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Synlett 2006(20): 3461-3463  
DOI: 10.1055/s-2006-956482
LETTER
© Georg Thieme Verlag Stuttgart · New York

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

Karl-Heinz Merza, Thierry Mullerb, Sylvia Vanderheidenb, Gerhard Eisenbranda, 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
Further Information

Publication History

Received 28 September 2006
Publication Date:
08 December 2006 (online)

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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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