Issue 21, 2005
From the journal:

Organic & Biomolecular Chemistry

New prodrugs derived from 6-aminodopamine and 4-aminophenol as candidates for melanocyte-directed enzyme prodrug therapy (MDEPT)†

Sarah Knaggs,a   Hugh Malkin,a   Helen M. I. Osborn,*b   Nana Aba O. Williamsa  and  Parveen Yaqoobc  

* Corresponding authors

a School of Chemistry, University of Reading, Whiteknights, Reading, UK

b School of Pharmacy, University of Reading, Whiteknights, Reading, UK
E-mail: h.m.i.Osborn@rdg.ac.uk
Fax: +44 (0) 118 378 6331
Tel: +44 (0) 118 378 7338

c School of Food Biosciences, University of Reading, Whiteknights, Reading, UK

Abstract

Two novel tyrosinase mediated drug delivery pathways have been investigated for the selective delivery of cytotoxic units to melanocytes from urea and thiourea prodrugs. The synthesis of these prodrugs is reported, as well as oximetry data that illustrate that the targets are substrates for tyrosinase. The stability of each of the prodrugs in (i) phosphate buffer and (ii) bovine serum is discussed, and the urea prodrugs are identified as lead candidates for further studies. Finally, HPLC studies and preliminary cytotoxicity studies in a melanotic and an amelanotic cell line, that illustrate the feasibility of the approach, are presented.

Graphical abstract: New prodrugs derived from 6-aminodopamine and 4-aminophenol as candidates for melanocyte-directed enzyme prodrug therapy (MDEPT)

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Article information

DOI
https://doi.org/10.1039/B506404J
Article type
Paper
Submitted
09 May 2005
Accepted
08 Sep 2005
First published
05 Oct 2005

Org. Biomol. Chem., 2005,3, 4002-4010

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New prodrugs derived from 6-aminodopamine and 4-aminophenol as candidates for melanocyte-directed enzyme prodrug therapy (MDEPT)

S. Knaggs, H. Malkin, H. M. I. Osborn, N. A. O. Williams and P. Yaqoob, Org. Biomol. Chem., 2005, 3, 4002 DOI: 10.1039/B506404J

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