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合成及氧代 3-烷基吡啶海洋生物碱类似物抗疟活性评价。

Synthesis and evaluation of antimalarial activity of oxygenated 3-alkylpyridine marine alkaloid analogues.

机构信息

Departamento de Química, ICEx, UFMG, Av. Pres. Antonio Carlos, 6627, Pampulha, Belo Horizonte, MG, 31270-901, Brazil.

出版信息

Chem Biol Drug Des. 2011 Sep;78(3):477-82. doi: 10.1111/j.1747-0285.2011.01154.x. Epub 2011 Jul 8.

Abstract

A series of new oxygenated analogues of marine 3-alkylpyridine alkaloids were prepared from 3-pyridinepropanol in few steps and in good yields. The key step for the synthesis of these compounds was a Williamson etherification under phase-transfer conditions. All new compounds were evaluated for their antiplasmodial activity and cytotoxicity. A significant reduction in parasitaemia was observed for some of the prepared compounds, and the majority of them exhibited a selectivity index (SI) ranging from 2.78 to 15.58, which suggests that these compounds may be a promising class of substances with antimalarial activity.

摘要

从 3-吡啶丙醇出发,经过几步反应,以较好的收率制备了一系列海洋 3-烷基吡啶类生物碱的含氧类似物。这些化合物合成的关键步骤是在相转移条件下进行威廉姆逊醚化反应。所有新化合物都进行了抗疟原虫活性和细胞毒性评价。部分制备化合物对寄生虫血症有显著降低作用,其中大多数化合物的选择性指数(SI)范围为 2.78 至 15.58,这表明这些化合物可能是一类具有抗疟活性的有前途的物质。

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