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通过模型化合物的合成确定磷elegantin的绝对构型

Assignment of the Absolute Configuration of Phosphoeleganin via Synthesis of Model Compounds.

作者信息

Luciano Paolo, Imperatore Concetta, Senese Maria, Aiello Anna, Casertano Marcello, Guo Yue-W, Menna Marialuisa

机构信息

Dipartimento di Farmacia, Università degli Studi di Napoli "Federico II" , Via D. Montesano, 49, I-80131 Napoli, Italy.

State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences , Zu Chong Zhi Road 555, Shanghai 201203, People's Republic of China.

出版信息

J Nat Prod. 2017 Jul 28;80(7):2118-2123. doi: 10.1021/acs.jnatprod.7b00397. Epub 2017 Jul 12.

DOI:10.1021/acs.jnatprod.7b00397
PMID:28699746
Abstract

The full absolute configuration assignment of phosphoeleganin (1), a recently discovered marine-derived phosphorylated polyketide with protein tyrosine phosphatase 1B inhibitory activity, was achieved. It was based on the synthesis of model diasteroisomeric compounds of the C-8-C-12 segment portion of phosphoeleganin, chiral derivatization methods, and application of the universal NMR database concept.

摘要

最近发现的具有蛋白酪氨酸磷酸酶1B抑制活性的海洋来源磷酸化聚酮化合物磷酸elegacin（1）的完整绝对构型被确定。这是基于磷酸elegacin的C-8-C-12片段部分的模型非对映异构化合物的合成、手性衍生化方法以及通用NMR数据库概念的应用。

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