Convergent approaches for the synthesis of the antitumoral peptide, Kahalalide F. study of orthogonal protecting groups
Convergent approaches for the synthesis of the antitumoral peptide, Kahalalide F. study of orthogonal protecting groups
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DOI：
10.1021/jo060976f
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发表时间：
2006-09-15
影响因子：
3.6
通讯作者：
Albericio, Fernando
中科院分区：
文献类型：
--
作者：
Gracia, Carolina;Isidro-Llobet, Albert;Albericio, Fernando
Kahalalide 化合物是从夏威夷草食性海洋软体动物 Elysia rufescens 及其食物绿藻 Bryopsis sp 中分离出来的肽。 Kahalalide F 及其合成类似物是 Kahalalide 家族中最有前途的化合物，因为它们具有抗肿瘤活性。 Kahalalide F 的线性固相合成已有报道。在这里，我们描述了几种基于收敛方法的新改进合成路线，具有不同的正交保护方案，用于制备 Kahaladide 类似物。这些策略可以更好地控制和表征中间体，因为更多的反应是在溶液中进行的。
Kahalalide compounds are peptides that are isolated from a Hawaiian herbivorous marine species of mollusc, Elysia rufescens, and its diet, the green alga Bryopsis sp. Kahalalide F and its synthetic analogues are the most promising compounds of the Kahalalide family because they show antitumoral activity. Linear solid-phase syntheses of Kahalalide F have been reported. Here we describe several new improved synthetic routes based on convergent approaches with distinct orthogonal protection schemes for the preparation of Kahaladide analogues. These strategies allow a better control and characterization of the intermediates because more reactions are performed in solution.