Studies on DNA Cleavage by Cytotoxic Pyrrole Alkaloids Reveal the Distinctly 
Different Behavior of Roseophilin and Prodigiosin Derivatives

Fürstner, Alois; Grabowski, Eric Jarek

doi:10.1002/1439-7633(20010903)2:9<706::AID-CBIC706>3.0.CO;2-J

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Studies on DNA Cleavage by Cytotoxic Pyrrole Alkaloids Reveal the Distinctly Different Behavior of Roseophilin and Prodigiosin Derivatives

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Fürstner, Alois
Research Department Fürstner, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Grabowski, Eric Jarek
Research Department Fürstner, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Citation

Fürstner, A., & Grabowski, E. J. (2001). Studies on DNA Cleavage by Cytotoxic Pyrrole Alkaloids Reveal the Distinctly Different Behavior of Roseophilin and Prodigiosin Derivatives. ChemBioChem: A European Journal of Chemical Biology, 2(9), 706-709. doi:10.1002/1439-7633(20010903)2:9<706:AID-CBIC706>3.0.CO;2-J.

Cite as: https://hdl.handle.net/11858/00-001M-0000-0024-3E68-C

Abstract

Similar structure, same effect, different mechanism: The alkaloids nonylprodigiosin (1) and roseophilin (2) share several structural motifs and are both highly cytotoxic. While the former induces effective strand cleavage of supercoiled DNA in the presence of Cu^II, the latter is totally inactive. A structure–activity profile for this class of pyrrole alkaloids has been established by testing various analogues of these lead compounds.