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Molecules 2013, 18(2), 1881-1896;

Synthesis and Antiproliferative Activity of C-3 Functionalized Isobenzofuran-1(3H)-ones

Departamento de Química, Universidade Federal de Viçosa, Av. P.H. Rolfs, S/N, CEP 36.570-000, Viçosa, MG, Brazil
Departamento de Bioquímica e Biologia Molecular, Universidade Federal de Viçosa, Av. P.H. Rolfs, S/N, CEP 36.570-000, Viçosa, MG, Brazil
Authors to whom correspondence should be addressed.
Received: 25 October 2012 / Revised: 20 December 2012 / Accepted: 24 December 2012 / Published: 1 February 2013
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A series of thirteen C-3 functionalized isobenzofuran-1(3H)-ones (phtalides) was synthesized via condensation, aromatization, and acetylation reactions. NMR (one and two dimensional experiments), IR, and mass spectrometry analysis allowed confirmation of the identity of the synthesized compounds. The substances were submitted to in vitro bioassays against U937 (lymphoma) and K562 (myeloid leukemia) cancer cell lines using the MTT cytotoxicity assay. Some derivatives inhibited 90% of cell viability at 100 µM. Also, two phtalides presented biological activity superior than that of etoposide (VP16), a commercial drug used as a positive control in the assays. In silico drug properties of the evaluated compounds were calculated and the results are discussed. View Full-Text
Keywords: isobenzofuran-1(3H)-one; phtalides; antiproliferative activity isobenzofuran-1(3H)-one; phtalides; antiproliferative activity

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Teixeira, R.R.; Bressan, G.C.; Pereira, W.L.; Ferreira, J.G.; de Oliveira, F.M.; Thomaz, D.C. Synthesis and Antiproliferative Activity of C-3 Functionalized Isobenzofuran-1(3H)-ones. Molecules 2013, 18, 1881-1896.

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