One-pot synthesis of a new antifungal polymerisable monomer and its characterisation by coordination-ion spray mass spectrometry.

Rapid Commun Mass Spectrom

Université de Nice-Sophia Antipolis, Laboratoire de Chimie des Matériaux Organiques et Métalliques, CMOM, UFR Sciences, Parc Valrose, 06108 Nice Cedex 2, France.

Published: August 2011

We have investigated the synthesis of a new antifungal agent with a polymerisable moiety for the prevention of denture stomatisis. Nystatin (antifungal polyene) is modified in one step by reaction with isocyanatoethylmethacrylate to afford a new polymerisable antifungal agent in good yield (90%). In order to prove the monografting of the acrylate derivative and to localise the new group in the skeleton of the molecule, a rapid and efficient analytical method involving electrospray ionisation mass spectrometry (ESI-MS) was developed for the study. In view of the structures of such antifungal agents, their complexation with metal cations was investigated by Coordination-Ion Spray Mass Spectrometry (CIS-MS). This mass spectrometry study covers two aspects: improving the MS signal to overcome the low ionisation efficiency in ESI-MS and exploring the complexation behaviour of the induced structure to optimise the antifungal properties.

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http://dx.doi.org/10.1002/rcm.5089DOI Listing

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