2. Academic Validation
  3. Novel approach to bis(indolyl)methanes: de novo synthesis of 1-hydroxyiminomethyl derivatives with anti-cancer properties

Novel approach to bis(indolyl)methanes: de novo synthesis of 1-hydroxyiminomethyl derivatives with anti-cancer properties

  • Eur J Med Chem. 2015 Mar 26:93:9-15. doi: 10.1016/j.ejmech.2015.01.050.
Carla Grosso 1,  Ana Lúcia Cardoso 2,  Américo Lemos 3,  João Varela 4,  Maria João Rodrigues 4,  Luísa Custódio 4,  Luísa Barreira 4,  Teresa M V D Pinho e Melo 5
Affiliations

Affiliations

  • 1 Department of Chemistry, University of Coimbra, 3004-535 Coimbra, Portugal; CIQA, FCT, University of Algarve, Campus de Gambelas, 8005-139 Faro, Portugal.
  • 2 Department of Chemistry, University of Coimbra, 3004-535 Coimbra, Portugal.
  • 3 CIQA, FCT, University of Algarve, Campus de Gambelas, 8005-139 Faro, Portugal. Electronic address: alemos@ualg.pt.
  • 4 CCMAR-Centre of Marine Sciences, Faculty of Sciences and Technology, University of Algarve, Ed. 7, Campus of Gambelas, Faro 8005-139, Portugal.
  • 5 Department of Chemistry, University of Coimbra, 3004-535 Coimbra, Portugal. Electronic address: tmelo@ci.uc.pt.
PMID: 25644672 DOI: 10.1016/j.ejmech.2015.01.050
Abstract

A versatile and broad range approach to previously unknown bis(indolyl)methane oximes based on two consecutive hetero Diels-Alder cycloaddition reactions of electrophilic conjugated nitrosoalkenes with indoles is disclosed. The cytotoxic properties and selectivity of some adducts against several human Cancer cell lines pointing to a promising role in the development of anti-tumoural drugs, in particular for leukaemia and lymphoma.

Keywords

Anti-cancer activity; Bis(indolyl)methanes; Indoles; Leukaemia; Lymphoma; Nitrosoalkenes.

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