Synthesis of indolocarbazole quinones; potent aryl hydrocarbon receptor ligands

Synthesis of indolocarbazole quinones; potent aryl hydrocarbon receptor ligands

Syntheses of indolo[2,3- b]carbazole-6,12-dione and the isomeric indolo[3,2- b]carbazole-6,12-dione, an extremely efficient inducer of the aryl hydrocarbon (Ah) receptor are described. Initial oxidation of the parent indolo[3,2- b]carbazole followed by several different ring-closing strategies produ...

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Veröffentlicht in:Tetrahedron 2002, Vol.58 (7), p.1443-1452
Hauptverfasser: Bergman, Jan, Wahlström, Niklas, Yudina, Larissa N, Tholander, Joakim, Lidgren, Göran
Format: Artikel
Sprache:eng
Schlagworte:
Ah receptor
carbazole
indole
Medicin och hälsovetenskap
quinone
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Zusammenfassung:Syntheses of indolo[2,3- b]carbazole-6,12-dione and the isomeric indolo[3,2- b]carbazole-6,12-dione, an extremely efficient inducer of the aryl hydrocarbon (Ah) receptor are described. Initial oxidation of the parent indolo[3,2- b]carbazole followed by several different ring-closing strategies produced the latter compound. Entries into syntheses of unsymmetrical 6,12-disubstituted indolo[2,3- b]carbazoles are also described. Graphic
ISSN:0040-4020
1464-5416
1464-5416
DOI:10.1016/S0040-4020(02)00006-6