Synlett 2002(1): 0164-0166
DOI: 10.1055/s-2002-19327
© Georg Thieme Verlag Stuttgart · New York

Synthesis and β-Glucuronidase Mediated Cleavage of an Alcohol Prodrug Incorporating a Double Spacer Moiety

Sébastien Papot, Freddy Rivault, Isabelle Tranoy, Jean-Pierre Gesson*
UMR 6514, Université de Poitiers et CNRS, 40 avenue du Recteur Pineau, 86022 Poitiers, France
Further Information

Publication History

Received 12 November 2001
Publication Date:
01 February 2007 (online)


An alcohol prodrug has been prepared by incorporation of two spacer groups between the trigger (glucuronic acid) and nitroveratryl alcohol, used as a model. Release of the latter has been observed after hydrolysis of the glycoside by β-glucuronidase. Such prodrugs may find application in ADEPT or PMT protocols in cancer chemotherapy.