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RESEARCH PRODUCT
New Acylated Presenegenin Saponins from Two Species ofMuraltia
Mohamed ElbandyClément DelaudeTomofumi MiyamotoMarie Aleth Lacaille-duboissubject
chemistry.chemical_classificationStereochemistryChemistryOrganic ChemistryMuraltia heisteriaGlycosideBiochemistryPresenegeninCatalysisMuraltia satureioidesInorganic ChemistryTriterpeneDrug DiscoveryPhysical and Theoretical Chemistrydescription
Six new acylated bisdesmosidic triterpene glycosides 1–6 were isolated from the roots of Muraltia heisteria (L.) DC., as three inseparable mixtures 1/2, 3/4, and 5/6 of the (E)- and (Z)-3,4,5-trimethoxycinnamoyl derivatives. The compound pair 1/2 along with four known saponins were also isolated from the roots of Muraltia satureioides DC. Their structures were elucidated mainly by spectroscopic experiments including 2D-NMR techniques as 3-O-(β-D-glucopyranosyl)presenegenin 28-{O-β-D-apiofuranosyl-(13)-O-[β-D-xylopyranosyl-(14)]-O-α-L-rhamnopyranosyl-(12)-O-[6-O-acetyl-β-D-galactopyranosyl-(13)]-4-O-[(E)-3,4,5-trimethoxycinnamoyl]-β-D-fucopyranosyl} ester (1) and its (Z)-isomer 2, 3-O-(β-D-glucopyranosyl)presenegenin 28-{O-6-O-acetyl-β-D-galactopyranosyl-(13)-O-[3-O-acetyl-α-L-rhamnopyranosyl-(12)]-4-O-[(E)-3,4,5-trimethoxycinnamoyl]-β-D-fucopyranosyl} ester (3) and its (Z)-isomer 4, and 3-O-(β-D-glucopyranosyl)presenegenin 28-{O-3-O-acetyl-α-L-rhamnopyranosyl-(12)-O-[β-D-xylopyranosyl-(13)]-4-O-[(E)-3,4,5-trimethoxycinnamoyl]-β-D-fucopyranosyl} ester (5) and its (Z)-isomer 6, respectively.
year | journal | country | edition | language |
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2004-02-01 | Helvetica Chimica Acta |