Acylated oleanane-type saponins from Ganophyllum giganteum

作者：Montes Elier Galarraga; Mitaine Offer Anne Claire; Amaro Luis Juan Manuel; Paululat Thomas; Delaude Clement; Pouysegu Laurent; Quideau Stephane; Rojas Luis B; Delemasure Stephanie; Dutartre Patrick; Lacaille Dubois Marie Aleth^*

来源：Phytochemistry, 2014, 98: 236-242.

DOI：10.1016/j.phytochem.2013.11.003

• Ganophyllum giganteum
• Sapindaceae
• Saponins
• Zanhic acid
• Medicagenic acid

Five oleanane-type saponins, 3-O-beta-D-glucuronopyranosylzanhic acid 28-O-beta-D-xylopyranosyl-(1 -%26gt; 3)-[alpha-L-rhamnopyranosyl-(1 -%26gt; 2)]-(4-O-acetyl)-beta-D-fucopyranosyl ester (1), 3-O-beta-D-glucopyranosylzanhic acid 28-O-beta-D-xylopyranosyl-(1 -%26gt; 3)-[alpha-L-rhamnopyranosyl-(1 -%26gt; 2)]-(4-O-acetyl)-beta-D-fucopyranosyl ester (2), zanhic acid 28-O-beta-D-xylopyranosyl-(1 -%26gt; 3)-[alpha-L-rhamnopyranosyl-(1 -%26gt; 2)]-(4-O-acetyl)-beta-D-fucopyranosyl ester (3), zanhic acid 28-O-alpha-L-rhamnopyranosyl-(1 -%26gt; 2)-4-O-[(3%26apos;-hydroxy-2%26apos;-methyl-butyroyloxy)3-hydroxy-2-methyl-butyroyloxyl]-beta-D-fucopyranosyl ester (4), medicagenic acid 28-O-alpha-L-rhamnopyranosyl-(1 -%26gt; 2)-4-O-[(3%26apos;-hydroxy-2%26apos;-methyl-butyroyloxy)-3-hydroxy-2-methyl-butyroyloxy]-beta-D-fucopyranosyl ester (5), were isolated from the root barks of Ganophyllum giganteum. Compounds 4 and 5 possessed an unusual substitution of the C-4 position of the beta-D-fucopyranosyl moiety by a C10 ester group formed by two symmetrical C5 nilic acid. From a chemotaxonomic point of view, their structures are in accordance with the previous saponins isolated from the Doratoxyleae tribe of the Sapindaceae family. Their cytotoxicity and anti-inflammatory activity were also evaluated.

• 出版日期2014-2