http://www.cnr.it/ontology/cnr/individuo/prodotto/ID16048
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)
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- Ciavatta M.L.; Manzo E.; Nuzzo G.; Villani G.; Varcamonti M.; Gavagnin M. (literal)
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- ISI Web of Science (WOS) (literal)
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- 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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