Flavonol−Cinnamate Cycloadducts and Diamide Derivatives from Aglaia laxiflora

• Published in: Journal of natural products (Washington, D.C.) D.C.), 2000-04, Vol.63 (4), p.473-476
• Main Authors: Xu, Yuan-Jian, Wu, Xiao-Hua, Tan, B. K. H, Lai, Yee-Hing, Vittal, J. J, Imiyabir, Z, Madani, L, Khozirah, K. S, Goh, S. H
• Format: Article
• Language: English
• Subjects: (+)-odorinol; Aglaia; amides; Animals; Antineoplastic Agents, Phytogenic - isolation & purification; Antineoplastic Agents, Phytogenic - pharmacology; Biological and medical sciences; chemical constituents of plants; chemical structure; Crystallography, X-Ray; cyclopentatetrahydrobenzofuranrhamnoside; cytotoxic compounds; diterpenoids; Drug Screening Assays, Antitumor; General pharmacology; Heterocyclic Compounds, 3-Ring - isolation & purification; Heterocyclic Compounds, 3-Ring - pharmacology; Humans; leaves; Leukemia P388 - drug therapy; Magnetic Resonance Spectroscopy; Malaysia; Mass Spectrometry; Medical sciences; medicinal plants; Mice; Molecular Conformation; Pharmacognosy. Homeopathy. Health food; Pharmacology. Drug treatments; Plants, Medicinal - chemistry; precursors; Rats; rocaglaol; spectral analysis; Spectrometry, Mass, Fast Atom Bombardment; trimethoxylflavonol; Tumor Cells, Cultured
• ISSN: 0163-3864; 1520-6025
• DOI: 10.1021/np990454d

Leaf extracts of the Malaysian plant Aglaia laxiflora provided two cytotoxic compounds, a new rocaglaol rhamnoside (1), a known rocaglaol (2), new (but inactive) flavonol−cinnamaminopyrrolidine adducts (3−6), and their probable biosynthetic precursors (7 and trimethoxyflavonol). All structures were elucidated primarily by 2D NMR spectroscopy. The structure and stereochemistry of aglaxiflorin A (3) were confirmed by single-crystal X-ray crystallography.