Pro-apoptotic activity of new triterpenoid saponins from the roots of ce:italic>Albizia adianthifolia/ce:italic> (Schumach.) W.Wight

摘要

As part of our study of the proapoptotic function of saponins from Cameroonian'sAlbiziagenus, phytochemical investigation of the roots ofAlbizia adianthifolialed to the isolation of three new triterpenoid saponins, named adianthifoliosides GI (13). Their structures were established on the basis of extensive analysis of 1D and 2D NMR (1H-,13C NMR, DEPT, COSY, TOCSY, NOESY, HSQC, HSQC-TOCSY and HMBC) and HRESIMS experiments, and by chemical evidence as 3-O-[β-d-glucopyranosyl-(1?→?2)-β-D-fucopyranosyl-(1?→?6)-β-d-glucopyranosyl]-21-O-{(2E,6S)-2-(hydroxymethyl)-6-methyl-6-O-{4-O-[(2E,6S)-2,6-dimethyl-6-O-(β-D-quinovopyranosyl)octa-2,7-dienoyl]-(β-D-quinovopyranosyl)octa-2,7-dienoyl]}acacic acid-28-O-β-d-xylopyranosyl-(1?→?3)-[5-O-acetyl-α-L-arabinofuranosyl-(1?→?4)]-α-L-rhamnopyranosyl-(1?→?2)-β-d-glucopyranosyl ester (1), 3-O-[β-d-glucopyranosyl-(1?→?2)-β-D-fucopyranosyl-(1?→?6)-β-d-glucopyranosyl]-21-O-{(2E,6S)-2-(hydroxymethyl)-6-methyl-6-O-{4-O-[(2E,6S)-2,6-dimethyl-6-O-(β-D-quinovopyranosyl)octa-2,7-dienoyl]-(β-D-quinovopyranosyl)octa-2,7-dienoyl]}acacic acid 28-O-β-d-xylopyranosyl-(1?→?3)-[α-L-arabinofuranosyl-1?→?4)]-α-L-rhamnopyranosyl-(1?→?2)-β-d-glucopyranosyl ester (2), and 3-O-[β-d-glucopyranosyl-(1?→?2)-β-D-fucopyranosyl-(1?→?6)-β-d-glucopyranosyl]-21-O-{(2E,6S)-2-(hydroxymethyl)-6-methyl-6-O-{4-O-[(2E,6S)-2,6-dimethyl-6-O-(β-D-quinovopyranosyl)octa-2,7-dienoyl]-4-O-[(2E,6S)-2,6-dimethyl-6-O-(β-D-quinovopyranosyl)octa-2,7-dienoyl]-β-D-quinovopyranosyl}-2,6-dimethylocta-2,7-dienoyl}acacic acid 28-O-β-d-xylopyranosyl-(1?→?3)-[α-L-arabinofuranosyl-1?→?4)]-α-L-rhamnopyranosyl-(1?→?2)-β-d-glucopyranosyl ester (3). The apoptotic effect of saponins1–3was evaluated on the A431 human epidermoid cancer cell. Flow cytometric analyses showed that saponins1–3induced apoptosis of human epidermoid cancer cell (A431) in a dose-dependent manner.