Characterization of three new triterpenoid saponins from Ardisia japonica.
The isolation and characterization of three novel triterpene glycosides 1-3 from the medicinal plant Ardisia japonica (Myrsinaceae) are described. The compounds are characterized by a branched oligosaccharide chain, composed of four sugar units. The oligosaccharide structures were determined by 1H-1H correlation spectroscopy (COSY, HOHAHA, ROESY) and 1H-13C heteronuclear correlation (HETCOR) nmr experiments. The aglycone moieties are the oleane-type triterpenes cyclamiretin A for 1 and the new 13,28-epoxy-30,30-dimethoxyolean-3 beta, 16 alpha-diol and 3 beta, 16 alpha-dihydroxy-13,28-epoxyolean-29-oic acid for 2 and 3, respectively.
De Tommasi
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Dipartimento di Chimica delle Sostanze Naturali, Università degli Studi di Napoli Federico II, Italy.
Piacente
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De Simone
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Pizza
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Zhou
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ZL
D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D008516:Medicine, Chinese Traditional; D008968:Molecular Conformation; D009828:Oleanolic Acid / Q000031:analogs & derivatives*; D009904:Optical Rotation; D010936:Plant Extracts / Q000032:analysis; D010946:Plants, Medicinal / Q000737:chemistry*; D012503:Saponins / Q000737:chemistry*; D014315:Triterpenes / Q000737:chemistry*
D010936:Plant Extracts; D012503:Saponins; D014315:Triterpenes; C085135:cyclamiretin A 3-O-rhamnopyranosyl-1-4-glucopyranosyl-1-2-(glucopyranosyl-1-4)-arabinopyranoside; C085137:3-O-(L-rhamnopyranosyl-1-4-glucopyranosyl-1-2-(glucopyranosyl-1-4)-arabinopyranoside)-16-hydroxy-13,28-epoxy-30,30-dimethoxy-oleane; C085136:3-O-(rhamnopyranosyl-1-4-glucopyranosyl-1-2-(glucopyranosyl-1-4)-arabinopyranoside)-16-hydroxy-13,28-epoxy-olean-29-oic acid; D009828:Oleanolic Acid