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Polyhydroxylated steroid compounds from the Far Eastern starfish Distolasterias nipon

Abstract

Two new steroid glycosides: distolasteroside D6, (24S)-24-O-(β-D-xylopyranosyl)-5α-cholestane-3β,6α,8,15β,16β,24-hexaol, and distolasteroside D7, (22E,24R)-24-O-(β-D-xylopyranosyl)-5α-cholest-22-ene-3β,6α,8,15β,24-pentaol were isolated along with the previously known distolasterosides D1, D2, and D3, echinasteroside C, and (25S)-5α-cholestane-3β4β,6α,7α,8,15α,16β,26-octaol from the Far Eastern starfish Distolasterias nipon. The structures of new compounds were elucidated by NMR spectroscopy and MALDI TOF mass spectrometry. Like neurotrophins, distolasterosides D1, D2, and D3 were shown to induce neuroblast differentiation in a mouse neuroblastoma C1300 cell culture.

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Correspondence to A. A. Kicha.

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Original Russian Text © A.A. Kicha, I.I. Kapustina, N.V. Ivanchina, A.I. Kalinovsky, P.S. Dmitrenok, V.A. Stonik, N.V. Pal’yanova, T.M. Pankova, M.V. Starostina, 2008, published in Bioorganicheskaya Khimiya, 2008, Vol. 34, No. 1, pp. 129–135.

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Kicha, A.A., Kapustina, I.I., Ivanchina, N.V. et al. Polyhydroxylated steroid compounds from the Far Eastern starfish Distolasterias nipon . Russ J Bioorg Chem 34, 118–124 (2008). https://doi.org/10.1134/S1068162008010160

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  • DOI: https://doi.org/10.1134/S1068162008010160

Key words

  • differentiation
  • Distolasterias nipon
  • glycosides
  • neuroblastoma
  • polyhydroxysteroids
  • starfish