The isolation of thuridillins D-F, diterpene metabolites from the Australian sacoglossan mollusk Thuridilla splendens; relative configuration of the epoxylactone ring. (Articolo in rivista)

Type
Label
  • The isolation of thuridillins D-F, diterpene metabolites from the Australian sacoglossan mollusk Thuridilla splendens; relative configuration of the epoxylactone ring. (Articolo in rivista) (literal)
Anno
  • 2012-01-01T00:00:00+01:00 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#doi
  • 10.1021/np300442s (literal)
Alternative label
  • Somerville M. J., Katavic P. L., Lambert L. K., Pierens G. K., Blanchfield J. T., Cimino G., Mollo E., Gavagnin M., Banwell M. G., Garson M. J. (2012)
    The isolation of thuridillins D-F, diterpene metabolites from the Australian sacoglossan mollusk Thuridilla splendens; relative configuration of the epoxylactone ring.
    in Journal of natural products (Print)
    (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori
  • Somerville M. J., Katavic P. L., Lambert L. K., Pierens G. K., Blanchfield J. T., Cimino G., Mollo E., Gavagnin M., Banwell M. G., Garson M. J. (literal)
Pagina inizio
  • 1618 (literal)
Pagina fine
  • 1624 (literal)
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  • 75 (literal)
Rivista
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroFascicolo
  • 9 (literal)
Note
  • ISI Web of Science (WOS) (literal)
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  • School of Chemistry and Molecular Biosciences, The University of Queensland, Brisbane, QLD 4072, Australia; Centre for Advanced Imaging, The University of Queensland, Brisbane, QLD 4072, Australia; Consiglio Nazionale delle Ricerche (CNR), Istituto di Chimica Biomolecolare (ICB), Via Campi Flegrei, 34, 80078 Pozzuoli (Na), Italy; Research School of Chemistry, Institute of Advanced Studies, The Australian National University, Canberra, ACT 0200, Australia. (literal)
Titolo
  • The isolation of thuridillins D-F, diterpene metabolites from the Australian sacoglossan mollusk Thuridilla splendens; relative configuration of the epoxylactone ring. (literal)
Abstract
  • This first chemical study of the sacoglossan mollusk Thuridilla splendens from Mooloolaba, South East Queensland, has resulted in the isolation of three new metabolites, thuridillins D-F (1-3), and one known metabolite, thuridillin A (4). Thuridillin D (1) was isolated by conventional flash chromatography on silica gel, while a mixture of thuridillins E (2) and F (3) was obtained by PTLC on AgNO3-impregnated silica gel. Thuridillins D-F were determined to be structurally related to thuridillin B (5); 1 possessed a hydroxy group at C-11, and 2 and 3 were delta10,11- and delta11,12-isomers, respectively. HSQC-HECADE NMR data, together with conformational analysis, NOESY experiments, and 1H-1H coupling studies enabled assignment of the individual relative configurations of the epoxylactone, the 2,5-diacetoxy-2,5-dihydrofuran, and cyclohexyl moieties within thuridillin D (1). (literal)
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