A; Mahalingam S M; Thangamani Shankar; Menendez J Carlos^*

来源：Molecules, 2018, 23(5): 1094.

DOI：10.3390/molecules23051094

• domino reaction
• 1,3-dipolar cycloaddition
• ionic liquids
• cytotoxicity assays
• molecular docking

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.

• 出版日期2018-5