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Preparation and Phytotoxicity Evaluation of 11,13-Dehydro seco-Guaianolides
Nuria Chinchilla1, Alejandro Santana1, Rosa M Varela1
1Allelopathy Group, Department of Organic Chemistry, School of Sciences, Institute of Biomolecules (INBIO) , University of Cadiz , C/República Saharaui, s/n , 11510 Puerto Real ( Cádiz ), Spain.
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.
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