title: Bioherbicidal activity of a germacranolide sesquiterpene dilactone from Ambrosia artemisiifolia L.
abstract: Ambrosia artemisiifolia L. (common ragweed) is an invasive plant whose allelopathic properties have been suggested by its field behaviour and demonstrated through phytotoxicity bioassays. However, the nature of the molecules responsible for the allelopathic activity of common ragweed has not been explored. The main objective of this study was to identify the phytotoxic molecules produced by A. artemisiifolia. A preliminary investigation has indicated that a methanol extract of A. artemisiifolia completely inhibited the germination of cress and radish. Semi-preparative fractionation of the methanol extract allowed separating of phytotoxic fraction which contained a single compound. The structure of this compound was elucidated by liquid chromatography-mass spectrometry (LC-MS)/MS, high-resolution mass spectral, nuclear magnetic resonance, and Fourier transform infrared spectra as sesquiterpene lactone isabelin (C15H16O4). The effect of pure isabelin was tested on four different weed species, confirming the inhibitory activity of molecule. The results indicate directions for the future studies about herbicidal specific activity of isabelin, as pure molecule or in the crude extract, as a potential candidate for biological weed control.
authors: a DISAFA - Department of Agricultural , Forest and Food Sciences, Università degli Studi di Torino , Grugliasco (TO) , Italy.
authors: Francesco
authors: F
authors: Molinaro
authors: a DISAFA - Department of Agricultural , Forest and Food Sciences, Università degli Studi di Torino , Grugliasco (TO) , Italy.
authors: Chiara Mozzetti
authors: CM
authors: Monterumici
authors: a DISAFA - Department of Agricultural , Forest and Food Sciences, Università degli Studi di Torino , Grugliasco (TO) , Italy.
authors: Aldo
authors: A
authors: Ferrero
authors: b Department of Chemistry , Università degli Studi di Torino , Turin , Italy.
authors: Silvia
authors: S
authors: Tabasso
authors: a DISAFA - Department of Agricultural , Forest and Food Sciences, Università degli Studi di Torino , Grugliasco (TO) , Italy.
authors: Michèle
authors: M
authors: Negre
mesh_terms: D064089:Allelopathy; D031164:Ambrosia / Q000737:chemistry*; D002853:Chromatography, Liquid; D018525:Germination / Q000187:drug effects*; D007783:Lactones / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D010936:Plant Extracts / Q000737:chemistry / Q000494:pharmacology* / Q000633:toxicity; D031224:Raphanus / Q000187:drug effects; D012717:Sesquiterpenes / Q000737:chemistry / Q000494:pharmacology; D045788:Sesquiterpenes, Germacrane / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D017550:Spectroscopy, Fourier Transform Infrared; D053719:Tandem Mass Spectrometry; D018675:Toxicity Tests / Q000379:methods
chemical_list: D007783:Lactones; D010936:Plant Extracts; D012717:Sesquiterpenes; D045788:Sesquiterpenes, Germacrane; C432449:germacranolide; C000617433:isabelin
keywords: Allelopathy; Ambrosia artemisiifolia L.; allelochemical; herbicide; isabelin; ragweed