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植物鞘氨醇所有立体异构体的发散合成及其在神经酰胺文库构建中的应用。

Divergent syntheses of all stereoisomers of phytosphingosine and their use in the construction of a ceramide library.

作者信息

Park Jeong-Ju, Lee Ji Hyung, Li Qian, Diaz Kristine, Chang Young-Tae, Chung Sung-Kee

机构信息

Department of Chemistry, Pohang University of Science and Technology, Pohang 790-784, Republic of Korea.

出版信息

Bioorg Chem. 2008 Oct;36(5):220-8. doi: 10.1016/j.bioorg.2007.12.004. Epub 2008 Feb 14.

DOI:10.1016/j.bioorg.2007.12.004
PMID:18279909
Abstract

Sphingolipids such as ceramide and sphingosine-1-phosphate have recently attracted intense research interests because of their functional roles as signaling molecules in many important physiological processes, such as growth arrest, apoptosis, and inflammatory responses, and cell proliferation, vascular maturation and trafficking of lymphocytes. The well-defined modular structures of ceramides and related glycosylceramides are ideally amenable to library formation for medicinal chemistry investigation. We have developed divergent synthetic routes to all eight phytosphingosine stereoisomers and then proceeded to prepare phytosphingosine-based ceramide library composed of more than 500 compounds.

摘要

鞘脂类物质,如神经酰胺和1-磷酸鞘氨醇,由于其在许多重要生理过程中作为信号分子发挥功能作用,如生长停滞、细胞凋亡、炎症反应、细胞增殖、血管成熟和淋巴细胞运输等,最近引起了广泛的研究兴趣。神经酰胺和相关糖基神经酰胺明确的模块化结构非常适合构建文库,用于药物化学研究。我们已经开发出了所有八种植物鞘氨醇立体异构体的不同合成路线,然后着手制备由500多种化合物组成的基于植物鞘氨醇的神经酰胺文库。

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