Structures of compounds derived from the acyl moieties of quillajasaponin

• Published in: Phytochemistry (Oxford) Vol. 26; no. 8; pp. 2357 - 2360
• Main Authors: Higuchi, Ryuichi, Komori, Tetsuya
• Format: Journal Article
• Language: English
• Published: Amsterdam Elsevier Ltd 1987; Elsevier
• Subjects: 3,5-dihydroxy-6-methyl-octanoic acid; 3,5-dihydroxy-6-methyl-octanoic acid 5- O-glycosides; Analysis of complex biological substances; Analytical, structural and metabolic biochemistry; Biological and medical sciences; chemical analysis; chemical constituents of plants; Fundamental and applied biological sciences. Psychology; Plants and fungi; Quillaja Bark; Quillaja saponaria; Quillajasaponin; Rosaceae; stereochemistry; Quillaja Bark; Quillajasaponin; 3,5-dihydroxy-6-methyl-octanoic acid; 3,5-dihydroxy-6-methyl-octanoic acid 5- O-glycosides; Quillaja saponaria; Rosaceae; Vegetals; Molecular structure; Dicotyledones; Angiospermae; Spermatophyta; Organic acids
• ISSN: 0031-9422; 1873-3700
• DOI: 10.1016/S0031-9422(00)84718-4

Three compounds, an acid and two glycosidic acids, derived from the acyl moieties of quillajasaponin were obtained from the alkaline hydrolysate of the saponin mixture. On the basis of chemical and spectral evidence, they were identified as 3,5-dihydroxy-6-methyl-octanoic acid, 3,5-dihydroxy-6-methyl-octanoic acid 5- O-α- L-arabinofuranoside and 5- O-α- L-rhamnopyranosyl-(1 → 2)-α- L-arabinofuranoside. The first compound was, in fact, isolated and characterized as its lactone form. FDMS was useful in providing information on the M, of the unique acid and glycosidic acids.