2. Academic Validation
  3. The application of isatin-based multicomponent-reactions in the quest for new bioactive and druglike molecules

The application of isatin-based multicomponent-reactions in the quest for new bioactive and druglike molecules

  • Eur J Med Chem. 2021 Feb 5:211:113102. doi: 10.1016/j.ejmech.2020.113102.
Pedro Brandão 1,  Carolina Marques 2,  Anthony J Burke 3,  Marta Pineiro 4
Affiliations

Affiliations

  • 1 University of Coimbra, CQC, Department of Chemistry, 3004-535, Coimbra, Portugal; LAQV-REQUIMTE, University of Évora, Rua Romão Ramalho, 59, 7000, Évora, Portugal. Electronic address: pbrandao@qui.uc.pt.
  • 2 LAQV-REQUIMTE, University of Évora, Rua Romão Ramalho, 59, 7000, Évora, Portugal.
  • 3 LAQV-REQUIMTE, University of Évora, Rua Romão Ramalho, 59, 7000, Évora, Portugal; University of Évora, Department of Chemistry, Rua Romão Ramalho, 59, 7000, Évora, Portugal.
  • 4 University of Coimbra, CQC, Department of Chemistry, 3004-535, Coimbra, Portugal. Electronic address: mpineiro@qui.uc.pt.
PMID: 33421712 DOI: 10.1016/j.ejmech.2020.113102
Abstract

Oxindole derivatives are known for their great interest in the field of Medicinal Chemistry, as they display vast biological activities. Recent efforts concerning the preparation of oxindole derivatives using isatin-based multicomponent reactions (MCRs) constitute a great advance in generating druglike libraries fast and with wide scaffold diversity. In this review, we address those recent developments, exploring the synthetic pathways and biological activities described for these compounds, namely antitumor, Antibacterial, Antifungal, antiparasitic, Antiviral, antioxidant, anti-inflammatory and central nervous system (CNS) pathologies. To add new depth to this work, we used a well-established web-based free tool (SwissADME) to evaluate the most promising scaffolds in what concerns their druglike properties, namely by evaluating their compliance with some of the most valuable rules applied by medicinal chemists in both academia and industrial settings (Lipinski, Ghose, Veber, Egan, Muegge). The aim of this review is to endorse isatin-based MCRs as a valuable synthetic approach to attain new hit compounds bearing the oxindole privileged structure, while critically exploring these scaffolds' druglike properties.

Keywords

Bioactive compounds; Isatin; Multicomponent reactions; Oxindole.

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