73697-65-1Relevant academic research and scientific papers
Indolocarbazoles: Potent, selective inhibitors of human cytomegalovirus replication
Slater, Martin J.,Cockerill, Stuart,Baxter, Robert,Bonser, Robert W.,Gohil, Kam,Gowrie, Clare,Robinson, J. Edward,Littler, Edward,Parry, Nigel,Randall, Roger,Snowden, Wendy
, p. 1067 - 1074 (2007/10/03)
In our search for new, safer anti-HCMV agents, we discovered that the natural product Arcyriaflavin A (1a) was a potent inhibitor of HCMV replication in cell culture. A series of analogues (symmetrical indolocarbazoles) was synthesised to investigate structure-activity relationships in this series against a range of herpes viruses (HCMV, VZV, HSV1, and 2). This identified a number of novel, selective and potent inhibitors of HCMV, 12,13-dihydro-2,10-difluoro-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazole-5,7-(6H)-dione (1d) being the best example (IC50=40nM, therapeutic index >1450). Compounds described in this series were generally poor inhibitors of protein kinase C βII, and no correlation was found between the ability to inhibit HCMV and the enzyme PKC. Copyright (C) 1999 Elsevier Science Ltd.
Practical synthesis of indolopyrrolocarbazoles
Ohkubo, Mitsuru,Nishimura, Teruyuki,Jona, Hideki,Honma, Teruki,Morishima, Hajime
, p. 8099 - 8112 (2007/10/03)
A practical method for the synthesis of an indolo[2,3-a]pyrrolo[3,4- c]carbazole ring system is described. The method involves two key processes: a coupling reaction between indole and substituted methylmaleimide portions using lithium hexamethyldisilazide (LiHMDS) as a base, and the oxidative cyclization of bisindolylmaleimide with palladium (II) chloride. We applied this method to the synthesis of arcyriaflavin B (5), C (6) and D (7).
