Synthesis of indolocarbazole quinones;: potent aryl hydrocarbon receptor ligands

被引:28
|
作者
Bergman, J
Wahlström, N
Yudina, LN
Tholander, J
Lidgren, G
机构
[1] Sodertorn Univ, Karolinska Inst, Dept Biosci Novum, Unit Organ Chem, SE-14157 Huddinge, Sweden
[2] Sodertorn Univ Coll, SE-14101 Huddinge, Sweden
[3] AstraZeneca R&D, Dept Med Chem, SE-43183 Molndal, Sweden
[4] Swedish Pharmaceut Soc, SE-11181 Stockholm, Sweden
关键词
indole; quinone; carbazole; Ah receptor;
D O I
10.1016/S0040-4020(02)00006-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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. (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:1443 / 1452
页数:10
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