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Synthesis and characterization of novel phosphonocarboxylate inhibitors of RGGT.

Abstract：

:Phosphonocarboxylate (PC) analogs of the anti-osteoporotic drugs, bisphosphonates, represent the first class of selective inhibitors of Rab geranylgeranyl transferase (RabGGTase, RGGT), an enzyme implicated in several diseases including ovarian, breast and skin cancer. Here we present the synthesis and biological characterization of an extended set of this class of compounds, including lipophilic derivatives of the known RGGT inhibitors. From this new panel of PCs, we have identified an inhibitor of RGGT that is of similar potency as the most active published phosphonocarboxylate, but of higher selectivity towards this enzyme compared to prenyl pyrophosphate synthases. New insights into structural requirements are also presented, showing that only PC analogs of the most potent 3rd generation bisphosphonates inhibit RGGT. In addition, the first phosphonocarboxylate-derived GGPPS inhibitor is reported.

journal_name

Eur J Med Chem

journal_title

European journal of medicinal chemistry

authors

Coxon FP,Joachimiak L,Najumudeen AK,Breen G,Gmach J,Oetken-Lindholm C,Way R,Dunford JE,Abankwa D,Błażewska KM

doi

10.1016/j.ejmech.2014.06.062

subject

Has Abstract

pub_date

2014-09-12 00:00:00

pages

77-89

eissn

0223-5234

issn

1768-3254

pii

S0223-5234(14)00591-1

journal_volume

84

pub_type

杂志文章

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