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Article

A One-Pot Three-Component Synthesis and Investigation of the In Vitro Mechanistic Anticancer Activity of Highly Functionalized Spirooxindole-Pyrrolidine Heterocyclic Hybrids

Department of Chemistry, College of Science, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi Arabia
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Author to whom correspondence should be addressed.
Academic Editor: Gian Cesare Tron
Molecules 2020, 25(23), 5581; https://doi.org/10.3390/molecules25235581
Received: 20 October 2020 / Revised: 11 November 2020 / Accepted: 24 November 2020 / Published: 27 November 2020
With an aim to develop more effective and affordable anticancer agents possessing a unique mechanism of action, we designed and synthesized derivatives of spirooxindole-pyrrolidine heterocyclic hybrids in good yields through a one-pot three-component (3+2) cycloaddition strategy. The synthesized compounds were characterized thoroughly for the physicochemical properties by making use of FT-IR, NMR spectroscopy, and mass spectrometry. Further, these compounds have been evaluated for the influence of anticancer activity against HepG2 cells up to 200 µg/mL concentration. The highly active molecular scaffold was tested for the in-depth mechanistic studies, and it was found that the major pathway of cell death is apoptosis which occurs through the induction of reactive oxygen species followed by the involvement of caspases. View Full-Text
Keywords: multicomponent reaction; functionalized spirooxindole-pyrrolidine hybrids; anticancer activity; controlled cell death; apoptosis; ROS generation; caspase-3 activity multicomponent reaction; functionalized spirooxindole-pyrrolidine hybrids; anticancer activity; controlled cell death; apoptosis; ROS generation; caspase-3 activity
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MDPI and ACS Style

Kumar, R.S.; M. Al-thamili, D.; Almansour, A.I.; Arumugam, N.; Mohammad, F. A One-Pot Three-Component Synthesis and Investigation of the In Vitro Mechanistic Anticancer Activity of Highly Functionalized Spirooxindole-Pyrrolidine Heterocyclic Hybrids. Molecules 2020, 25, 5581. https://doi.org/10.3390/molecules25235581

AMA Style

Kumar RS, M. Al-thamili D, Almansour AI, Arumugam N, Mohammad F. A One-Pot Three-Component Synthesis and Investigation of the In Vitro Mechanistic Anticancer Activity of Highly Functionalized Spirooxindole-Pyrrolidine Heterocyclic Hybrids. Molecules. 2020; 25(23):5581. https://doi.org/10.3390/molecules25235581

Chicago/Turabian Style

Kumar, Raju S., Dhaifallah M. Al-thamili, Abdulrahman I. Almansour, Natarajan Arumugam, and Faruq Mohammad. 2020. "A One-Pot Three-Component Synthesis and Investigation of the In Vitro Mechanistic Anticancer Activity of Highly Functionalized Spirooxindole-Pyrrolidine Heterocyclic Hybrids" Molecules 25, no. 23: 5581. https://doi.org/10.3390/molecules25235581

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