RT journal article T1 Facile Preparation of Bioactive seco-Guaianolides and Guaianolides from Artemisia gorgonum and Evaluation of Their Phytotoxicity A1 Macías Domínguez, Francisco Antonio A1 Santana, Alejandro A1 Yamahata, Azusa A1 Varela Montoya, Rosa María A1 R. Fronczek, Frank A1 González Molinillo, José María A2 Química Orgánica K1 phytotoxicity K1 artemisia gorgonum K1 bioactive K1 seco-guaianolides K1 guaianolides K1 preparation K1 evaluation K1 organic chemistry K1 chemistry K1 gorgonum K1 artemisia AB Commercially available santonin was used to synthesize seven sesquiterpene lactones using a facile strategy that involved a high-yielding photochemical reaction. Three natural products from Artemisia gorgonum were synthesized in good yields, and in the case of two compounds, absolute configurations were determined from X-ray quality crystals. The structures previously reported for these compounds were revised. Sesquiterpene lactones were tested using the etiolated wheat coleoptile bioassay, and the most active compounds were assayed in standard target species. seco-Guaianolide (4) showed higher phytotoxic activities than the known herbicide Logran. This high activity could be due to the presence of a cyclopentenedione ring. These results suggest that compound 4 should be involved in defense of A. gorgorum, displaying a wide range of activities that allow proposing them as new leads for development of a natural herbicide model with a seco-guaianolide skeleton. PB Journal of Natural Products YR 2012 FD 2012-11 LK http://hdl.handle.net/10498/20256 UL http://hdl.handle.net/10498/20256 LA eng DS Repositorio Institucional de la Universidad de Cádiz RD 12-nov-2026