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Eur J Med Chem. 2015 Mar 26;93:9-15. doi: 10.1016/j.ejmech.2015.01.050. Epub 2015 Jan 26.

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

Author information

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.

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

PMID:
25644672
DOI:
10.1016/j.ejmech.2015.01.050
[Indexed for MEDLINE]

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