| 초록 |
Pareitropone, the most effective tropoloisoquinoline alkaloid against the leukemia P388 cell line (IC50 = 2.7 nM), is an attractive synthetic target because of its unique structure and potent cytotoxicity. With the success of our synthetic strategy of pareitropone, we applied our synthetic method to the total syntheses of 3,4,5-trimethoxy pareitropone analog to study the structure-activity relationship. A total synthesis of one of the analogues with three methoxy group at C3, C4 and C5, trimethoxypareitropone, is described here. The target compound was prepared from 3,4,5-trimethoxy isoquinoline via a Suzuki aryl-aryl coupling followed by a Reissert-type nitromethylation. The resulting phenolic nitronate was subjected to the radical anion coupling reaction to construct desired annulated tropone compound. |
