Acylated triterpenoid saponins from the stem bark of Foetidia africana.
Nine new acylated triterpenoid saponins (4-12) were isolated from the stem bark of Foetidia africana. They all possess barringtogenol C as the aglycone, esterified by acetic and/or isovaleric acids. The sugar chain consists of up to three units: D-glucuronic acid (GlcUA) linked to C-3 of the aglycone and substituted by D-galactose (Gal) (at GlcUA C-2) and/or L-rhamnose (Rha) (at GlcUA C-4). The structures were established by acid and alkaline hydrolysis, by NMR experiments including (1)H-(1)H (COSY, HOHAHA, ROESY) and (1)H-(13)C (HSQC, HMBC) spectroscopy, and by mass spectrometry (ESIMS, ESIMS(n)).
Crublet
Marie-Laure
ML
Laboratoire de Pharmacognosie UMR 6013 CNRS, Bâtiment 18, BP 1039, 51097 Reims Cedex 2, France.
Pouny
Isabelle
I
Delaude
Clément
C
Lavaud
Catherine
C
D000085:Acetates / Q000737:chemistry; D000107:Acetylation; D002855:Chromatography, Thin Layer; D004578:Electron Spin Resonance Spectroscopy; D005690:Galactose / Q000737:chemistry; D005965:Glucuronates / Q000737:chemistry; D006868:Hydrolysis; D031381:Lecythidaceae / Q000737:chemistry*; D008968:Molecular Conformation; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010421:Pentanoic Acids / Q000737:chemistry; D024301:Plant Bark / Q000737:chemistry; D018547:Plant Stems / Q000737:chemistry; D010946:Plants, Medicinal / Q000737:chemistry*; D012210:Rhamnose / Q000737:chemistry; D012503:Saponins / Q000737:chemistry / Q000302:isolation & purification*; D013636:Tanzania; D014315:Triterpenes / Q000737:chemistry / Q000302:isolation & purification*
D000085:Acetates; D005965:Glucuronates; D010421:Pentanoic Acids; D012503:Saponins; D014315:Triterpenes; C038780:n-pentanoic acid; D012210:Rhamnose; D005690:Galactose