Preparation and Phytotoxicity Evaluation of 11,13-Dehydro seco-Guaianolides

Abstract

11,13-Dehydro seco-guaianolides, a particular type of sesquiterpene lactones, were synthesized from the commercially available α-santonin (11) using a facile strategy involving a high-yielding photochemical reaction. Natural products 10 and 17 from Artemisia gorgonum were synthesized in good yields. Specifically, compound 10 was obtained in five steps with an overall yield of 17%. The sesquiterpene lactones were tested in the etiolated wheat coleoptile bioassay, and the most active compounds were assayed on standard target species. Guaianolide 13 showed the highest phytotoxic activities when compared with the known herbicide Logran.