Extended scaffold glucuronides: to the universal synthesis of -aryl glucuronide prodrugs

We demonstrate that an extended scaffold based on a self-immolative linker (SIL) enables the universal production of O -aryl glucuronide prodrugs: high yield glucuronidation is performed on a precursor substrate (SIL) and the subsequent drug conjugation proceeds via less challenging chemical reactio...

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Bibliographic Details
Published in:Organic & biomolecular chemistry 2019-07, Vol.17 (29), p.697-6974
Main Authors: Walther, Raoul, Jarlstad Olesen, Morten T, Zelikin, Alexander N
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Summary:We demonstrate that an extended scaffold based on a self-immolative linker (SIL) enables the universal production of O -aryl glucuronide prodrugs: high yield glucuronidation is performed on a precursor substrate (SIL) and the subsequent drug conjugation proceeds via less challenging chemical reactions. An extended scaffold is the key to facile glucuronidation for the synthesis of prodrugs.
ISSN:1477-0520
1477-0539
DOI:10.1039/c9ob01384a