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Publication Details
AFRICAN RESEARCH NEXUS
SHINING A SPOTLIGHT ON AFRICAN RESEARCH
chemistry
Structure-fragmentation relationship and rapid dereplication of Buxus steroidal alkaloids by electrospray ionization-quadrupole time-of-flight mass spectrometry
Rapid Communications in Mass Spectrometry, Volume 27, No. 1, Year 2013
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Description
RATIONALE: Tandem mass spectrometric studies of natural products revealed the identification of key fragments which can be helpful for their rapid dereplication in plant extracts utilizing a liquid chromatography/tandem mass spectrometry (LC/MS/MS) approach, particularly for the thermally labile compounds. The knowledge of the collisioninduced dissociation (CID) fragmentation pattern of the molecule is essentially required prior to the analysis by LC/MS/MS. METHODS: The fragmentation patterns of eleven Buxus steroidal alkaloids were studied by using a positive ion electro-spray ionization quadrupole time-of-flight mass spectrometry (ESI-QqTOF-MS/MS) hybrid instrument. Chromatographic separation of a Buxus papillosa extract was achieved using a capillary HPLC system coupled with the mass instrument. RESULTS: ESI-QqTOF-MS (positive ion mode) showed the presence of several characteristic fragments which can be used to rapidly identify various classes of Buxus steroidal alkaloids. The presence of a cyclopropane ring in the cycloartenol skeleton and the hydroxyl group at C10 was found to effect on the fragmentation pattern and afford characteristic peaks. This study distinguishes between different types of Buxus steroidal alkaloids based on logical fragmentation pathways. This strategy was successfully applied in LC/ESI-QqTOF-MS/MS analysis of Buxus papillosa extract to investigate and characterize Buxus steroidal alkaloids and 14 compounds were identified as steroidal alkaloids. CONCLUSIONS: The knowledge of the fragmentation pattern was used for the rapid identification of this bioactive group of biosynthetically unique steroidal alkaloids in complex plant extracts of Buxus species, especially in the absence of any reference material, by combining key fragments, exact mass measurements and relative abundances of diagnostic fragment ions. Copyright © 2012 John Wiley & Sons, Ltd.
Authors & Co-Authors
Musharraf, Syed Ghulam
Pakistan, Karachi
University of Karachi
Goher, Madiha
Pakistan, Karachi
University of Karachi
Shahnaz, Salma
Pakistan, Karachi
University of Karachi
Choudhary, Mohammed Iqbal
Pakistan, Karachi
University of Karachi
Saudi Arabia, Jeddah
King Abdulaziz University
Rahman, Atta Ur
Pakistan, Karachi
University of Karachi
Statistics
Citations: 14
Authors: 5
Affiliations: 2
Identifiers
Doi:
10.1002/rcm.6441
ISSN:
09514198
e-ISSN:
10970231