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  • 1
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1992 (1992), S. 665-668 
    ISSN: 0170-2041
    Keywords: Mitraria coccinea ; Gesneriaceae ; Labdane glycosides, bitter ; Mitrariosides A  -  D ; Carbohydrates ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: From Mitraria coccinea Cav. (Gesneriaceae), five strongly bitter labdane glycosides named mitrariosides A1, A2, B, C and D (1  -  5) were obtained. The structures were deduced by chemical and spectroscopic evidence (COSY, 13C-1H CORR, NOESY and MS-FAB) and found to be: mitrarioside A1 (1): (6S)-19-(β-D-galactopyranosyloxy)-6-hydroxy-15-(α-Lrhamno-pyranosyloxy)labda-8(17),13-diene, mitrarioside A2 (2): (6S)-19-(β-D-glucopyranosyloxy)-6-hydroxy-15-(α-L-rhamnopyranosyloxy)labda-8(17),13-diene, mitrarioside B (3):(6S)-19-(β-D-glucopyranosyloxy)-6-hydroxy-15-(β-D-glucopyranosyloxy)-labda-8(17),13-diene, mitrarioside C (4): (6S)-19-(β-D-glucopyranosyloxy)-6,15-dihydroxylabda-8(17), 13-diene, and mitrarioside D (5): (6S)-19-(α-L-rhamnopyranosyloxy)-6,15-dihydroxy-labda-8(17),13-diene. The known compounds acteoside and calceolarioside C were also isolated.
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
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  • 2
    ISSN: 0170-2041
    Keywords: Odontaster validus ; Antarctic starfish ; Asterosaponin ; Validoside ; Steroidal glycosides ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Two new asterosaponins, validosides A and B, were isolated from the butanolic extract of the starfish Odontaster validus and their structures established as (24S)-24-O-[2,4-di-O-methyl-β-xylopyranosyl-(1→2)-α-arabinofuranosyl]-5α-cholestane-3β,4β,6α,8,15β,24-hexaol 6-O-sodium sulfate (1) and (24S)-24-O-(3-O-methyl-β-xylopyranosyl)-5α-cholestane-3β,6α,8,15β,24-pentaol 2′-O-sodium sulfate (2) on the basis of extensive spectroscopic investigations and chemical correlations. Validoside A and B are extremely rarely occurring saponins due to the presence of a sulfated group at C-6 of the aglycone in 1 and at C-2′ of a pyranose in 2. The absolute configuration at C-24 was found to be S by the application of the Trost-Mosher methodology.
    Additional Material: 3 Tab.
    Type of Medium: Electronic Resource
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