Control of Dissymmetry in the Synthesis of (+)-Tjipanazole F2

摘要

Indolo[2,3-a]carbazole glycosides with two aminal linkages (such as staurosporine and K252a) have been shown to be potent inhibitors of protein kinases. In contrast, indolo[2,3-a]carba2ole glycosides with only one glycosidic linkage are generally notpotent inhibitors of protein kinases, but the recent finding that these antitumor antiobiotics (e.g., BMS 181176) can bind to DNA has led to renewed interest for this suclass of natural products. Since sugars are often important determinants of DNA-drugbinding interactions, an efficient synthetic strategy for the synthesis of indolo[2,3-a] carbazole glycosides with only one glycosidic bond would be Valuable.