2. Academic Validation
  3. Synthesis of clionamine B, an autophagy stimulating aminosteroid isolated from the sponge Cliona celata

Synthesis of clionamine B, an autophagy stimulating aminosteroid isolated from the sponge Cliona celata

  • Org Lett. 2013 Aug 2;15(15):3918-21. doi: 10.1021/ol4016783.
Roberto Forestieri 1,  Elizabeth Donohue,  Aruna Balgi,  Michel Roberge,  Raymond J Andersen
Affiliations

Affiliation

  • 1 Department of Chemistry, University of British Columbia, 2036 Main Mall, Vancouver, B. C., Canada, V6T 1Z1.
PMID: 23869546 DOI: 10.1021/ol4016783
Abstract

Clionamine B (2), an aminosteroid isolated from the marine Sponge Cliona celata, has been synthesized starting from the plant sapogenin tigogenin (5). A key step in the synsthesis is the stereoselective introduction of the C-20 α-hydroxyl substituent via oxidation of a γ-lactone enolate with molecular oxygen. Synthetic clionamine B (2) strongly stimulated Autophagy in human breast Cancer MCF-7 cells.

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