Abstract
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.
MeSH terms
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Magnetic Resonance Spectroscopy
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Mass Spectrometry
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Medicine, Chinese Traditional
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Molecular Conformation
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Oleanolic Acid* / analogs & derivatives*
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Optical Rotation
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Plant Extracts / analysis
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Plants, Medicinal / chemistry*
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Saponins / chemistry*
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Triterpenes / chemistry*
Substances
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Plant Extracts
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Saponins
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Triterpenes
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cyclamiretin A 3-O-rhamnopyranosyl-1-4-glucopyranosyl-1-2-(glucopyranosyl-1-4)-arabinopyranoside
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3-O-(L-rhamnopyranosyl-1-4-glucopyranosyl-1-2-(glucopyranosyl-1-4)-arabinopyranoside)-16-hydroxy-13,28-epoxy-30,30-dimethoxy-oleane
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3-O-(rhamnopyranosyl-1-4-glucopyranosyl-1-2-(glucopyranosyl-1-4)-arabinopyranoside)-16-hydroxy-13,28-epoxy-olean-29-oic acid
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Oleanolic Acid