The characterization of synthetic and natural-product pharmaceuticals by electrospray ionisation-mass spectrometry (ESI-MS) and liquid chromatography (LC)-ESI-MS

W F Smyth; S McClean; C J Hack; V N Ramachandran; B Doherty; C Joyce; F O'Donnell; T J Smyth; E O'Kane; Peter R Brooks

doi:10.1016/j.trac.2006.04.003

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The characterization of synthetic and natural-product pharmaceuticals by electrospray ionisation-mass spectrometry (ESI-MS) and liquid chromatography (LC)-ESI-MS

Journal article

Peer reviewed

The characterization of synthetic and natural-product pharmaceuticals by electrospray ionisation-mass spectrometry (ESI-MS) and liquid chromatography (LC)-ESI-MS

W F Smyth, S McClean, C J Hack, V N Ramachandran, B Doherty, C Joyce, F O'Donnell, T J Smyth, E O'Kane and Peter R Brooks

Trends in Analytical Chemistry, Vol.25(6), pp.572-582

2006

DOI: https://doi.org/10.1016/j.trac.2006.04.003

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Abstract

bioactive peptide

drug characterisation by LC-ESI-MS

drugs of small molecular mass

electrospray ionisation-mass spectrometry

ESI-MS

fragmentation pattern

LC-ESI-MS

liquid chromatography-electrospray ionisation-mass spectrometry

natural-product pharmaceutical

This article considers the application of topical analytical techniques - electrospray ionisation-mass spectrometry (ESI-MS) and liquid chromatography (LC)-ESI-MS - to the characterisation of selected small molecular-mass synthetic and natural-product pharmaceuticals, as well as bioactive peptides. We chose the synthetic drugs according to selected structural classes in which they give ESI signals primarily as [M + H]+ ions. The structural classes chosen to illustrate the application of ESI-MS and LC-ESI-MS to such drug characterisation are drugs with amine-containing side chains, drugs with N-containing saturated ring structures, and 1,4-benzodiazepines and other heterocyclic hypnotics. We then discuss potential natural-product pharmaceuticals, such as selected quinolines and nicotines. We next apply the technique to the characterisation of molecules of unknown structure present in plant extracts or fractions that possess antibacterial activity. Finally, we discuss the isolation and the characterisation of bioactive peptides from frog-skin secretions utilising an arsenal of MS tools as well as Edman degradation sequencing and cDNA cloning.

Details

Title: The characterization of synthetic and natural-product pharmaceuticals by electrospray ionisation-mass spectrometry (ESI-MS) and liquid chromatography (LC)-ESI-MS
Authors: W F Smyth (Author) - University of Ulster, United Kingdom
S McClean (Author) - University of Ulster, United Kingdom
C J Hack (Author) - University of Ulster, United Kingdom
V N Ramachandran (Author) - University of Ulster, United Kingdom
B Doherty (Author) - University of Ulster, United Kingdom
C Joyce (Author) - University of Ulster, United Kingdom
F O'Donnell (Author) - University of Ulster, United Kingdom
T J Smyth (Author) - University of Ulster, United Kingdom
E O'Kane (Author) - University of Ulster, United Kingdom
Peter R Brooks (Author) - University of the Sunshine Coast - Faculty of Science, Health and Education
Publication details: Trends in Analytical Chemistry, Vol.25(6), pp.572-582
Publisher: Elsevier BV
Date published: 2006
DOI: 10.1016/j.trac.2006.04.003
ISSN: 0165-9936
Organisation Unit: School of Science and Engineering - Legacy; University of the Sunshine Coast, Queensland; School of Science, Technology and Engineering; Centre for Bioinnovation
Language: English
Record Identifier: 99449731802621
Output Type: Journal article

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Collaboration types: Domestic collaboration; International collaboration
Web Of Science research areas: Chemistry, Analytical

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