Isolation of triterpene saponins from Gypsophila capillaris

• Published in: Phytochemistry (Oxford) 1995-04, Vol.38 (6), p.1481-1485
• Main Authors: Elgamal, M.Hani A., Soliman, Hesham S.M., Karawya, Mohamed S., Mikhova, Bozhana, Duddeck, Helmut
• Format: Article
• Language: English
• Subjects: Biological and medical sciences; Biotechnology; Carbohydrate Conformation; Carbohydrate Sequence; Chemical constitution; Egypt; Fundamental and applied biological sciences. Psychology; Magnetic Resonance Spectroscopy; Molecular Sequence Data; Molecular Structure; Oligosaccharides - chemistry; Oligosaccharides - isolation & purification; Plant physiology and development; Plants, Medicinal - chemistry; Saponins - chemistry; Saponins - isolation & purification; Spectrometry, Mass, Fast Atom Bombardment; Triterpenes - chemistry; Triterpenes - isolation & purification
• ISSN: 0031-9422; 1873-3700
• DOI: 10.1016/0031-9422(94)00900-E

Four novel triterpenoid saponins have been isolated from Gypsophila capillaris. Three were monodesmosidic: 3β-hydroxyolean-12-en-23,28-dioic acid 28-O-[β- d-glucopyranosyl -(1 → 3)-β- d-glucopyranosyl -(1 → 2)][β- d-galactopyranosyl (1 → 6)]β- d-glucopyranoside 3β-hydroxyolean-12-en-23-oxo-28-oic acid 28-O-[β- d-glucopyranosyl -(1 → 2)-β- d-galactopyranosyl -(1 → 3)][β- d-glucopyranosyl (1 → 6)] β- d-galactopyranoside, 3β-hydroxyolean-12-en-23,28-dioic acid 28-O-[β- d-glucopyranosyl -(1 → 2)-β- d-galactopyranosyl -(1 → 3)][β- d-glucopyranosyl (1 → 6)]β- d-galactopyranoside . The fourth was bisdesmosidic: 3β-hydroxyolean-12-en-23,28-dioic acid 23-O-β- d-glucopyranosyl -28-O-[β- d-glucopyranosyl -(1 → 2)-β- d-galactopyranosyl -(1 → 3)][β- d-glucopyranosyl -(1 → 6)] β- d-galactopyranoside. The structures of the compounds were elucidated by 1D and 2D NMR techniques and from other spectroscopic evidence.