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

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

doi:10.1002/anie.200801054

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

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

Research output: Contribution to journal › Article › peer-review

258 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 pK_a shift.

Original language	English
Pages (from-to)	5398-5401
Number of pages	4
Journal	Angewandte Chemie - International Edition
Volume	47
Issue number	29
DOIs	https://doi.org/10.1002/anie.200801054
Publication status	Published - Jul 7 2008
Externally published	Yes

Keywords

Cucurbiturils
Host-guest systems
Prodrugs
Proton-pump inhibitors
Protonation

ASJC Scopus subject areas

Catalysis
General Chemistry

Access to Document

10.1002/anie.200801054

Cite this

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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.",

keywords = "Cucurbiturils, Host-guest systems, Prodrugs, Proton-pump inhibitors, Protonation",

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AU - Nau, Werner M.

PY - 2008/7/7

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KW - Cucurbiturils

KW - Host-guest systems

KW - Prodrugs

KW - Proton-pump inhibitors

KW - Protonation

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