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Artigo Produção Nacional Revisado por pares
BIBTEX RIS

Synthesis and preliminary pharmacological evaluation of new (±) 1,4-naphthoquinones structurally related to lapachol

2002; Elsevier BV; Volume: 10; Issue: 8 Linguagem: Inglês

10.1016/s0968-0896(02)00100-1

ISSN

1464-3391

Autores

Alcides J. M. da Silva, Camilla D. Buarque, Flávia V. Brito, Laure Aurelian, Luciana F. Macedo, Linda H. Malkas, Robert J. Hickey, Daniele V.S. Lopes, François Noël, Yugo L.B. Murakami, Noelson M.V Silva, Paulo A. Melo, Rodrigo Rêgo Barros Caruso, Newton G. Castro, Paulo R. R. Costa,

Tópico(s)

Synthesis of Organic Compounds

Resumo

Seven new 1,4-naphthoquinones structurally related to lapachol were synthesized from lawsone and oxygenated arylmercurials. These compounds can also be seen as pterocarpan derivatives where the A-ring was substituted by the 1,4-naphthoquinone nucleus. Pharmacological screening provided evidence of significant biological activities, including effects against proliferation of the MCF-7 human breast cancer cell line, against Herpes Simplex Virus type 2 infection, and against snake poison-induced myotoxicity. One derivative displaced flunitrazepam binding and showed benzodiazepine-like activity, suggesting novel neuroactive structural motifs.

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