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Synfacts 2009(4): 0354-0354  
DOI: 10.1055/s-0028-1088088
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart ˙ New York

Formal Synthesis of (-)-Kendomycin

Contributor(s): Philip Kocienski, Indu Dager
K. B. Bahnck, S. D. Rychnovsky*
University of California, Irvine, USA
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Publication History

Publication Date:
23 March 2009 (online)

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Significance

Kendomycin is a potent antagonist of endothelin and calcitonin receptors. It exhibits potent cytotoxicity towards carcinoma cell lines and antibacterial activity against Methicillin-resistant and Vancomycin-resistant Staphylococcus aureus strains. This highly convergent synthesis of an advanced intermediate adopts an intramolecular Prins cyclization to assemble the macrocyclic ring (I → J).