Phyllostoxin and phyllostin, bioactive metabolites produced by Phyllosticta cirsii, a potential mycoherbicide for Cirsium arvense biocontrol (Articolo in rivista)

Type
Label
  • Phyllostoxin and phyllostin, bioactive metabolites produced by Phyllosticta cirsii, a potential mycoherbicide for Cirsium arvense biocontrol (Articolo in rivista) (literal)
Anno
  • 2008-01-01T00:00:00+01:00 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#doi
  • 10.1021/jf0731301 (literal)
Alternative label
  • Evidente A.; Cimmino A.; Andolfi A.; Vurro M.; Zonno M.C.; Motta A.; (2008)
    Phyllostoxin and phyllostin, bioactive metabolites produced by Phyllosticta cirsii, a potential mycoherbicide for Cirsium arvense biocontrol
    in Journal of agricultural and food chemistry
    (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori
  • Evidente A.; Cimmino A.; Andolfi A.; Vurro M.; Zonno M.C.; Motta A.; (literal)
Pagina inizio
  • 884 (literal)
Pagina fine
  • 888 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroVolume
  • 56 (literal)
Rivista
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroFascicolo
  • 3 (literal)
Note
  • ISI Web of Science (WOS) (literal)
  • Scopu (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni
  • Dipartimento di Scienze del Suolo, della Pianta, dell'Ambiente e delle Produzioni Animali, Università di Napoli Federico II, Via Università 100, 80055 Portici, Italy; Istituto di Scienze delle Produzioni Alimentari, CNR, Via Amendola 122/O, 70126 Bari, Italy; Istituto di Chimica Biomolecolare, CNR, Comprensorio Olivetti, Edificio 70, Via Campi Flegrei 34, 80078 Pozzuoli, Italy (literal)
Titolo
  • Phyllostoxin and phyllostin, bioactive metabolites produced by Phyllosticta cirsii, a potential mycoherbicide for Cirsium arvense biocontrol (literal)
Abstract
  • Phyllosticta cirsii, a fungal pathogen isolated from diseased Cirsium arvense leaves and evaluated as a biocontrol agent of this noxious perennial weed, produces different phytotoxic metabolites with potential herbicidal activity when grown in liquid cultures. Phyllostictines A-D, four novel oxazatricycloalkenones, were recently isolated from this pathogen and chemically and biologically characterized. Further purification of the same organic extract provided two other metabolites, named phyllostoxin (1) and phyllostin (2), which were characterized by spectroscopic technique (essentially NMR and MS). Phyllostoxin and phyllostin proved to be a new pentasubstituted bicyclo-octatrienyl acetic acid ester and a new pentasubstituted hexahydrobenzodioxine carboxylic acid methyl ester, respectively. When tested on punctured C. arvense leaves, phyllostoxin proved to be highly phytotoxic, causing rapid and large necrosis, whereas phyllostin had no phytotoxicity in this bioassay. This is not surprising, considering the noteworthy structural differences between the two compounds, suggesting the presence of active functional groups in phyllostoxin not present in the other metabolite. These results further support the focused approach of finding novel metabolites with herbicidal properties by looking at the culture extracts of weed fungal pathogens. (literal)
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