Tatsuta Kuniaki, Hosokawa Seijiro
Graduate School of Science and Engineering, Waseda University, 3-4-1 Ohkubo, Shinjuku-ku, Tokyo 169-8555, Japan.
Chem Rec. 2006;6(4):217-33. doi: 10.1002/tcr.20084.
Recent progress of total syntheses in our laboratory has been described along with our background and methodologies. The target bioactive polyketides are classified into three categories according to their structures: (i) lactone-fused polycyclic compounds [(+)-cochleamycin A, (+)-tubelactomicin A, and (-)-tetrodecamycin], (ii) aromatic compounds [(-)-tetracycline, (-)-BE-54238B, lymphostin, and (-)-lagunamycin], and (iii) acyclic polyketides [xanthocillin X dimethylether, (+)-trichostatin D, and (+)-actinopyrone A]. Features of the total syntheses are described. Original methodologies have been developed and applied to construct the inherent structures of the target molecules. Most syntheses cited herein are the first total syntheses, and the absolute structures of the target molecules have been determined.
本文结合我们的背景和方法,介绍了我们实验室全合成的最新进展。目标生物活性聚酮化合物根据其结构分为三类:(i) 内酯稠合的多环化合物 [(+)-耳蜗霉素A、(+)-管乳霉素A和(-)-十四霉素],(ii) 芳香族化合物 [(-)-四环素、(-)-BE-54238B、淋巴抑素和(-)-拉古那霉素],以及 (iii) 无环聚酮化合物 [黄青霉素X二甲醚、(+)-曲古抑菌素D和(+)-放线吡喃酮A]。描述了全合成的特点。我们开发了原始方法并将其应用于构建目标分子的固有结构。本文引用的大多数合成都是首次全合成,并且已经确定了目标分子的绝对结构。