An efficient route to VEGF-like peptide porphyrin conjugates via microwave-assisted 'click-chemistry'

M.-E. Bakleh; Vincent Sol; K. Estieu-Gionnet; Robert Granet; Gérard Deleris; Pierre Krausz

doi:10.1016/j.tet.2009.07.028

Article dans une revue

An efficient route to VEGF-like peptide porphyrin conjugates via microwave-assisted 'click-chemistry'

M.-E. Bakleh ¹ Vincent Sol ^{1, *} K. Estieu-Gionnet ² Robert Granet ¹ Gérard Deleris ² Pierre Krausz ¹

* Auteur correspondant

1 LCSN - Laboratoire de Chimie des Substances Naturelles

2 CNAB - Chimie Nucléaire Analytique et Bio-environnementale

Abstract : Synthetic cyclopeptides, and particularly those derived from VEGF sequence, present considerable interest for the development of nanodevices devoted to tumour imaging or targeting. In order to provide selective peptide-targeted tetrapyrrolic structures, we designed two meso-porphyrin derivatives anchored to a 17-residue-long cyclopeptide, potent antagonist of VEGF receptors, via a flexible tetraethylene glycol chain. Anchoring was achieved by two different strategies: a classical secondary amide bond formation and microwave-assisted Cu(I)-catalyzed azide-alkyne 1,3-dipolar cycloaddition ('click-chemistry'). These compounds appear to be promising candidates for applications in PDT.

Keywords : Porphyrins Angiogenesis Click-chemistry Microwaves PDT Cyclic peptide

Type de document :

Article dans une revue

Domaine :

Chimie / Chimie organique

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https://hal-unilim.archives-ouvertes.fr/hal-00697324
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Soumis le : mardi 15 mai 2012 - 10:26:09
Dernière modification le : mardi 25 février 2020 - 16:16:12

An efficient route to VEGF-like peptide porphyrin conjugates via microwave-assisted 'click-chemistry'

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An efficient route to VEGF-like peptide porphyrin conjugates via microwave-assisted 'click-chemistry'

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