Molecules · 2008 · 45 citations · 17 references
PharmacyMedicinal ChemistryPharmacologyDrug DiscoveryProdrug DesignSynthetic Medicinal ChemistryAmino Acid ProdrugsEnzymatic Cleavage StrategiesEnzyme InhibitionGastrointestinal PharmacologyPeptide ProdrugsReceptor PharmacologyAmino Acid Ester ProdrugsEnzyme-cleavable ProdrugsEster DegradationEsterase ActivityEsterase-mediated ActivationPeptide Prodrug Design
The compound L-valine-3-{8-[(E)-2-[3-methoxyphenyl)ethenyl]-7-methyl-1-propargylxanthine-3-yl}propyl ester hydrochloride (MSX-4) was synthesized as an amino acid ester prodrug of the adenosine A2A receptor antagonist MSX-2. It was found to be stable in artificial gastric acid, but readily cleaved by pig liver esterase.
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Amino Acid Ester Prodrugs of Acyclovir
Lilia M. Beauchamp, G. Faye Orr, P de Miranda et al. · Antiviral chemistry & chemotherapy · 1992 · 214 citations · Full text
Davide Quarta, Sergi Ferré, Marcello Solinas et al. · Journal of Neurochemistry · 2004 · 164 citations
Jörg Hockemeyer, Joachim C. Burbiel, Christa E. Müller · The Journal of Organic Chemistry · 2004 · 138 citations