Dopamine- and tyramine-based derivatives of triazenes: Activation by tyrosinase and implications for prodrug design

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Abstract

A range of triazene derivatives were synthesized and investigated as prodrug candidates for melanocyte-directed enzyme prodrug therapy (MDEPT). The prodrugs contained a tyramine or dopamine promoiety required for tyrosinase activation and this was joined via a urea functional group to the cytotoxic triazene. The stability of each of the prodrugs in phosphate buffer, human plasma and in mushroom tyrosinase is discussed. The identification of the main peak formed after the tyrosinase reaction was attempted by LC-MS and the conversion of prodrug to the quinone was confirmed.
Original languageUnknown
Pages (from-to)3228-3234
JournalEuropean Journal of Medicinal Chemistry
Volume44
Issue number8
DOIs
Publication statusPublished - 1 Jan 2009

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