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Title: Convergent Approaches for the Synthesis of the Anti-tumoral Peptide, Kahalalide F. Study of Orthogonal Protecting Groups
Author: Gracia, Carolina
Isidro Llobet, Albert
Cruz, Luis J.
Acosta, Gerardo A.
Álvarez Domingo, Mercedes
Cuevas, Carmen
Giralt Lledó, Ernest
Albericio Palomera, Fernando
Keywords: Pèptids
Medicaments antineoplàstics
Productes marins naturals
Antineoplastic agents
Marine natural products
Issue Date: 2006
Publisher: American Chemical Society
Abstract: 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.
It is part of: Journal of Organic Chemistry, 2006, vol. 71, p. 7196
ISSN: 0022-3263
Appears in Collections:Articles publicats en revistes (Farmacologia, Toxicologia i Química Terapèutica)

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