Isolation and structures of avicins D and G: in vitro tumor-inhibitory saponins derived from Acacia victoriae

Two new saponins named avicins D (1) and G (2) were isolated from the seed pods of the desert legume plant Acacia victoriae. The structures, elucidated by 1D and 2D NMR studies and by chemical means, were characterized as acacic acid-bearing oligosaccharides at C-3 and C-28 with a side chain linked...

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Veröffentlicht in:	Journal of natural products (Washington, D.C.) D.C.), 2003-06, Vol.66 (6), p.779-783
Hauptverfasser:	Jayatilake, G.S, Freeberg, D.R, Liu, Z, Richheimer, S.L, Blake, M.E, Bailey, D.T, Haridas, V, Gutterman, J.U
Format:	Artikel
Sprache:	eng
Schlagworte:	Acacia Acacia - chemistry Acacia victoriae acacie acid acid hydrolysis apoptosis Arizona avicins basic hydrolysis biochemical pathways Biological and medical sciences carboxylic acids cell lines chemical structure cytotoxicity Drug Screening Assays, Antitumor Fabaceae General pharmacology glycosides Humans Jurkat Cells legumes Medical sciences Molecular Structure monosaccharides monoterpenoids Nuclear Magnetic Resonance, Biomolecular oligosaccharides Oligosaccharides - chemistry Oligosaccharides - isolation & purification Oligosaccharides - pharmacology Pharmacognosy. Homeopathy. Health food Pharmacology. Drug treatments phytochemicals plant extracts Plants, Medicinal - chemistry prosaponins quinovose saponins Saponins - chemistry Saponins - isolation & purification Saponins - pharmacology seeds spectral analysis sugars Terpenes - chemistry Terpenes - isolation & purification Terpenes - pharmacology triterpenoid saponins Tumor Cells, Cultured - drug effects
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Beschreibung
Zusammenfassung:	Two new saponins named avicins D (1) and G (2) were isolated from the seed pods of the desert legume plant Acacia victoriae. The structures, elucidated by 1D and 2D NMR studies and by chemical means, were characterized as acacic acid-bearing oligosaccharides at C-3 and C-28 with a side chain linked to C-21 comprised of two monoterpene carboxylic acids and a quinovose moiety. Both compounds exhibited potent cytotoxicity (apoptosis) against human T-cell leukemia (Jurkat cells) in vitro.
ISSN:	0163-3864 1520-6025
DOI:	10.1021/np020400v