Activation and stabilization of drugs by supramolecular pKa shifts: Drug-delivery applications tailored for cucurbiturils

Na'il Saleh, Apurba L. Koner, Werner M. Nau

Research output: Contribution to journalArticlepeer-review

244 Citations (Scopus)

Abstract

(Graph Presented) Controlling the drug supply: UV and NMR spectroscopic studies show that drugs such as omeprazole and lansoprazole, popular drugs for the treatment of gastric acid related diseases, are stable for several weeks by using cucurbit[7]uril as a macrocyclic host (see scheme). The drugs are also more rapidly converted into their active forms by an acid-promoted reaction catalyzed by a supramolecular pKa shift.

Original languageEnglish
Pages (from-to)5398-5401
Number of pages4
JournalAngewandte Chemie - International Edition
Volume47
Issue number29
DOIs
Publication statusPublished - Jul 7 2008
Externally publishedYes

Keywords

  • Cucurbiturils
  • Host-guest systems
  • Prodrugs
  • Proton-pump inhibitors
  • Protonation

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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