Antiproliferative activity of synthetic naphthoquinones related to lapachol. First synthesis of 5-hydroxylapachol

Bonifazi, Evelyn Lucia; Ríos Luci, Carla; Leon, Leticia G.; Burton, Gerardo; Padron, Jose; Misico, Rosana Isabel

info:eu-repo/semantics/article

Fecha

2010-04

Registro en:

Bonifazi, Evelyn Lucia; Ríos Luci, Carla; Leon, Leticia G.; Burton, Gerardo; Padron, Jose; et al.; Antiproliferative activity of synthetic naphthoquinones related to lapachol. First synthesis of 5-hydroxylapachol; Pergamon-Elsevier Science Ltd; Bioorganic & Medicinal Chemistry; 18; 7; 4-2010; 2621-2630

0968-0896

http://hdl.handle.net/11336/69496

CONICET Digital

CONICET

https://repositorioslatinoamericanos.uchile.cl/handle/2250/4405391

Autor

Bonifazi, Evelyn Lucia

Ríos Luci, Carla

Leon, Leticia G.

Burton, Gerardo

Padron, Jose

Misico, Rosana Isabel

Institución

Consejo Nacional de Investigaciones Científicas y Tecnológicas (Argentina)

Resumen

A series of 5-hydroxy-1,4-naphthoquinones analogues was synthesized from juglone (6) and their antiproliferative activity against a representative panel of six human solid tumor cell lines has been investigated. The 2,5-dihydroxy-3-(3-methylbut-2-enyl)naphthalene-1,4-dione (4) and 2,3-dihydro-5-hydroxy-2-(prop-1-en-2-yl)naphtho[2,3-b]furan-4,9-dione (27) were the most potent antiproliferative agents with GI50 values of 0.42-8.1 and 0.80-2.2 μM, respectively. The results provide insight into the correlation between some structural properties of 5-hydroxynaphthoquinones and their antiproliferative activity.

Materias

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