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

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Arumugam, Natarajan and Almansour, Abdulrahman I. and Suresh Kumar, Raju and Govindasami, Periyasami and Al-thamili, Dhaifallah and Krishnamoorthy, Rajapandian and Periasamy, Vaiyapuri Subbarayan and Alshatwi, Ali and Mahalingam, S. M. and Thangamani, Shankar and Menéndez Ramos, José Carlos (2018) Multicomponent Domino Synthesis, Anticancer Activity and Molecular Modeling Simulation of Complex Dispirooxindolopyrrolidines. Molecules, 23 (5). p. 1094. ISSN 1420-3049

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Official URL: https://doi.org/10.3390/molecules23051094




Abstract

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 ddition; 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.


Item Type:Article
Uncontrolled Keywords:domino reaction; 1,3-dipolar cycloaddition; ionic liquids; cytotoxicity assays; molecular docking
Subjects:Medical sciences > Pharmacy > Organic chemistry
ID Code:69188
Deposited On:03 Feb 2022 12:42
Last Modified:03 Feb 2022 13:46

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