Studies On The Bioactive Constituents From Sea Cucumber Holothuria Nobilis And Holothuria Hilla

Holothuria nobilis Selenka and Holothuria hilla Lesson, Holothuriidae-typesea cucumbers, are both widely distributed in the South China Sea, especially Dongshan Island, Fujian Province, People's Republic of China. Guided by P. oryzae bioassay model, the antitumor and antifungal constituents of these two kinds of sea cucumber have been investigated by various chromatography methods including LPLC, MPLC,HPLC on resin, silica gel, ODS RP C-18 and Zobax SB C-18 respectively, and twenty four compounds were isolated by various chromatography methods. On the basis of chemical and spectral analysis, especially by 2D-NMR and ESI-MS techniques, the structures oftwenty compounds were elucidated.The structures of ten new triterpene glycosides from the H. nobilis were elucidated as: 3-O-{3""-O-methyl-β-D-glucopyranosyl(1→3)-β-D-quinovopyrano syl(1→4)-β-D-quinovopyranosyl(1→2)-4'-O-sulfate-β-D-xylopyranosyl}-holosta-9 -en-3β,12α,17α,25β-tetraol sodium salt (nobiliside A); 3-O-{3""-O-methyl-β-D-glucopyranosyl(1→3)-β-D- glucopyranosyl(1→4)-β-D-quinovopyranosyl(1→2)-4' -O-sulfate-β-D-xylopyranosyl}-holosta-22,25-epoxy-9-ene-3β,12α, 17α,25β-tetraol-sodium salt (nobiliside B); 3-O-{β-D-quinovopyranosyl(1→2)-4'-O-sulfate-β-D-xylopyranosyl}-holoshillaside A8(16)-lactone-22,25-epoxy-9-ene-3β,12α,17α-triol sodium salt (nobiliside C); 3-O{β-D-xylopyranosyl(1→2)-4'-O-sulfate-β-D-xy lopyranosyl}-holosta-9-ene-3β,12α,17α,25β-tetraol sodium salt (nobiliside D); 1 6β-acetoxy-3-O-β-D-xylopyranosyl-holosta-22,25-epoxy-9-ene-3β,12α,17α-triol (nobiliside E); 16β-acetoxy-3-O-{3""-O-methyl-β-D-glucopyranosyl(1→3)-β-D-qu inovopyranosyl(1→4)-β-D-xylopyranosyl(1→2)-4'-O-sulfate-β-D-xylopyranosyl}-h olosta-7,22-diene-3β,17α-diol-sodium salt (nobiliside F); 3-O-{β-D-glucopyrano syl(1→2)-4'-O-sulfate-β-D-xylopyranosyl}-holosta-9-ene-22,25-epoxy-3β,17α-diol -sodium salt (nobiliside G); 3-O-{β-D-quinovopyranosyl(1→2)-4'-O-sulfateβ-D-xylopyranosyl}-holosta-22,25-epoxy-9-ene-3β,12α,17α-triol-sodium salt (nobilisi de H); 16β-acetoxy-3-O- (3""-O-methyl-β-D-glucopyranosyl(1→3)-β-D-glucopyra...