Abstract: In a previous paper we described the isolation offour nerolidol glycosides 1-4 from Etiobotrya japonica collected in China. Here we report the isolation of seven glycosides 5- 11, five of which (57, 10, and 11) are new natural products, from E. japonica collected in Southern Italy. Compounds 5-7 are sesquiterpene glycosides characterized by nerolidol (5) or isohumbeniol (6 and 7) as aglycones and by branched oligosaccharidic chains made up of one β-D-glucopyranosyl and three a-L-rhamnopyranosyl units which link trans-femloyl ester moieties in compounds 5 and 7. Analysis of the oligosaccharide structures was achieved by 2D spectral analysis including 1H-1H correlated spectroscopy (COSY), 1H-13C direct chemical shift correlations (HETCOR), and 2D-Homonuclear Hanmann-Hahn spectroscopy (HOHAHA). Compounds 8-11 were characterized as ionone-derived glycosides by chemical and spectral methods.

Plant Metabolites. New Sesquiterpene and Ionone Glycosides from Eriobotrya japonica

DE TOMMASI, Nunziatina;AQUINO, Rita Patrizia;DE SIMONE, Francesco;PIZZA, Cosimo
1992-01-01

Abstract

Abstract: In a previous paper we described the isolation offour nerolidol glycosides 1-4 from Etiobotrya japonica collected in China. Here we report the isolation of seven glycosides 5- 11, five of which (57, 10, and 11) are new natural products, from E. japonica collected in Southern Italy. Compounds 5-7 are sesquiterpene glycosides characterized by nerolidol (5) or isohumbeniol (6 and 7) as aglycones and by branched oligosaccharidic chains made up of one β-D-glucopyranosyl and three a-L-rhamnopyranosyl units which link trans-femloyl ester moieties in compounds 5 and 7. Analysis of the oligosaccharide structures was achieved by 2D spectral analysis including 1H-1H correlated spectroscopy (COSY), 1H-13C direct chemical shift correlations (HETCOR), and 2D-Homonuclear Hanmann-Hahn spectroscopy (HOHAHA). Compounds 8-11 were characterized as ionone-derived glycosides by chemical and spectral methods.
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11386/3140426
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