Crucigasterins A-E, antimicrobial amino-alcohols from the Mediterranean colonial ascidian Pseudodistoma crucigaster. (Articolo in rivista)

Type
Label
  • Crucigasterins A-E, antimicrobial amino-alcohols from the Mediterranean colonial ascidian Pseudodistoma crucigaster. (Articolo in rivista) (literal)
Anno
  • 2010-01-01T00:00:00+01:00 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#doi
  • 10.1016/j.tet.2010.07.056 (literal)
Alternative label
  • Ciavatta M.L.; Manzo E.; Nuzzo G.; Villani G.; Varcamonti M.; Gavagnin M. (2010)
    Crucigasterins A-E, antimicrobial amino-alcohols from the Mediterranean colonial ascidian Pseudodistoma crucigaster.
    in Tetrahedron (Oxf., Print)
    (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori
  • Ciavatta M.L.; Manzo E.; Nuzzo G.; Villani G.; Varcamonti M.; Gavagnin M. (literal)
Pagina inizio
  • 7533 (literal)
Pagina fine
  • 7538 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroVolume
  • 66 (literal)
Rivista
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#pagineTotali
  • 6 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroFascicolo
  • 38 (literal)
Note
  • Scopu (literal)
  • ISI Web of Science (WOS) (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni
  • Istituto di Chimica Biomolecolare, CNR, Via Campi Flegrei 34, I 80078-Pozzuoli (Na), Italy; Dipartimento di Biologia Strutturale e Funzionale, Università di Napoli Federico II, Via Cinthia, I 80100-Naples, Italy (literal)
Titolo
  • Crucigasterins A-E, antimicrobial amino-alcohols from the Mediterranean colonial ascidian Pseudodistoma crucigaster. (literal)
Abstract
  • Five new unsaturated 2-amino-3-alcohols, crucigasterins A-E (2-6), were isolated together with known related compound 7 from the Mediterranean ascidian Pseudodistoma crucigaster and characterised as diacetyl derivatives (2a-6a) by spectroscopic methods. The threo-relative configuration of the amino alcohol portionwas inferred by NOE analysis of the oxazolidinone derivative of crucigasterin A (2) as well as by 13C NMR comparison with synthetic threo and erythro model compounds. The co-occurring metabolites were assumed to have the same relative configuration as 2 by comparison of the diagnostic carbon value of C-1. The absolute stereochemistry of compound 7 that had not been previously reported was determined by applying the modified Mosher's method on the corresponding N-acetyl derivative. The same absolute configuration was suggested for the other co-occurring crucigasterins by biogenetic considerations. Antibacterial and antifungal activities of selected crucigasterins were also evaluated (literal)
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