Triterpene saponins of Maesa lanceolata stem wood.

Phytochemical analysis of aqueous MeOH extract of Maesa lanceolata stem wood has led to the isolation of four new triterpene saponins characterized as 16α,21ß-diacetoxy-22α-angeloyl-28-hydroxyolean-12-ene 3-O-[α-rhamnopyranosyl-(1″″ â†’ 6‴)-ß-glucopyranosyl-(1‴ â†’ 3')][ß-glucopyranosyl-(1″ â†’ 2')]-ß-glucuronopyranoside (1), 16α-acetoxy-21ß-hydroxy-22α-angeloyl-13ß,28-oxydoolean-28α-ol 3-O-[α-rhamnopyranosyl-(1″″ â†’ 6‴)-ß-glucopyranosyl-(1‴ â†’ 4')][ß-glucopyranosyl-(1″ â†’ 2')]-α-arabinopyranoside (2), 16α-acetoxy-21ß,22α-diangeloyl-13ß,28-epoxyoleanane 3-O-[α-rhamnopyranosyl-(1″″ â†’ 6‴)-ß-glucopyranosyl-(1‴ â†’ 4')][ß-glucopyranosyl-(1″ â†’ 2')]-ß-xylopyranoside (3), and 16α,22α-diacetoxy-13ß,28-oxydoolean-28α-ol 3-O-[ß-glucopyranosyl-(1″ â†’ 2')][ß-glucopyranosyl-(1‴ â†’ 3')]-ß-glucuronopyranoside (4), together with the known compounds ß-acetylamyrin, physcion, emodin, chrysophanol, ursolic acid, 16α-hydroxy-12-oleanene 3-O-glucoside, ß-amyrin, sitosterol 3-O-ß-glucoside, stigmasterol, and 3ß,28-dihydroxyolean-12-ene. Their structural elucidation was accomplished by homo- and heteronuclear 2D NMR technique as well as comparison with data from known compounds. The in vitro antibacterial activity of the aqueous MeOH extract was also investigated and zones of inhibition ranging from 32 ± 1.1 to 14 ± 0.2 mm were observed. Among the isolates, compound 1 was the most active with an minimum inhibitory concentration value of 25 µg/ml against Staphylococcus aureus.