基于闭环和交叉复分解的抗肿瘤阿立哌唑毒素衍生物的聚合合成

IF 2.5 3区化学 Q2 CHEMISTRY, ORGANIC European Journal of Organic Chemistry Pub Date : 2024-11-01 DOI:10.1002/ejoc.202401074

Mako Aoki, Hiroto Takarada, Jumpei Maki, Takumi Kobayashi, Chihiro Tsukano, Kazuhiro Irie

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引用次数: 0

摘要

我们研究了一种基于闭环反应和交叉复分解反应的芹菜毒素类似物的聚合合成方法。该路线提供了四种具有不同侧链的类似物（3a-d），以确定 CH/π 与蛋白激酶 C (PKC)-C1 结构域的相互作用。生化评估显示，萘酚分子并没有改善与 PKC-C1 结构域的结合，这表明羟基与 PKC-C1 结构域的氢键结合可能比 CH/π 相互作用更为重要。

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Convergent Synthesis of Antitumor Aplysiatoxin Derivatives Based on a Combination of Ring-closing and Cross Metathesis

We investigated a convergent synthesis of aplysiatoxin analogs based on a combination of ring-closing and cross metathesis. The route provided four analogs (3a–d) with different side chains to determine the CH/π interaction with protein kinase C (PKC)-C1 domains. Biochemical evaluation revealed that a naphthol moiety did not improve binding to PKC-C1 domains, suggesting that the hydrogen bonding of the hydroxy group with the PKC-C1 domains may be more important than the CH/π interaction.

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来源期刊

European Journal of Organic Chemistry 化学-有机化学

CiteScore

5.40

自引率

3.60%

发文量

752

审稿时长

1 months

期刊介绍： The European Journal of Organic Chemistry (2019 ISI Impact Factor 2.889) publishes Full Papers, Communications, and Minireviews from the entire spectrum of synthetic organic, bioorganic and physical-organic chemistry. It is published on behalf of Chemistry Europe, an association of 16 European chemical societies. The following journals have been merged to form two leading journals, the European Journal of Organic Chemistry and the European Journal of Inorganic Chemistry: Liebigs Annalen Bulletin des Sociétés Chimiques Belges Bulletin de la Société Chimique de France Gazzetta Chimica Italiana Recueil des Travaux Chimiques des Pays-Bas Anales de Química Chimika Chronika Revista Portuguesa de Química ACH—Models in Chemistry Polish Journal of Chemistry.