Summary
A novel steroidal glycoside has been isolated from the Mediterranean starfishHacelia attenuata. Its structure includes a 5α-cholestane-3β, 6α,8,15β,26ξ-pentol aglycone moiety and a sugar portion (2-O-methyl-β-D-xylopranosyl (1→2)-α-L-arabinofuranosyl), which is glycosidically attached at C-24 of the steroid.
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References
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The monophenylboronate was characterized by1H-NMR spectroscopy: δ 1.12 (3H, s, 18-H), 1.31 (3H, s, 19-H) and 4.68 (1H, dt, J=5.5 Hz, 15α-H); the remaining hydroxymethine signals as well as the sugar signals remained essentially unshifted; aromatics: δ 7.35 (3H, m), 7.25 (2H, d, J=7.5 Hz).
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This contribution is part of the Progetto Finalizzato ‘Chimica fine e secondaria’ del C.N.R., Roma.
Part 8. R. Riccio, L. Minale, C. Pizza, F. Zoolo and J. Pusset, Tetrahedron Letters23 (1982) 2899.
Acknowledgments. We thank Professor K. Nakanishi (Columbia University, New York) for FD-mass spectral analyses, the Bruker spectrospin (Karlsruhe) for 500 MHz NMR spectral analyses and Dr T. McCabe (Cornell University, Ithaca, USA) for some13C-NMR spectra. We are also grateful to Miss R. Aquino for part of the experimental work.
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Minale, L., Pizza, C., Riccio, R. et al. Starfish saponins. Part 9. A novel 24-O-glycosidated steroid from the starfishHacelia attenuata . Experientia 39, 567–569 (1983). https://doi.org/10.1007/BF01971099
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DOI: https://doi.org/10.1007/BF01971099