2. Academic Validation
  3. Spirooxindole-pyrrolidine heterocyclic hybrids promotes apoptosis through activation of caspase-3

Spirooxindole-pyrrolidine heterocyclic hybrids promotes apoptosis through activation of caspase-3

  • Bioorg Med Chem. 2019 Jun 15;27(12):2487-2498. doi: 10.1016/j.bmc.2019.03.011.
Raju Suresh Kumar 1,  Abdulrahman I Almansour 2,  Natarajan Arumugam 2,  Faruq Mohammad 3,  D Kotresha 4,  J Carlos Menéndez 5
Affiliations

Affiliations

  • 1 Department of Chemistry, College of Science, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi Arabia. Electronic address: sraju@ksu.edu.sa.
  • 2 Department of Chemistry, College of Science, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi Arabia.
  • 3 Surfactants Research Chair, Department of Chemistry, College of Science, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi Arabia.
  • 4 Department of Microbiology, East West Group of Institution, No. 63, Anjananagar, Vishwaneedam Post, Bengaluru 560091, Karnataka, India.
  • 5 Departamento de Química Orgánica y Farmacéutica, Facultad de Farmacia, Universidad Complutense, 28040 Madrid, Spain.
PMID: 30853330 DOI: 10.1016/j.bmc.2019.03.011
Abstract

A small library of spirooxindole-pyrrolidine hybrids have been synthesized for the first time in an ionic liquid, [bmim]Br in good to excellent yields employing a new class of non-stabilized azomethine ylides derived from isatin and tyrosine, a combination that has been rarely employed for the in situ generation of azomethine ylides using [3+2] cycloaddition strategy. Following the synthesis and characterization of the spirooxindole-pyrrolidine heterocyclic hybrids, they were tested for their Anticancer activity as against the changes in the concentrations and time periods with different in vitro cell cultures containing Cancer and non-cancer cells, where the results revealed for a potential therapeutic activity. Further analysis for the mechanism of cell death by the Cancer cells indicated for the caspase-dependent apoptotic pathway, specifically mediated by Caspase-3. Based on these results, it can be demonstrated that the synthesized spirooxindole-pyrrolidine hybrids may serve as one of the better therapeutic agents used for the treatment of malignant tumors.

Keywords

Anticancer activity; Apoptosis; Caspase-3; Spirooxindole-pyrrolidine hybrids; [3+2] Cycloaddition.

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