Triterpenoid saponins and sapogenin lactones from Albizia gummifera.
The structures of two new monodesmosidic and bisdesmosidic triterpenoid saponins (1 and 2) and the known compound delta 5-stigmasterol-3-O-beta-D-glucopyranoside (3) as well as two new oleanane type triterpene lactone glycosides 4, 5 and a new sapogenin lactone 6 isolated from the stem bark of Albizia gummifera C.A. Smith (Mimosaceae) have been elucidated as 3-O-¿beta-D-glucopyranosyl(1-->2)-[alpha-L-arabinopyranosyl(1-->6) ]-beta-D- glucopyranosyl¿-oleanolic acid (1), beta-D-glucopyranosyl(1-->2)-beta-D-glucopyranosyl 3-O-¿beta-D-glucopyra-nosyl(1-->2)-[alpha-L-arabinopyrano syl(1-->6)]-beta-D- glucopyranosyl¿-oleanolate (2), 3 beta-¿O-D-glucopyranosyl-(1-->2)-[O-alpha-L-arabinopyranosyl(1-->6 )] beta-D-glucopyranosyloxy¿-machaerinic acid gamma-lactone (4), 3 beta-O-beta-D-glucopyranosiduronic acid (1-->2)-beta-D-glucopyranosyloxy]-machaerinic acid gamma-lactone (5), and A-homo-3a-oxa-5 beta-olean-12-en-3-one-28-oic acid (6), respectively. The complete assignment of the 1H and 13C resonances of 1, 2, 4 and 6 and of the peracetate of 5 were achieved by means of 2D-NMR studies.
Debella
A
A
Institut für Pharmazeutische Chemie, Universität Graz, Austria.
Haslinger
E
E
Schmid
M G
MG
Bucar
F
F
Michl
G
G
Abebe
D
D
Kunert
O
O
D002240:Carbohydrate Sequence; D005002:Ethiopia; D007887:Fabaceae / Q000737:chemistry*; D007783:Lactones / Q000737:chemistry / Q000302:isolation & purification*; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D008969:Molecular Sequence Data; D010946:Plants, Medicinal / Q000737:chemistry*; D012502:Sapogenins / Q000737:chemistry / Q000302:isolation & purification*; D012503:Saponins / Q000737:chemistry / Q000302:isolation & purification*; D014315:Triterpenes / Q000737:chemistry / Q000302:isolation & purification*
D007783:Lactones; D012502:Sapogenins; D012503:Saponins; D014315:Triterpenes