In the course of our characterization studies on bioactive constituents from Salacia species (Hippocrateaceae), [1][2][3][4][5][6] we have reported the isolation and absolute stereostructure elucidation of 13 megastigmane glycosides, 7 phenolic glycosides, and 11 triterpenes from the leaves of Salacia chinensis collected in Thailand together with 40 known constituents.
7-11)As a continuning study on the leaves of Salacia chinensis, the methanolic (MeOH) extract was found to show a protective effect on D-galactosamine-induced cytotoxicity in primary cultured mouse hepatocytes. From the MeOH extract, eight new glycosides, named foliachinenosides E, F, G, H, and I, and foliasalaciosides J, K, and L, were isolated together with 26 known constituents. Furthermore, we examined the hepatoprotective effects of the isolated compounds on D-galactosamine-induced cytotoxicity. In this paper, we describe the isolation and structure elucidation of the new constituents (1-8) and the hepatoprotective effects of isolated compounds from the leaves of Salacia chinensis.The dried leaves of S. chinensis, which were collected at Nakhon Si Thammarat province, Thailand, were finely cut and extracted with MeOH to furnish a MeOH extract (13.0%). The MeOH extract was partitioned into an EtOAc-H 2 O (1 : 1, v/v) mixture to furnish an EtOAc-soluble fraction (4.1%) and an aqueous phase. The aqueous phase was further extracted with n-BuOH to give an n-BuOH-soluble fraction (2.4%) and a H 2 O-soluble fraction (6.6%). The n-BuOH-soluble fraction was subjected to Diaion HP-20 column chromatography (H 2 O→MeOH) to give the water-and MeOHeluted fractions as previously reported.7) The EtOAc-soluble fraction and the MeOH-eluted fraction were respectively subjected to normal-and reversed-phase silica gel column chromatographies, and finally HPLC to give eight new compounds, foliachinenosides E (1, 0.00009%), F (2, 0.00013%), G (3, 0.00017%), H (4, 0.00048%), and I (5, 0.0018%), and foliasalaciosides J (6, 0.00017%), K (7, 0.00016%), and L (8, 0.00007%), together with 26 known compounds, 3-methyl-2-but-2-en-1-ol 6-O-a-L-arabinopyranosyl-b-D-glucopyranoside (9, 0.0017%), 12) (3Z)-3-hexen-1-ol 6-O-a-L-arabinopyranosyl-b-D-glucopyranoside (10, 0.0014%), 13) 2,4,6-trimethoxyphenol 1-O-b-D-glucopyranoside (11, 0.00016%), 14) benzyl alcohol b-D-glucopyranoside (12, 0.00003%), 15) benzyl alco- Yamashina-ku, Kyoto 607-8412, Japan: and b Pharmaceutical Research and Technology Institute, Kinki University; 3-4-1 Kowakae, Higashi-osaka, Osaka 577-8502, Japan. Received April 27, 2011; accepted May 26, 2011; published