Configuration of the psymberin amide side chain

Configuration of the psymberin amide side chain
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DOI:
10.1021/ol0508375
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发表时间:
2005-07-07
期刊:
影响因子:
5.2
通讯作者:
Williams, LJ
Williams, LJ
中科院分区:
化学1区
文献类型:
--
作者:
Kiren, S;Williams, LJ

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提出了一种有效的和选择性的细胞毒素Psymberin的酰胺侧链的结构。制备了酰胺侧链的顺式和反式模型,并通过对反式异构体的X射线晶体学分析确认了结构归属。比较H-1和C-13 NMR数据确定了天然产物与反式构型的合成模型化合物之间的同源性,而不是相应的顺式异构体。
The structure of the amide side chain of psymberin, a potent and selective cytotoxin, is proposed. Syn and anti models of the amide side chain were prepared, and the structural assignment was confirmed by X-ray crystallographic analysis of the anti isomer. Comparison of H-1 and C-13 NMR data establishes homology between the natural product and the synthetic model compound of anti configuration and not the corresponding syn isomer.