Synthesis and antitumour evaluation of benzopsoralen analogues

The synthesis of five new analogues of benzopsoralens, derived from xanthen-9-one and carbazole is described. The preparation of the hydroxylated precursors, their formylation and the formation of the pyranone ring, by the reaction between ortho-formylated heterocycles and diethyl malonate in EtOH,...

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Detalhes bibliográficos
Autor principal: Oliveira, Ana M. A. G. (author)
Outros Autores: Campos, Ana M. F. Oliveira (author), Rodrigues, Lígia M. (author), Raposo, M. Manuela M. (author), Machado, António E. H. (author), Nascimento, Maria São José (author), Nazareth, N. (author), Pinto, Madalena (author)
Formato: article
Idioma:eng
Publicado em: 2007
Assuntos:
Texto completo:http://hdl.handle.net/1822/8646
País:Portugal
Oai:oai:repositorium.sdum.uminho.pt:1822/8646
Descrição
Resumo:The synthesis of five new analogues of benzopsoralens, derived from xanthen-9-one and carbazole is described. The preparation of the hydroxylated precursors, their formylation and the formation of the pyranone ring, by the reaction between ortho-formylated heterocycles and diethyl malonate in EtOH, will be discussed. The inhibitory effect on the growth of human tumour cell lines (MCF-7, SF-268 and NCI-460) of the final products was evaluated and is discussed in terms of the 3D-geometry and electronic density distribution. The compounds showing significant biological activity in this study were those having angular structures.