Novel Bioconjugates of Aminolevulinic
Acid with Nucleosides

Patrice Gurba; Ramakrishnan Vallinayagam; Frédéric Schmitt; Julien Furrer; Lucienne Juillerat-Jeanneret; Reinhard Neier

doi:10.1055/s-0028-1083241

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Synthesis 2008(24): 3957-3962
DOI: 10.1055/s-0028-1083241

PAPER

Novel Bioconjugates of Aminolevulinic Acid with Nucleosides

Patrice Gurba^a, Ramakrishnan Vallinayagam^a, Frédéric Schmitt^b, Julien Furrer^a, Lucienne Juillerat-Jeanneret^b, Reinhard Neier*^a
^a Institut de Chimie, Université de Neuchâtel, Rue Emile-Argand 11, PO 158, 2009 Neuchatel, Switzerland
Fax: +41(32)7182511; e-Mail: Reinhard.Neier@unine.ch;
^b Institut de Pathologie, Centre Hospitalier Universitaire Vaudois (CHUV) et Université de Lausanne (UNIL), Bugnon 25, 1011 Lausanne, Switzerland

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Publikationsverlauf

Received 2 September 2008
Publikationsdatum:
01. Dezember 2008 (online)

Abstract
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Abstract

Esters and amino acid derivatives of 5-aminolevulinic acid (ALA) are efficient prodrugs for the production of protoporphyrin IX (PpIX), which has been used in photodynamic cancer therapy (PDT). The synthesis of novel bioconjugates combining ALA with adenosine and thymidine is reported. The novel bioconjugates have been made using a robust methodology. The new class of prodrugs contains one, two, or three ALA per molecule. Preliminary cell tests in human cancer cell lines indicate that the thymidine conjugate of ALA is an efficient prodrug for PDT.

Key words

nucleosides - esterification - porphyrins - photochemistry - anticancer agent

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