Abstract
A new bioactive saponin (1), together with a known saponin (polygalasaponin XXVIII) has been isolated from the callus tissue culture of Polygala amarella. Based on spectroscopic data, especially direct and long-range heteronuclear 2D NMR analysis and on chemical transformations, the structure of 1 was elucidated as 3-O-beta-D-glucopyranosyl presenegenin-28-O-beta-D-galactopyranosyl-(1 --> 3)-beta-D-xylopyranosyl-(1 --> 4)-alpha-L-rhamnopyranosyl-(1 --> 2)-[beta-D-glucopyranosyl-(1 --> 3)]-beta-D-fucopyranoside. Both saponins showed significant immunological properties based on the enhancement of granulocyte phagocytosis in vitro.
MeSH terms
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Adjuvants, Immunologic / isolation & purification*
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Adjuvants, Immunologic / pharmacology
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Carbohydrate Sequence
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Chromatography, Gas
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Europe
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Granulocytes / drug effects
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Granulocytes / immunology
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Humans
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Hydrolysis
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In Vitro Techniques
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Magnetic Resonance Spectroscopy
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Molecular Sequence Data
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Oleanolic Acid* / analogs & derivatives*
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Phagocytosis / drug effects
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Plants, Medicinal / chemistry*
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Saponins / isolation & purification*
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Saponins / pharmacology
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Seeds / chemistry
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Spectrometry, Mass, Fast Atom Bombardment
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Spectrophotometry, Infrared
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Spectrophotometry, Ultraviolet
Substances
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Adjuvants, Immunologic
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Saponins
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polygalasaponin XXVIII
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Oleanolic Acid