6533b7d7fe1ef96bd1268dd0

RESEARCH PRODUCT

New Acylated Saponins fromPolygala myrtifolia

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description

The ten new acylated presenegenin (=(2β,3β,4α)-2,3,27-trihydroxyolean-12-ene-23,28-dioic acid) glycosides 1–10 have been isolated by successive MPLC from the roots of Polygala myrtifolia L. as five inseparable mixtures of the trans- and cis-4-methoxycinnamoyl derivatives, i.e., myrtifoliosides A1/A2 (1/2), B1/B2 (3/4), C1/C2 (5/6), D1/D2 (7/8), and E1/E2 (9/10). Their structures were elucidated mainly by extensive spectroscopic experiments, including 2D NMR techniques, as 3-O-(β-D-glucopyranosyl)presenegenin 28-{O-β-D-galactopyranosyl-(13)-O-β-D-xylopyranosyl-(14)-O-[D-apio-β-D-furanosyl-(13)]-O-α-L-rhamnopyranosyl-(12)-O-[α-L-arabinopyranosyl-(13)]-4-O-(trans-4-methoxycinnamoyl)-β-D-fucopyranosyl} ester (1) and its cis-isomer 2, 3-O-(β-D-glucopyranosyl)presenegenin 28-{O-β-D-galactopyranosyl-(13)-O-β-D-xylopyranosyl-(14)-O-[D-apio-β-D-furanosyl-(13)]-α-L-rhamnopyranosyl-(12)-4-O-(trans-4-methoxycinnamoyl)-β-D-fucopyranosyl} ester (3) and its cis-isomer 4, 3-O-(β-D-glucopyranosyl)presenegenin 28-{O-β-D-galactopyranosyl-(13)-O-β-D-xylopyranosyl-(14)-O-α-L-rhamnopyranosyl-(12)-4-O-(trans-4-methoxycinnamoyl)-β-D-fucopyranosyl} ester (5) and its cis-isomer 6, 3-O-(β-D-glucopyranosyl)presenegenin 28-{O-D-apio-β-D-furanosyl-(13)-O-[β-D-xylopyranosyl-(14)]-O-α-L-rhamnopyranosyl-(12)-4-O-(trans-4-methoxycinnamoyl)-β-D-fucopyranosyl} ester (7) and its cis-isomer 8, and 3-O-(β-D-glucopyranosyl)presenegenin 28-{O-α-L-arabinopyranosyl-(13)-O-[β-D-xylopyranosyl-(14)]-O-α-L-rhamnopyranosyl-(12)-4-O-(trans-4- methoxycinnamoyl)-β-D-fucopyranosyl} ester (9) and its cis-isomer 10.