期刊
JOURNAL OF NATURAL PRODUCTS
卷 75, 期 9, 页码 1618-1624出版社
AMER CHEMICAL SOC
DOI: 10.1021/np300442s
关键词
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资金
- Australian Research Council
- Consiglio Nazionale di Ricerche
- University of Queensland
- Arlo D. Harris Travel Fund
- Francine Kroesen Travel Fund
- University of Queensland's Graduate School Research Travel Fund
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 Delta(10,11) and Delta(11,12)-isomers, respectively. HSQC-HECADE NMR data, together with conformational analysis, NOESY experiments, and H-1-H-1 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).
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