RT journal article T1 Synthesis and Phytotoxicity of 4,5 Functionalized Tetrahydrofuran-2-ones A1 C. Resende, Gabriela A1 S. Alvarenga, Elson A1 G. Galindo, Juan C. A1 Macías Domínguez, Francisco Antonio A2 Química Orgánica K1 g-lactones K1 wheat coleoptiles K1 herbicide K1 Triticum aestivum AB In this work we report a versatile synthesis of fourteen γ-lactones all structurally related, nine of which are novel compounds, accomplished from the readily available furfural. The phytotoxic activity of the synthesized compounds was evaluated in vitro by the influence on the growth of wheat coleoptiles. The percentages of inhibition were mostly small and not statistically different from control after the third dilution (100 μmol L-1). In general, α,β-unsaturated lactones presented better activities than the saturated ones. The most active compounds presented 51, 68 and 76% of inhibition in 1000 µmol L-1. The results indicate that regardless of saturation, the presence of the γ-lactone moiety is important for the bioactivity, but their presence has no implications with potency. PB J. Braz. Chem. Soc. YR 2012 FD 2012-05 LK http://hdl.handle.net/10498/20259 UL http://hdl.handle.net/10498/20259 LA eng DS Repositorio Institucional de la Universidad de Cádiz RD 12-nov-2026