Journal
CANADIAN JOURNAL OF CHEMISTRY
Volume 92, Issue 3, Pages 243-249Publisher
CANADIAN SCIENCE PUBLISHING, NRC RESEARCH PRESS
DOI: 10.1139/cjc-2013-0490
Keywords
supramolecular; cucurbit[7]uril; steroidal neuromuscular blocking agents; reversal agent; host-guest complex
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Funding
- Natural Sciences and Engineering Research Council of Canada
- Queen's University
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The complexations of three steroidal neuromuscular blocking agents, rocuronium, vecuronium, and pancuronium, by the cucurbit[7]uril host molecule have been investigated in aqueous solution using H-1 NMR spectroscopy and ESI mass spectrometry. The CB[7] binds to each of the two terminal cationic N-heterocyclic groups by means of ion-dipole interactions and hydrophobic effects, with stability constants in the order of vecuronium > pancuronium > rocuronium. This trend is different from those observed for the anionic substituted gamma-cyclodextrin (Sugammadex), currently employed as a neuromuscular blockade reversal agent, and an acylic glycoluril tetramer (Calabadion), recently reported to reverse both steroidal and benzylisoquinolium neuromuscular blocking agents in rats.
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