Two new lanostane-type nonsulfated pentasaccharide triterpene glycosides, 17-dehydroxyholothurinoside 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 pentasaccharide moieties but differ slightly in their side chains of the holostane-type triterpene aglycone. The structures of the two new glycosides were established as (3b,12a)-22,25-epoxy-3-
Four new holostan-type triterpene glycosides, marmoratoside A ( 1), 17 alpha-hydroxy impatienside A ( 2), marmoratoside B ( 3), 25-acetoxy bivittoside D ( 4), together with two known triterpene glycosides, impatienside A ( 5) and bivittoside D ( 6), were isolated from the sea cucumber Bohadschia Marmorata Jaeger. On the basis of spectroscopic analyses, including two-dimensional NMR techniques, and chemical reactions, the structures of the new triterpene glycosides were elucidated. Compounds 1, 2, 5, and 6 exhibited significant antifungal activity against six strains (0.70 < or = MIC (80) < or = 2.81 microM).
Three new holostan-type triterpene glycosides, arguside F (1), impatienside B (2), and pervicoside D (3), together with a known saponin, holothurin B ( 4) were isolated from the sea cucumber Holothuria (Microthele) axiloga H. L. Clark. On the basis of spectroscopic data and chemical reactions, the structures of the new compounds were elucidated. Compound 2 showed significant antifungal activities against six strains (1 < or = MIC(80) < or = 4 microg/mL). The stereochemistry of holothurin B (4) isolated from the title sea cucumber was also solved through X-ray diffraction analysis.
Two new triterpene glycosides, argusides B and C (1 and 2, resp.), have been isolated from the sea cucumber Bohadschia argus Jaeger collected in the South China Sea. Their structures have been established by spectral analysis (2D-NMR and ESI-MS) and chemical evidence. Compounds 1 and 2 both possess a holostane-type triterpene aglycone with a C(9)==C(11) bond and a OH group at C(12), but differ in their substituents at C(17) and the hexasaccharide moiety. The two glycosides exhibited significant cytotoxicities against four human tumor cell lines (A549, HCT-116, HepG2, and MCF-7). In comparison with the positive control V-16 (etoposide), 1 and 2 showed higher cytotoxicities to A549 and HCT-116 cell lines.
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