1. New polyoxygenated steroids from the Antarctic octocoral Dasystenella acanthina.
- Author
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Mellado GG, Zubía E, Ortega MJ, and López-González PJ
- Subjects
- Animals, Antarctic Regions, Cell Line, Tumor, Epithelial Cells drug effects, Female, HT29 Cells, HeLa Cells, Humans, Male, Molecular Conformation, Molecular Structure, Neoplasms drug therapy, Nuclear Magnetic Resonance, Biomolecular, Steroids isolation & purification, Anthozoa chemistry, Steroids chemistry, Steroids toxicity
- Abstract
The chemical study of the Antarctic octocoral Dasystenella acanthina has led to the isolation of the new polyoxygenated steroids (24R,22E)-24-hydroxycholest-4,22-dien-3-one (1), 23-acetoxy-24,25-epoxycholest-4-en-3-one (2), 12beta-acetoxycholest-4-en-3,24-dione (3), 12beta-acetoxy-24,25-epoxycholest-4-en-3-one (4), (22E)-25-hydroxy-24-norcholest-4,22-dien-3-one (5), 3alpha-acetoxy-25-hydroxycholest-4-en-6-one (6), and 3alpha,11alpha-diacetoxy-25-hydroxycholest-4-en-6-one (7), whose structures have been established by spectroscopic analysis. The absolute stereochemistry at C-24 in compound 1 has been determined through the 1H NMR study of the corresponding (R)- and (S)-MPA esters. All the new compounds showed significant activities as growth inhibitors of several human tumor cell lines. In addition, cytostatic and cytotoxic effects were also observed on selected tumor cell lines.
- Published
- 2004
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