1. New polyoxygenated steroids from the Antarctic octocoral Dasystenella acanthina
- Author
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Pablo J. López-González, María J. Ortega, Eva Zubía, and Gonzalo G. Mellado
- Subjects
Male ,Stereochemistry ,medicine.medical_treatment ,Clinical Biochemistry ,Molecular Conformation ,Antarctic Regions ,Tumor cells ,Biology ,Biochemistry ,Steroid ,Endocrinology ,Cell Line, Tumor ,Neoplasms ,medicine ,Animals ,Humans ,Nuclear Magnetic Resonance, Biomolecular ,Molecular Biology ,Pharmacology ,Molecular Structure ,Organic Chemistry ,Epithelial Cells ,Anthozoa ,Human tumor ,Proton NMR ,Female ,Steroids ,Dasystenella acanthina ,HT29 Cells ,HeLa Cells - Abstract
The chemical study of the Antarctic octocoral Dasystenella acanthina has led to the isolation of the new polyoxygenated steroids (24 R ,22 E )-24-hydroxycholest-4,22-dien-3-one ( 1 ), 23-acetoxy-24,25-epoxycholest-4-en-3-one ( 2 ), 12β-acetoxycholest-4-en-3,24-dione ( 3 ), 12β-acetoxy-24,25-epoxycholest-4-en-3-one ( 4 ), (22 E )-25-hydroxy-24-norcholest-4,22-dien-3-one ( 5 ), 3α-acetoxy-25-hydroxycholest-4-en-6-one ( 6 ), and 3α,11α-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 1 H 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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