Abstract
Two novel triterpenoid saponins (1 and 2) have been isolated from the roots of Acanthophyllum squarrosum. The structures were established mainly by a combination of 2D NMR techniques as 3-O-beta-D-galactopyranosyl-(1-->2)-[beta-D-xylopyranosyl-(1-->3)]-be ta-D-glucuronopyranosylgypsogenin-28-O-beta-D-xylopyranosyl-(1-->3 )-b eta-D-xylopyranosyl-(1-->4)-alpha-L-rhamnopyranosyl-(1-->4)-[alpha-L- rhamnopyranosyl-(1-->3)]-beta-D-fucopyranoside (1) and 3-O-beta-D-glucopyranosylgypsogenin-28-O-alpha-L-rhamnopyranosyl-( 1-- >2)-alpha-L-arabinopyranosyl-(1-->2)-[beta-D-glucopyranosyl-(1-->6 )]- beta-D-glucopyranoside (2). Compound 1 showed a moderate concentration-dependent immunomodulatory effect in an in vitro lymphocyte proliferation assay.
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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Cell Division / drug effects
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Hydrolysis
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Lymphocytes / drug effects
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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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Oleanolic Acid / isolation & purification*
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Oleanolic Acid / pharmacology
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Plant Extracts / analysis
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Plant Roots / chemistry
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Plants, Medicinal / chemistry*
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Saponins / isolation & purification*
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Saponins / pharmacology
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Spectrometry, Mass, Fast Atom Bombardment
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Spectrophotometry, Infrared
Substances
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3-O-beta-D-glucopyranosyl-gypsogenin-28-O-alpha-L-rhamnopyranosyl-(1- 2)-alpha-L-arabinopyranosyl-(1-2)-(beta-D-glucopyranosyl-(1-6))-beta-D-glucopyranoside
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3-O-beta-galactopyranosyl-(1-2)-(beta-D-xylopyranosyl-(1-3))-beta-D-glucuronopyranosyl-gypsogenin-28-O-beta-D-xylopyranosyl-(1-3 )-beta-D-xylopyranosyl-(1-4)-alpha-L-rhamnopyranosyl-(1-4)-(alpha-L-rhamnopyranosyl-(1-3))-beta-D-fucopyranoside
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Adjuvants, Immunologic
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Plant Extracts
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Saponins
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Oleanolic Acid