Two new cytotoxic nonsulfated pentasaccharide holostane (=20-hydroxylanostan-18-oic acid gamma-lactone) glycosides from the sea cucumber Holothuria grisea

[摘要]：Two new lanostanc-tylic nonsulfated pentasaccharide triterpene glycosides. 17-dehydroxyholothur-inoside A (1) and griseaside A (2), were isolated from the sea cucumber Holothuria grisea. Their structures were elucidated by spectroscopic methods, including 2D-NMR and MS experiments, as well as chemical evidence, Compounds 1 and 2 possess the same pentasacchride moieties but differ slightly in their side chains of the holostane-type triterpene aglycone. The sturctures of the two new glycosides were established as (3 eta, 12 alpha)-22,25-epoxy-3-{(O-beta-D-glucopyranosyl-(1 -> 4)-O-[O-3-O-methyl-beta-D-glucopyranosyl-(1 -> 3)-O-beta-D-glucopyranosyl-(1 -> 4)-6-deoxy-beta-D-glucopyranosyl-(1 -> 2)]-beta-D-xylopyranosyl)-oxy}-12,20-dihydroxylanost-9(11)-en-18-oic acid gamma-lactone (1) and (3 beta, 12 alpha)-3-{(O-beta-D-glucopyranosyl-(1 -> 4)-O-[O-3-O-methyl-beta-D-glucopyranosyl-(1 -> 3)-O-beta-D-glucopyranosyl-(1 -> 4)-6-deocy-beta-D-glucopyranosyl-(1 -> 2)]-beta-D-xylopyranosyl)oxy]=12,20,22-trihydroxylanost-9(11)-en-18-oic acid gamma-lactone (2). The 17-dehydroxyholothurinoside A (1) and griseaside A (2) exhibited significatn cytotoxicity against HL-60, BEl-7402, Molt-4, and A-549 cancer cell lines.

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