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Steroidal saponins from fruits of Tribulus terrestris

1996; Elsevier BV; Volume: 42; Issue: 5 Linguagem: Inglês

10.1016/0031-9422(96)00131-8

1873-3700

Wang Yan, Kazuhiro Ohtani, Ryoji Kasai, Kazuo Yamasaki,

Natural product bioactivities and synthesis

Further studies on the constituents of the fruits of Tribulus terrestris led to the isolation of five new steroidal saponins (terrestrosin A-E), (25R,S)-5 alpha-spirostan-3 beta-ol-3 -O-beta-D-galactopyranosyl(1-2)-beta-D- glucopyranosyl(1-4)-beta-D-galactopyranoside, (25R,S)-5 alpha-spirostan-3 beta-ol-3-O-beta-D-glucopyranosyl(1-4)-[alpha-L- rhamnopyranosyl(1-2)]-beta-D-galactopyranoside, (25R,S)-5 alpha-spirostan-12-on-3 beta-ol-3-O-beta-D-galactopyranosyl (1-2)-beta-D-glucopyranosyl(1-4)-beta-D-galactopyranoside, hecogenin 3-O-beta-D-galactopyranosyl)1-2)-[beta-D- xylopyranosyl(1-3)]-beta-D-glucopyranosyl(1-4)-beta-D-galactopyranoside and (25R,S)-5 alpha-spirostane-2 alpha, 3 beta-diol-3- O-beta-D-galactopyranosyl(1-2)-beta-D-glucopyranosyl(1-4)-beta-D- galactopyranoside, together with five known steroidal saponins, desgalactotigonin, F-gitonin, desglucolanatigonin, gitonin and tigogenin 3-O-beta-D- xylopyranosyl)1-2)-[beta-D-xylopyranosyl)1-3)]-beta-D-glucopyranosyl)1-4 )- [alpha-L-rhamnopyranosyl(1-2)]-beta-D-galactopyranoside. The structures of the new saponins were elucidated on the basis of spectroscopic analyses, including two-dimensional NMR techniques, and chemical reactions.