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Bis[(para-methoxy)benzyl] phosphonate prodrugs with improved stability and enhanced cell penetration

Authors :
Dang, Qun
Liu, Yan
Rydzewski, Robert M.
Brown, Brian S.
Robinson, Edward
van Poelje, Paul D.
Colby, Timothy J.
Erion, Mark D.
Source :
Bioorganic & Medicinal Chemistry Letters. Jun2007, Vol. 17 Issue 12, p3412-3416. 5p.
Publication Year :
2007

Abstract

Abstract: A series of substituted bis[(para-methoxy)benzyl] (bisPMB) esters of 1-naphthalenemethylphosphonate (NMPA) were synthesized and evaluated as phosphonate prodrugs. BisPMB NMPA esters (4b and 4c) with significantly improved aqueous stability were identified that also resulted in increased intracellular levels of NMPA following prodrug incubation with primary rat hepatocytes. [Copyright &y& Elsevier]

Details

Language :
English
ISSN :
0960894X
Volume :
17
Issue :
12
Database :
Academic Search Index
Journal :
Bioorganic & Medicinal Chemistry Letters
Publication Type :
Academic Journal
Accession number :
25342254
Full Text :
https://doi.org/10.1016/j.bmcl.2007.03.089