RT journal article
T1 Preparation and phytotoxicity study of lappalone from dehydrocostuslactone
A1 Marcos Cárdenas, David
A1 Cala Peralta, Antonio
A1 González Molinillo, José María
A1 Macías Domínguez, Francisco Antonio
A2 Química Orgánica
K1 lappalone
K1 dehydrocostuslactone
K1 photochemistry
K1 phytotoxicity
K1 sesquiterpene lactone
K1 allelopathy
AB Lappalone, a sesquiterpene lactone isolated from the roots of Saussurea lappa, was successfully synthesized for the first time from dehydrocostuslactone following a four-step synthetic route, in which the first step was a photoaddition of acetaldehyde, with a global yield of 14%. The starting material, dehydrocostuslactone, was isolated in gram scale from Saussurea lappa root extracts. The phytotoxicity profiles of the product, the starting material and the intermediates were obtained in two different bioassays: on etiolated wheat coleoptiles and on seeds of Standard Target Species (STS). Low IC50 values were found for lappalone vs. dehydrocostuslactone (161 μM and 839 μM in cress roots, respectively), reaching 60–80% inhibition percentages at the highest concentrations. These bioassays indicated the higher potential allelopathic activity of the sesquiterpene lappalone (C17) when compared with dehydrocostuslactone (C15) and the intermediates in the synthetic route.
PB Elsevier
SN 1876-7486
YR 2017
FD 2017-06-06
LK http://hdl.handle.net/10498/35227
UL http://hdl.handle.net/10498/35227
LA eng
DS Repositorio Institucional de la Universidad de Cádiz
RD 07-nov-2026