The ethanolic extract from the stem bark of Dimocarpus fumatus, showed in vitro cytotoxic activity against KB cells. Fractionation of the extract gave compounds belonging to different classes. The two major components have been identified as a benzoquinone, sargaquinone, and a chromene, sargaol. One sphingolipid, soyacerebroside I, two glycosides of sitosterol, and fatty acids were also identified. Besides these known compounds, two new glycosides of long-chain fatty alcohols have been identified as 1-O-[α-L-rhamnopyranosyl-(1→2)-β-D-glucopyranosyl-(1→3)-α-L-rhamnopyranosyl-(1→6)-β-D-glucopyranosyl]hexadecanol and 1-O-[[α-L-arabinopyranosyl-(1→3)]-α-L-rhamnopyranosyl-(1→2)-β-D-glucopyranosyl-(1→3)-α-L-rhamnopyranosyl-(1→6)-β-D-glucopyranosyl] hexadecanol, and a mixture of three new diacylglycerylglucosides has been isolated. These structures were elucidated by analysis of 2D-NMR and mass spectra.
cytotoxicity, stem bark, Sapindaceae, Dimocarpus fumatus, hexadecanol glycosides, diacylglycerylglucoside, benzoquinone, chromene
NCBI PubMed ID: 9891934Publication DOI: 10.1016/S0031-9422(98)00483-XJournal NLM ID: 0151434Publisher: Elsevier
Institutions: Laboratoire de Pharmacognosie, UPRESA CNRS 6013, CPCBAI, Bâtiment 18, Moulin de la Housse, BP 1039, 51097 Reims Cedex, France, ICSN, UPR 2031, GDR 1206 Substances Naturelles, Avenue de la Terrasse, 91198 Gif-sur-Yvette, France, Department of Chemistry, University of Malaya, Pantai Valley, 59100 Kuala-Lumpur, Malaysia
Methods: 13C NMR, 1H NMR, EI-MS, FAB-MS, TLC, GC, optical rotation measurement, ROESY, dialysis, HMBC, HMQC, COSY, HOHAHA, sulfuric acid hydrolysis, VLC