91(P30) マガキCrassostrea gigasより得られた新規カロテノイドの構造(ポスター発表の部)

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In the course of the carotenoids studies of marine animals, five new minor carotenoids 1, 2, 3, 4 and 5 were isolated from the oyster Crassostrea gigas. The acetone extract from C. gigas. (10kg) was chromatographed on silica gel using increasing persentages of acetone in n-hexane. Successive purification by prep. HPLC on ODS afforded the new carotenoids 1 (0.5mg), 2 (1mg), 3 (0.5mg), 4 (1mg) and 5 (0.5mg). The molecular formula of 1 was assigned to be C_<39>H_<48>O_7 by HR-EIMS. The structure of 1 was determined to be 3,5,6'-trihydroxy-3'-oxo-6,7-didehydro-5,6-dihydro-10,11,20-trinor-β,ε-caroten-19',11'-olide 3-acetate by detailed analyses of ^1H- and ^<13>C-NMR, DQF-COSY, NOESY, HSQC and HMBC data (Fig. 1). The 3S,5R,6R,6'S chiralities for 1 was postulated by CD spectral data in comparison with that of amarouciaxanthin A. The structures of other carotenoids 2, 3, 4 and 5 were also determined in a similar manner and showed in Fig. 2, 3 and 4. In FAB MS/MS of 4, which include 5-hydroxy-3,6-epoxy-5,6-dihydro-β-carotene moiety in molecule, the characteristic product ions resulting from the sequential cleavage of C-C bond in the polyene chain were observed as shown in Fig. 3. These fragment ions were also observed in CID spectra of 2 and 3.
天然有機化合物討論会の論文
1999-09-01