Artículos de revistas
Synthesis of the macrolactone of migrastatin and analogues with potent cell-migration inhibitory activity
Fecha
2010-12Registro en:
European Journal of Organic Chemistry,Weinheim : Wiley-VCH Verlag,n. 35, p. 6748-6759, Dec. 2010
1434-193X
10.1002/ejoc.201001097
Autor
Dias, Luiz C.
Finelli, Fernanda G.
Conegero, Leila S.
Krogh, Renata
Andricopulo, Adriano Defini
Institución
Resumen
The synthesis of the macrolactone core of migrastatin 2, its potent anti-metastasis analogue 34, and ester derivatives 35 and 38 are reported. The approach involves the use of a dihydroxylation reaction to establish the desired C-8 stereocenter followed by a metathesis cyclization reaction. The effects of the compounds on the migration and invasion of human breast cancer cells were evaluated by using the wound-healing and the Boyden-chamber cell-migration and cell-invasion assays. The results revealed a high potency of the macrolactones 2 and 34 and the ester analogues 35 and 38, which suggests they have potential as antimetastatic agents.