Transition metals in organic synthesis - Part 83#: Synthesis and pharmacological potential of carbazoles

A series of carbazole derivatives with promising pharmacological properties has been prepared using either an iron-mediated or a palladium-catalyzed synthetic approach. The carbazole alkaloids carbazoquinocin C, carbazomadurin A and B, epocarbazolin A and B, neocarazostatin B, and carquinostatin A a...

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Veröffentlicht in:Medicinal chemistry research 2008-06, Vol.17 (2-7), p.374-385
Hauptverfasser: Choi, Taylor A., Czerwonka, Regina, Forke, Ronny, Jäger, Anne, Knöll, Jan, Krahl, Micha P., Krause, Tilo, Reddy, Kethiri R., Franzblau, Scott G., Knölker, Hans-Joachim
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Sprache:eng
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Zusammenfassung:A series of carbazole derivatives with promising pharmacological properties has been prepared using either an iron-mediated or a palladium-catalyzed synthetic approach. The carbazole alkaloids carbazoquinocin C, carbazomadurin A and B, epocarbazolin A and B, neocarazostatin B, and carquinostatin A are antioxidants acting as free-radical scavengers. Thus, they represent potential lead compounds for the development of novel drugs against diseases initiated by oxygen-derived free radicals. Initiated by the first naturally occurring carbazole alkaloids with antituberculosis (anti-TB) activity, clausine K and micromeline, a study on the structure–activity relationships for anti-TB-active carbazole derivatives has been carried out. The 6-oxygenated carbazoles glycozoline and glycozolinine show antibiotic activity towards several microorganisms. The 7-oxygenated carbazole siamenol exhibits anti-HIV activity.
ISSN:1054-2523
1554-8120
DOI:10.1007/s00044-007-9073-0