Title:
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Convergent Approaches for the Synthesis of the Anti-tumoral Peptide, Kahalalide F. Study of Orthogonal Protecting Groups
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Author:
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Gracia, Carolina; Isidro Llobet, Albert; Cruz, Luis J.; Acosta, Gerardo A.; Álvarez Domingo, Mercedes; Cuevas, Carmen; Giralt Lledó, Ernest; Albericio Palomera, Fernando
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Other authors:
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Universitat de Barcelona |
Abstract:
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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 anti-tumoral 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. Five derivatives of Kahalalide F were synthesized using several convergent approaches. |
Subject(s):
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-Pèptids -Medicaments antineoplàstics -Productes marins naturals -Peptides -Antineoplastic agents -Marine natural products |
Rights:
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(c) American Chemical Society , 2006
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Document type:
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Article Article - Accepted version |
Published by:
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American Chemical Society
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