POTENTIAL ALLELOPATHIC ACTIVITY OF SEVERAL SESQUITERPENE LACTONE MODELS

Article abstract of DOI:10.1016/0031-9422(92)80343-D

A collection of 12 natural and synthetic sesquiterpene lactones with eudesmanolide, melampolide, cis,cis-germacranolide, and guaianolide skeletons have been prepared and tested as allelochemicals.The effect of a series of aqueous solutions at 10^-4-10^-9 M of this collection is evaluated.The specific structural requirements related to their activity is discussed.The natural sesquiterpene lactones soulangianolide A, melampomagnolide A and B, zaluzanin C and isozaluzanin C have been synthesized from costunolide, parthenolide and dehydrocostuslactone using SeO2 and tert-butylhydroperoxide.The structures of the synthetic compounds were established by NMR spectroscopy. Key Word Index - Sesquiterpene lactones; melampolides; cis,cis-germacranolides; guaianolides; eudesmanolides; allelopathy; Lactuca sativa.