Chenopodolans A-C: Phytotoxic furopyrans produced by Phoma chenopodiicola, a fungal pathogen of Chenopodium album (Articolo in rivista)

Type
Label
  • Chenopodolans A-C: Phytotoxic furopyrans produced by Phoma chenopodiicola, a fungal pathogen of Chenopodium album (Articolo in rivista) (literal)
Anno
  • 2013-01-01T00:00:00+01:00 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#doi
  • 10.1016/j.phytochem.2013.10.007 (literal)
Alternative label
  • Cimmino, Alessio; Andolfi, Anna; Zonno, Maria Chiara; Avolio, Fabiana; Berestetskiy, Alexander O.; Vurro, Maurizio; Evidente, Antonio (2013)
    Chenopodolans A-C: Phytotoxic furopyrans produced by Phoma chenopodiicola, a fungal pathogen of Chenopodium album
    in Phytochemistry
    (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori
  • Cimmino, Alessio; Andolfi, Anna; Zonno, Maria Chiara; Avolio, Fabiana; Berestetskiy, Alexander O.; Vurro, Maurizio; Evidente, Antonio (literal)
Pagina inizio
  • 208 (literal)
Pagina fine
  • 213 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#url
  • http://www.scopus.com/record/display.url?eid=2-s2.0-84888366598&origin=inward (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroVolume
  • 96 (literal)
Rivista
Note
  • Scopu (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni
  • Universita degli Studi di Napoli Federico II; Istituto di Scienze delle Produzioni Alimentari; Russian Academy of Agricultural Sciences (literal)
Titolo
  • Chenopodolans A-C: Phytotoxic furopyrans produced by Phoma chenopodiicola, a fungal pathogen of Chenopodium album (literal)
Abstract
  • Three tetrasubstituted furopyrans, named chenopodolans A-C, were isolated together with the well known fungal metabolite (-)-(R)-6-hydroxymellein from the liquid culture of Phoma chenopodiicola, a fungal pathogen proposed for the biological control of Chenopodium album, a common worldwide weed of arable crops. The structures of chenopodolans A-C were established by spectroscopic and chemical methods as 2-(3-methoxy-2,6-dimethyl-7aH-furo[2,3-b]pyran-4-yl)- butane-2,3-diol, 1-(3-methoxy-2,6-dimethyl-7aH-furo[2,3-b]pyran-4-yl)ethanol and 3-methoxy-2,6-dimethyl-4-(1-methylpropenyl)-7aH-furo[2,3-b]pyran, respectively. The absolute configuration R to the hydroxylated secondary carbon (C-11) of the side chain at C-4 of chenopodolan A was determined by applying an advanced Mosher's method. Assayed by leaf puncture on host and non-host weeds chenopodolans A and B, and the 11-O-acetylchenopodolan A showed a strong phytotoxicity. These results showed that the nature of the side chain attached to C-4 is an important feature for the phytotoxicity. A weak zootoxic activity was only showed by chenopodolan B.©; 2013 Elsevier Ltd. All rights reserved. (literal)
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