A new sulfated asterosaponin, regularoside A (I), contg. the (20R,22R,23S,24S)-22,23-epoxy-24-methyl-5α-cholesta-9(11)-ene-3β,6α,20-triol aglycon, was isolated from the Pacific starfish H. regularis. The sulfate residue is at C-3, and the oligosaccharide chain, β-D-fucopyranosyl(1→2)-β-D-quinovopyranosyl(1→4)[β-D-quinovopyranosyl(1→2)]-β-D-quinovopyranosyl(1→3)-β-D-glucopyranosyl, is at C-6. I co-occurs with the common thornasteroside A (II) and the novel regularoside B (III). III also has thornasterol A as its aglycon and the oligosaccharide chain is β-D-fucopyranosyl(1→2)-β-D-fucopyranosyl(1→4)[β-D-quinovopyranosyl(1→2)]-β-D-xylopyranosyl(1→3)-β-D-quinovopyranosyl. The structures of I and III were detd. by 3H- and 13C-NMR combined with chem. degrdn. anal.
STARFISH SAPONINS .22. ASTEROSAPONINS FROM THE STARFISH HALITYLE-REGULARIS - A NOVEL 22,23-EPOXYSTEROIDAL GLYCOSIDE SULFATE
RICCIO, Raffaele;
1985
Abstract
A new sulfated asterosaponin, regularoside A (I), contg. the (20R,22R,23S,24S)-22,23-epoxy-24-methyl-5α-cholesta-9(11)-ene-3β,6α,20-triol aglycon, was isolated from the Pacific starfish H. regularis. The sulfate residue is at C-3, and the oligosaccharide chain, β-D-fucopyranosyl(1→2)-β-D-quinovopyranosyl(1→4)[β-D-quinovopyranosyl(1→2)]-β-D-quinovopyranosyl(1→3)-β-D-glucopyranosyl, is at C-6. I co-occurs with the common thornasteroside A (II) and the novel regularoside B (III). III also has thornasterol A as its aglycon and the oligosaccharide chain is β-D-fucopyranosyl(1→2)-β-D-fucopyranosyl(1→4)[β-D-quinovopyranosyl(1→2)]-β-D-xylopyranosyl(1→3)-β-D-quinovopyranosyl. The structures of I and III were detd. by 3H- and 13C-NMR combined with chem. degrdn. anal.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
