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

Franklin Smyth, Stephen McClean, Catherine Hack, VN Ramachandran, B Doherty, C Joyce, F O'Donnell, Thomas Smyth, E O'Kane, P Brooks

Research output: Contribution to journalArticle

11 Citations (Scopus)

Abstract

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. (c) 2006 Elsevier Ltd. All rights reserved.
LanguageEnglish
Pages572-582
JournalTRAC-TRENDS IN ANALYTICAL CHEMISTRY
Volume25
Issue number6
DOIs
Publication statusPublished - Jun 2006

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Electrospray ionization
Liquid chromatography
Biological Products
Mass spectrometry
Pharmaceutical Preparations
Quinolines
Arsenals
Peptides
Cloning
Plant Extracts
Molecular mass
Hypnotics and Sedatives
Nicotine
Amines
Skin
Complementary DNA
Ions
Degradation
Molecules

Cite this

Smyth, Franklin ; McClean, Stephen ; Hack, Catherine ; Ramachandran, VN ; Doherty, B ; Joyce, C ; O'Donnell, F ; Smyth, Thomas ; O'Kane, E ; Brooks, P. / The characterisation of synthetic and natural-product pharmaceuticals by electrospray ionisation-mass spectrometry (ESI-MS) and liquid chromatography (LC)-ESI-MS. In: TRAC-TRENDS IN ANALYTICAL CHEMISTRY. 2006 ; Vol. 25, No. 6. pp. 572-582.
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The characterisation of synthetic and natural-product pharmaceuticals by electrospray ionisation-mass spectrometry (ESI-MS) and liquid chromatography (LC)-ESI-MS. / Smyth, Franklin; McClean, Stephen; Hack, Catherine; Ramachandran, VN; Doherty, B; Joyce, C; O'Donnell, F; Smyth, Thomas; O'Kane, E; Brooks, P.

In: TRAC-TRENDS IN ANALYTICAL CHEMISTRY, Vol. 25, No. 6, 06.2006, p. 572-582.

Research output: Contribution to journalArticle

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AU - McClean, Stephen

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AU - O'Kane, E

AU - Brooks, P

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AB - 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. (c) 2006 Elsevier Ltd. All rights reserved.

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