Dispolongiosides A and B, Two New Fucose Containing Spirostanol Glycosides From the Rhizomes of Disporopsis longifolia Craib., and Their Nitric Oxide Production Inhibitory Activities

Abstract

Two new fucose containing spirostanol glycosides, (25 R)-spirost-5-en-3 β-yl O- β-D-glucopyranosyl-(1→4) -β-D-fucopyranoside (1) and (25 S)-spirost-5-en-3 β-yl O- β-D-glucopyranosyl-(1→4) -β-D-fucopyranoside (2), together with five known spirostan glycosides, (25 R)-spirost-5-en-3 β-yl O- β-D-glucopyranosyl-(1→2) -β-D-glucopyranosyl-(1→4) -β-D-galactopyranoside (3), (25 S)-spirost-5-en-3 β-yl O- β-D-glucopyranosyl-(1→2) -β-D-glucopyranosyl-(1→4)- β-D-galactopyranoside (4), (25 R)-spirost-5-en-3 β-yl O- β-D-glucopyranosyl-(1→4) -β-D-galactopyranoside (5), (25 R)-26-[( β-D-glucopyranosyl)oxy]-22 α-methoxyfurost-5-en-3 β-yl O- β-D-glucopyranosyl-(1→4)- β-D-galactopyranoside (6), and (25 R)-26-[( β-D-glucopyranosyl)oxy]-22 α-hydroxyfurost-5-en-3 β-yl O- β-D-glucopyranosyl-(1→4)- β-D-galactopyranoside (7) were isolated from the rhizomes of Disporopsis longifolia Craib. Their structures were determined by extensive analysis of HRESIMS and NMR spectral data, as well as by comparison of the spectral data with those reported in the literature. Compounds 1 to 7 inhibited NO production in LPS-activated RAW264.7 cells with IC50 values in the range from 24.5 ± 2.5 μM to 81.3 ± 4.2 μM. The NO production inhibitory activities of compounds 1 and 2 with IC50 values of 26.6 ± 1.9 μM and 24.5 ± 2.5 μM are as potent as that of the positive control of NG-monomethyl-L-arginine acetate (L-NMMA) with an IC50 value of 23.8 ± 2.1 μM.