title: One-pot synthesis of a new antifungal polymerisable monomer and its characterisation by coordination-ion spray mass spectrometry.
abstract: 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.
authors.affiliation: Université de Nice-Sophia Antipolis, Laboratoire de Chimie des Matériaux Organiques et Métalliques, CMOM, UFR Sciences, Parc Valrose, 06108 Nice Cedex 2, France.
authors.forename: C
authors.initials: C
authors.lastname: Zerbib
authors.forename: S
authors.initials: S
authors.lastname: Amigoni
authors.forename: E
authors.initials: E
authors.lastname: Taffin de Givenchy
authors.forename: L
authors.initials: L
authors.lastname: Massi
authors.forename: I
authors.initials: I
authors.lastname: Precheur
authors.forename: F
authors.initials: F
authors.lastname: Guittard
mesh_terms: D000935:Antifungal Agents / Q000138:chemical synthesis* / Q000737:chemistry*; D002851:Chromatography, High Pressure Liquid; D003300:Copper / Q000737:chemistry; D017953:Isocyanates / Q000737:chemistry*; D008689:Methacrylates / Q000737:chemistry*; D009566:Nitrates / Q000737:chemistry; D009761:Nystatin / Q000138:chemical synthesis* / Q000737:chemistry*; D058105:Polymerization; D021241:Spectrometry, Mass, Electrospray Ionization / Q000379:methods*; D017967:Zinc Compounds / Q000737:chemistry
chemical_list: D000935:Antifungal Agents; D017953:Isocyanates; D008689:Methacrylates; D009566:Nitrates; D017967:Zinc Compounds; C037922:isocyanatomethacrylate; D009761:Nystatin; D003300:Copper; C516433:copper(II) nitrate; C042103:zinc nitrate