Investigations into a biomimetic approach toward CP-225,917 and CP-263,114.

Investigations into a biomimetic approach toward CP-225,917 and CP-263,114.
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DOI:
10.1021/jo9911286
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发表时间:
2000-01
期刊:
The Journal of organic chemistry
影响因子:
--
通讯作者:
G. Sulikowski;F. Agnelli;R. M. Corbett
G. Sulikowski;F. Agnelli;R. M. Corbett
中科院分区:
其他
文献类型:
--
作者:
G. Sulikowski;F. Agnelli;R. M. Corbett

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概述了结构复杂的 nonadride CP-225,917 (1) 的生物合成。该提案的关键步骤是由月桂酸和草酰乙酸缩合得到的 C(16) 酸酐的二聚。该步骤的一个重要因素是两个硫酯键施加的模板效应,让人想起聚酮化合物或脂肪酸合酶途径。基于这一原理,研究了以 1,n-二醇系链为模板的两个 C(11) 酸酐的二聚反应,从而形成了 CP-225,917 和 CP-263,114 的核心结构。
A biosynthesis of the structurally complex nonadride CP-225,917 (1) is outlined. A key step in this proposal is the dimerization of a C(16) anhydride derived from the condensation of lauric acid and oxaloacetic acid. An important element of this step is a templating effect imposed by two thioester linkages, reminiscent of a polyketide or fatty acid synthase pathway. On the basis of this principle, the dimerization of two C(11) anhydrides, templated by a 1,n-diol tether, leading to the core structure of CP-225,917 and CP-263,114 was investigated.