Aglacins A−D, First Representatives of a New Class of Aryltetralin Cyclic Ether Lignans from Aglaia cordata

• Published in: Journal of natural products (Washington, D.C.) Vol. 64; no. 12; pp. 1521 - 1526
• Main Authors: WANG, Bin-Gui, EBEL, Rainer, NUGROHO, Bambang W., PRIJONO, Djoko, FRANK, Walter, STEUBE, Klaus G., HAO, Xiao-Jiang, PROKSCH, Peter
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society 01.12.2001; Amer Chemical Soc; American Society of Pharmacognosy
• Subjects: Analytical, structural and metabolic biochemistry; Aromatic and heterocyclic compounds; Biological and medical sciences; Chemistry, Medicinal; Chromatography, High Pressure Liquid; Crystallography, X-Ray; Drug Screening Assays, Antitumor; Ethers, Cyclic - chemistry; Ethers, Cyclic - isolation & purification; Fundamental and applied biological sciences. Psychology; Heterocyclic compounds, pigments; HL-60 Cells - drug effects; Humans; Indonesia; Life Sciences & Biomedicine; Lignans - chemistry; Lignans - isolation & purification; Meliaceae - chemistry; Molecular Conformation; Molecular Structure; Nuclear Magnetic Resonance, Biomolecular; Other biological molecules; Pharmacology & Pharmacy; Plant Bark - chemistry; Plant Sciences; Plant Stems - chemistry; Plants, Medicinal - chemistry; Science & Technology; Stereoisomerism; Tumor Cells, Cultured - drug effects; Asia; Malaysia; Indonesia; BISAMIDES; ROOTS; INSECTICIDAL ROCAGLAMIDE DERIVATIVES; ARGENTEA; Bark; Tropical rain forest; Tricyclic compound; Oxygen heterocycle; Meliaceae; Stem; Dicotyledones; Angiospermae; Plant origin; Isolation; Lignan; Spermatophyta; Aromatic compound; Structural analysis
• ISSN: 0163-3864; 1520-6025
• DOI: 10.1021/np0102962

Four new metabolites, aglacins A-D (1-4), were identified from the methanol extract of the stem bark of Aglaia cordata. These compounds represent a new class of aryltetralin cyclic ether lignan. The structure of aglacin A (1) including the absolute configuration was elucidated by interpretation of spectral data, X-ray crystal structure determination, and employing the modified Mosher's method. In addition, three other derivatives, aglacins B-D (2-4), were isolated and identified by spectral means.