Chemistry of Fijian Plants. 13. Floribundal, a Nonglycosidic Bisiridoid, and Six Novel Fatty Esters of δ-Amyrin from Scaevola floribunda

Floribundal (1), the first example of a nonglycosidic bisiridoid has been isolated from the heartwood of Scaevola floribunda and its structure and relative stereochemistry determined by NMR spectroscopy and molecular modeling. The aglycon 2 of loganin was also isolated. A mixture of six novel δ-amyr...

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Veröffentlicht in:Journal of natural products (Washington, D.C.) D.C.), 1997-12, Vol.60 (12), p.1303-1306
Hauptverfasser: Cambie, Richard C, Rutledge, Peter S, Wellington, Keri D
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Sprache:eng
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Zusammenfassung:Floribundal (1), the first example of a nonglycosidic bisiridoid has been isolated from the heartwood of Scaevola floribunda and its structure and relative stereochemistry determined by NMR spectroscopy and molecular modeling. The aglycon 2 of loganin was also isolated. A mixture of six novel δ-amyrin fatty esters with C20−C30 acid moieties (7−12) were isolated from the bark of S. floribunda and their structures elucidated by NMR and HRMS of the parent compounds and their hydrolysis products. The bark also contains the triterpenes δ-amyrin (13) and δ-amyrin acetate (14), and ursolic acid acetate, betulinic acid, and betulin.
ISSN:0163-3864
1520-6025
DOI:10.1021/np9702852