Abstract

European Journal of Mass Spectrometry
Volume 16 Issue 1, Pages 73–80 (2010)
doi: 10.1255/ejms.1027

Dissociation of nystatin and amphotericin analogues: characterisation of minor anti-fungal macrolides

Ales Ulrych,^a Peter J. Derrick,^b Frantisek Adamek,^c Petr Novák,^a,e Karel Lemr^a,d and Vladimir Havlicek^a,d,*
aInstitute of Microbiology, Academy of Sciences of the Czech Republic, Videnska 1083, Prague 4, Czech Republic. vlhavlic@biomed.cas.cz
^bMassey University, Palmerston North, New Zealand
^cVUAB Pharma, Roztoky u Prahy, Czech Republic
^dPalacky University, Department of Analytical Chemistry, Olomouc, Czech Republic
^eCharles University, Faculty of Science, Prague, Czech Republic

Tandem mass spectrometry combined with Fourier transform ion cyclotron resonance (FT-ICR) has been the basis for rationalizing the fragmentation mechanisms of anti-fungal macrolides nystatin A₁, amphotericin B and pimaricin. The positive ion mass spectra were not informative, however, the dissociation of deprotonated molecules led to structurally significant ring-opened fragments. Using this approach of tandem FT-ICR mass spectrometry and electrospray ionisation coupled with high-performance liquid ­chromatography (HPLC), 11 macrolide natural analogues or degradation products were characterised in the nystatin mixture.

Keywords: nystatin, antibiotics, amphotericin, mass spectrometry, ion cyclotron resonance, separation

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