Diplobifuranylones A and B, 5'-monosubstituted tetrahydro-2H-bifuranyl-5-ones produced by Diplodia corticola, a fungus pathogen of cork oak (Articolo in rivista)

Type
Label
  • Diplobifuranylones A and B, 5'-monosubstituted tetrahydro-2H-bifuranyl-5-ones produced by Diplodia corticola, a fungus pathogen of cork oak (Articolo in rivista) (literal)
Anno
  • 2006-01-01T00:00:00+01:00 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#doi
  • 10.1021/np050393l (literal)
Alternative label
  • Evidente, A.; Andolfi, A.; Fiore; M.; Spanu, E.; Maddau, L.; Franceschini, A.; Marras, F.; Motta, A.; (2006)
    Diplobifuranylones A and B, 5'-monosubstituted tetrahydro-2H-bifuranyl-5-ones produced by Diplodia corticola, a fungus pathogen of cork oak
    in Journal of natural products (Print)
    (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori
  • Evidente, A.; Andolfi, A.; Fiore; M.; Spanu, E.; Maddau, L.; Franceschini, A.; Marras, F.; Motta, A.; (literal)
Pagina inizio
  • 671 (literal)
Pagina fine
  • 674 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroVolume
  • 69 (literal)
Rivista
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#descrizioneSinteticaDelProdotto
  • Nuove molecole naturali con proprietà antibiotiche ed antifungine. (literal)
Note
  • ISI Web of Science (WOS) (literal)
  • Scopu (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni
  • Antonio Evidente,+ Anna Andolfi,+ Michele Fiore,+ Emanuela Spanu,? Lucia Maddau,? Antonio Franceschini,? Francesco Marras,? and Andrea Motta§ + Dipartimento di Scienze del Suolo, della Pianta e dell'Ambiente, UniVersita` di Napoli Federico II, 80055 Portici, Italy ? Dipartimento di Protezione delle Piante, UniVersita` di Sassari, 07100 Sassari, Italy § Istituto di Chimica Biomolecolare del CNR, 80078 Pozzuoli, Italy (literal)
Titolo
  • Diplobifuranylones A and B, 5'-monosubstituted tetrahydro-2H-bifuranyl-5-ones produced by Diplodia corticola, a fungus pathogen of cork oak (literal)
Abstract
  • Two new 5'-monosubstituted tetrahydro-2H-bifuranyl-5-ones, named diplobifuranylones A and B (1 and 2), were isolated from the culture filtrates of Diplodia corticola, the causal agent of a canker of cork oak (Quercus suber). The same fungus also produced eight known metabolites, namely, the diplopyrone, (3S, 4R)-trans- and (3R, 4R)-cis-4-hydroxymellein, sapinofuranone B and its ( S,S)-enantiomer, and sphaeropsidins A-C. Diplobifuranylones A and B (1 and 2) were characterized, using spectroscopic and chemical methods, as two diastereomeric 5'-(1-hydroxyethyl)-3,4,2',5'-tetrahydro-2H-[ 2,2'] bifuranyl-5-ones. While the relative stereochemistry of the two metabolites ( 1 and 2) was deduced by NOESY and ROESY experiments, the absolute stereochemistry of the chiral carbon of the hydroxyethyl side chain at C-5', determined by application of Mosher's method, proved to be S and R in 1 and 2, respectively. Assayed on a nonhost plant, diplobifuranylones A and B did not show phytotoxic activity. In an Artemia salina larvae lethality bioassay neither 1 nor 2 was toxic at the highest concentration tested (300 ug/mL) (literal)
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