Structure Elucidation of Three Triterpenoid Saponins from Alphitonia zizyphoides Using 2D Nmr Techniques

• Published in: Journal of natural products (Washington, D.C.) Vol. 57; no. 2; pp. 218 - 224
• Main Authors: Li, Du, Owen, Noel L, Perera, Premila, Andersson, Cristina, Bohlin, Lars, Cox, Paul A, Pugmire, Ronald J, Mayne, Charles L, Grant, David M
• Format: Journal Article
• Language: English
• Published: Washington, DC American Chemical Society 01.02.1994; Glendale, AZ American Society of Pharmacognosy
• Subjects: Biological and medical sciences; Carbohydrate Sequence; CHEMICAL COMPOSITION; COMPOSICION QUIMICA; COMPOSITION CHIMIQUE; DRUG PLANTS; ESPECTROMETRIA; General pharmacology; Independent State of Samoa; JUJUBOGENIN; Magnetic Resonance Spectroscopy; Mass Spectrometry; Medical sciences; MEDICINAL PLANTS; MOLECULAR CONFORMATION; Molecular Sequence Data; MOLECULAR STRUCTURE; Pharmacognosy. Homeopathy. Health food; Pharmacology. Drug treatments; PLANTAS MEDICINALES; PLANTE MEDICINALE; Plants, Medicinal - chemistry; RHAMNACEAE; SAMOA; SAPONINAS; SAPONINE; SAPONINS; Saponins - chemistry; SPECTRAL ANALYSIS; SPECTROMETRIE; SPECTROMETRY; Triterpenes - chemistry; TRITERPENOIDE; TRITERPENOIDOS; TRITERPENOIDS; WESTERN SAMOA; ZIZYPHOISIDES; Polynesia; Samoa; Oceania; Independent State of Samoa; Terpenoid; Medicinal plant; Saponin; Folk medicine; Dicotyledones; Angiospermae; Plant origin; Triterpene; Isolation; Spermatophyta; Glycoside; Rhamnaceae; Structural analysis
• ISSN: 0163-3864; 1520-6025
• DOI: 10.1021/np50104a004

High-field nmr experiments have been used to determine the structures of three new saponins, zizyphoisides C, D, and E [1-3], isolated from Alphitonia zizyphoides, a medicinal plant found in the Samoan rain forest. The saponins consist of the aglycone, jujubogenin, to which are attached three sugar units and an unsaturated side-chain. The three compounds are similar except for the location of an acetyl group on one of the sugar units.