Convergent Approaches for the Synthesis of the Antitumoral Peptide, Kahalalide F. Study of Orthogonal Protecting Groups

详细信息    查看全文

• 作者：Carolina Gracia ; Albert Isidro-Llobet ; Luis J. Cruz ; Gerardo A. Acosta ; Mercedes &Aacute ; lvarez ; Carmen Cuevas ; Ernest Giralt ; Fernando Albericio
• 刊名：Journal of Organic Chemistry
• 出版年：2006
• 出版时间：September 15, 2006
• 年：2006
• 卷：71
• 期：19
• 页码：7196 - 7204
• 全文大小：431K
• 年卷期：v.71,no.19(September 15, 2006)
• ISSN：1520-6904

文摘

FIGR ID=jo060976fn00001>

figures/jo060976fn00001.gif" ALIGN="left" HSPACE=5>

Kahalalide compounds are peptides that are isolated from a Hawaiian herbivorous marine species ofmollusc, Elysia rufescens, and its diet, the green alga Bryopsis sp. Kahalalide F and its synthetic analoguesare 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 improvedsynthetic routes based on convergent approaches with distinct orthogonal protection schemes for thepreparation of Kahaladide analogues. These strategies allow a better control and characterization of theintermediates because more reactions are performed in solution.