71149-55-8Relevant academic research and scientific papers
POTENTIAL ALLELOPATHIC ACTIVITY OF SEVERAL SESQUITERPENE LACTONE MODELS
Macias, Francisco A.,Galindo, Juan Carlos G.,Massanet, Guillermo M.
, p. 1969 - 1978 (2007/10/02)
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.
Chemistry of costunolide and biological activity of the derived lactones
Kalsi,Khurana, Sarita,Talwar
, p. 103 - 109 (2007/10/02)
Costunolide and its derived C-16 germacranolides on oxidation with selenium dioxide-t-butyl hydroperoxide afforded two melampolides, an aldehydolactone and the corresponding hydroxylactone, in each case. Structures were assigned to these melampolides on the basis of spectral data and chemical correlation. The aldehydolactones were significantly more active root promotors than their parent lactones. Costunolide and related germacranolides underwent cyclization on treatment with iodine and pyridinium chlorochromate to afford interesting products. (-)-β-Frullanolide has been synthesized and shown to be biologically more active when compared with its parent trans-lactone.
NOVEL MELAMPOLIDES FROM MAGNOLIA x SOULANGIANA 'LENNEI'
El-Feraly, Farouk S.
, p. 2239 - 2242 (2007/10/02)
Two melampolides, soulangianolide A and soulangianolide B were isolated from the leaves of Magnolia x soulangiana 'Lennei'.Their stereochemical structures were established by spectroscopic means, and by chemical correlation with costunolide and laurenobiolide respectively.--Key Word Index--Magnolia x soulangiana; Magnoliaceae; melampolides; costunolide; laurenobiolide; NMR.
