6533b825fe1ef96bd128263d

RESEARCH PRODUCT

Two new triterpenoid saponins fromPittosporum senaciaPutterlick (Pittosporaceae)

Thomas PaululatAnne Claire Mitaine-offerMarie Aleth Lacaille-duboisJens Linnek

subject

GlycosylationbiologyStereochemistryElectrospray ionizationPittosporaceaeGeneral ChemistryNuclear magnetic resonance spectroscopybiology.organism_classificationchemistry.chemical_compoundAglyconechemistryGeneral Materials SciencePittosporum senaciaOleanolic acidTwo-dimensional nuclear magnetic resonance spectroscopy

description

From the branches of Pittosporum senacia Putterlick (Pittosporaceae), two new triterpenoid saponins, senaciapittosides A and B (1, 2), were isolated. Their structures were elucidated by extensive analysis of one- and two-dimensional nuclear magnetic resonance spectroscopy, high-resolution electrospray ionization mass spectrometry (HR-ESIMS) and chemical evidence as 3-O-[β-d-glucopyranosyl-(1  2)]-[α-l-arabinopyranosyl-(1  3)]-[α-l-arabinofuranosyl-(1  4)]-β-d-glucuronopyranosyl oleanolic acid 28-O-β-d-glucopyranosyl ester (1) and 3-O-[β-d-glucopyranosyl-(1  2)]-[α-l-arabinopyranosyl-(1  3)]-[α-l-arabinofuranosyl-(1  4)]-β-d-glucuronopyranosyl-22-O-α-l-arabinopyranosyl-21-acetoxy R1-barrigenol (2). Compound 2 presents an unusual glycosylation at C-22 of its aglycone. Copyright © 2012 John Wiley & Sons, Ltd.

https://doi.org/10.1002/mrc.3876