Electrospray ionization mass spectrometry as a valuable tool in the characterization of novel primaquine peptidomimetic derivatives

• Type: Article in International Scientific Journal
• Date: 2009

Authors

Nuno Vale (Author) FCUP; Joana Matos (Author) Other; Rui Moreira (Author) Other; Paula Gomes (Author) FCUP

Journal

Title: European Journal of Mass Spectrometry

Vol. 15

Pages: 627-640

ISSN: 1469-0667

Publisher: IM PUBLICATIONS

Indexing

ISI Web of Knowledge - 3 Citations

Scopus - 3 Citations

Scientific classification

FOS: Natural sciences > Chemical sciences

Other information

Authenticus ID: P-003-PXC

DOI: 10.1255/ejms.1011

Abstract (EN): Novel primaquine-derived antimatarial!, have been extensively characterized by electrospray ionization-ion trap mass spectrometry (ESI-MS). Experiments by in-source collision-induced dissociation (CID) in the nozzle-skimmer region (NSR) or by tandem mass spectrometry (MS/MS) are shown to be most valuable tools for the physico-chemical. characterization of these 8-aminoquinolinic drugs that also bear the biologically relevant midazolidin-4-one scaffold. It was possible to find parallelism between compound stability in the NSR and its reactivity towards hydrolysis at physiological pH and T. Moreover, MS/MS fragmentation patterns were characteristic for each family, providing a means for structural. distinction of isomers and allowing interesting correlations to be found between the relative abundance of particular fragments and relevant structure-activity determinants, such as the Charton steric parameter, nu. In conclusion, this work provides a solid ground for establishing ESI-MS as a key toot for the physico-chemical characterization of biopharmaceuticals bearing the 8-aminoqunoline and/or the imidazolidin-4-one moieties.

Language: English

Type (Professor's evaluation): Scientific