An Efficient Synthesis of a Lycobetaine-Tortuosine Analogue: A Potent Topoisomerase Inhibitor

Karl-Heinz Merz; Thierry Muller; Sylvia Vanderheiden; Gerhard Eisenbrand; Doris Marko; Stefan Bräse

doi:10.1055/s-2006-956482

LETTER

An Efficient Synthesis of a Lycobetaine-Tortuosine Analogue: A Potent Topoisomerase Inhibitor

Karl-Heinz Merz^a, Thierry Muller^b, Sylvia Vanderheiden^b, Gerhard Eisenbrand^a, Doris Marko*^c, Stefan Bräse*^b
^a Department of Chemistry, Division of Food Chemistry & Environmental Toxicology, University of Kaiserslautern, 67663 Kaiserslautern, Germany
^b University of Karlsruhe (TH), Institute of Organic Chemistry, Fritz-Haber-Weg 6, 76131 Karlsruhe, Germany
Fax: +49(721)608858; e-Mail: braese@ioc.uka.de;
^c Institute of Applied Biosciences, Section of Food Toxicology, University of Karlsruhe (TH), Kaiserstraße 12, 76131 Karlsruhe, Germany

Abstract

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Abstract

An efficient gram-scale synthesis that uses a Suzuki cross-coupling reaction to yield 5-methyl-2,9-dimethoxyphenanthridinium chloride, a lycobetaine-tortuosine analogue and potent topoisomerase inhibitor, is presented.

Key words

cross-coupling - Suzuki reaction - topoisomerase inhibitor - phenanthridine alkaloids - heterocycles

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References

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