Acyl glycosides with rare β-D-apiofuranosyl-β-D-glucopyranosyl-β-D-apiofuranosyl from Erycibe hainanesis.

Three new acyl glycosides with rare β-D-apiofuranosyl-(1→2)-[β-D-apiofuranosyl-(1→6)]-β-D-glucopyranosyl moieties, 2-O-[2,6-O-bis(5-O-syringoyl-β-D-apiofuranosyl)-β-D-glucopyranosyl]-isopropyl alcohol (1), 1-O-[2,6-O-bis(5-O-syringoyl-β-D-apiofuranosyl)-β-D-glucopyranosyl]-isoamyl alcohol (2), and 1-O-[2,6-O-bis(5-O-vanilloyl-β-D-apiofuranosyl)-β-D-glucopyranosyl]-3,4,5-trimethoxyphenol (3) were obtained from Erycibe hainanesis. Their structures were determined by UV, IR, HRESIMS, (1)D and (2)D NMR data, and by chemical methods. Compounds 1-3 were evaluated against D-galactosamine induced toxicity in WB-F344 rat hepatic epithelial stem-like cells, and compounds 1 and 3 showed moderate hepatoprotective activities.