Triterpenoid Saponins from Lysimachia davurica

• Published in: Chemical & Pharmaceutical Bulletin Vol. 54; no. 10; pp. 1380 - 1383
• Main Authors: Liang, Bo, Tian, Jing-Kui, Xu, Li-Zhen, Yang, Shi-Lin
• Format: Journal Article
• Language: English; Japanese
• Published: TOKYO The Pharmaceutical Society of Japan 2006; Pharmaceutical Society of Japan; Pharmaceutical Soc Japan; Japan Science and Technology Agency
• Subjects: 3-O-β-D-glucopyranosyl-(1→2)-[β-D-glucopyranosyl-(1→4)]-α-L-arabinopyranosyl-13,28-epoxy-3β-hydroxy-16-oleanaone; 3-O-β-D-glucopyranosyloxyuronic acid-(1→2)-β-D-xylopyranosyl-cyclamiretin A; 3-O-β-D-glucopyranosyl-(1→2)-α-L-arabinopyranosyl-cyclamiretin A; Carbohydrate Conformation; Carbohydrate Sequence; Cell Line, Tumor; Cell Proliferation - drug effects; Chemistry; Chemistry, Medicinal; Chemistry, Multidisciplinary; Drug Screening Assays, Antitumor; Humans; Life Sciences & Biomedicine; Lysimachia davurica; Magnetic Resonance Spectroscopy - methods; Magnetic Resonance Spectroscopy - standards; Molecular Conformation; Molecular Sequence Data; Pharmacology & Pharmacy; Physical Sciences; Primulaceae - chemistry; Reference Standards; saponin; Saponins - chemistry; Saponins - isolation & purification; Saponins - pharmacology; Science & Technology; Sensitivity and Specificity; Stereoisomerism; Structure-Activity Relationship; triterpene; Triterpenes - chemistry; Triterpenes - isolation & purification; Triterpenes - pharmacology; triterpene; 3-O-beta-D-glucopyranosyl-(1 -> 2)-[beta-D-glucopyranosyl-(1 -> 4)]-alpha-L-arabinopyranosyl-13,28-epoxy-3 beta-hydroxy-16-oleanaone; Lysimachia davurica; saponin; 3-O-beta-D-glucopyranosyloxyuronic acid-(1 -> 2)-beta-D-xylopyranosyl-cyclamiretin A; 3-O-beta-D-glucopyranosyl-(1 -> 2)-alpha-L-arabinopyranosyl-cyclamiretin A
• ISSN: 0009-2363; 1347-5223
• DOI: 10.1248/cpb.54.1380

Three new saponins were isolated from the whole plants of Lysimachia davurica. On the basis of 1D and 2D NMR (1H–1HCOSY, HMBC, HMQC, and TOCSY) techniques, MS, and hydrolysis, their structures were found to be 3-O-β-D-glucopyranosyl-(1→2)-[β-D-glucopyranosyl-(1→4)]-α-L-arabinopyranosyl-13,28-epoxy-3β-hydroxy-16-oleanaone (1), 3-O-β-D-glucopyranosyloxyuronic acid-(1→2)-β-D-xylopyranosyl-cyclamiretin A (2), and 3-O-β-D-glucopyranosyl-(1→2)-α-L-arabinopyranosyl-cyclamiretin A (3), respectively. Compounds 2 and 3 showed significant cytotoxicities against human A-2780 cells.