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Synfacts 2006(2): 0095-0095  
DOI: 10.1055/s-2005-923599
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York

Synthesis of (±)-Renieramycin G

Contributor(s): Philip Kocienski
P. Magnus*, K. S. Matthews
University of Texas at Austin, USA
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Publication History

Publication Date:
23 January 2006 (online)

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Significance

(-)-Renieramycin is a metabolite from Xestospongia caycedoi with cytotoxicity of 0.5 and 1.0 µg/mL against KB and LoVo human cancer cell lines, respectively. The synthesis by Magnus and co-workers features a five-step sequence for the conversion of the electron-rich isoquinoline A into the 1,3-disubstituted tetrahydro­isoquinoline C initiated by addition of benzyloxymethyllithium to the isoquinoline A. The strategy was also applied to a synthesis of (±)-Lemonomycinone.