title: Synthesis and antiproliferative activity of C-3 functionalized isobenzofuran-1(3H)-ones.
abstract: 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.
authors: Departamento de Química, Universidade Federal de Viçosa, Av. P.H. Rolfs, S/N, CEP 36.570-000, Viçosa, MG, Brazil. robsonr.teixeira@ufv.br
authors: Róbson Ricardo
authors: RR
authors: Teixeira
authors: Gustavo Costa
authors: GC
authors: Bressan
authors: Wagner Luiz
authors: WL
authors: Pereira
authors: Joana Gasperazzo
authors: JG
authors: Ferreira
authors: Fabrício Marques
authors: FM
authors: de Oliveira
authors: Deborah Campos
authors: DC
authors: Thomaz
mesh_terms: D001572:Benzofurans / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology* / Q000633:toxicity; D049109:Cell Proliferation / Q000187:drug effects; D002470:Cell Survival / Q000187:drug effects; D003198:Computer Simulation; D004305:Dose-Response Relationship, Drug; D004354:Drug Screening Assays, Antitumor; D005047:Etoposide / Q000494:pharmacology; D006801:Humans; D020128:Inhibitory Concentration 50; D020014:K562 Cells; D009682:Magnetic Resonance Spectroscopy; D013329:Structure-Activity Relationship; D020298:U937 Cells
chemical_list: D001572:Benzofurans; D005047:Etoposide
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