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Comparative LC–MS analysis of tropolone alkaloids from in vitro cultures and native sources of Gloriosa superba by Kendrick mass defect plots
Author(s) -
Zarev Yancho,
Popova Pavlinka,
Foubert Kenn,
Ionkova Iliana,
Pieters Luc
Publication year - 2020
Publication title -
phytochemical analysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.574
H-Index - 72
eISSN - 1099-1565
pISSN - 0958-0344
DOI - 10.1002/pca.2992
Subject(s) - chemistry , tropolone , mass spectrometry , chromatography , demethylation , phytochemical , tannin , electrospray , electrospray ionization , fragmentation (computing) , stereochemistry , organic chemistry , biochemistry , food science , gene , operating system , gene expression , computer science , dna methylation
Abstract Introduction Gloriosa superba L. is a promising antitumoural plant species as a source of colchicinoids. Ethnobotanical applications of G. superba are associated with different plant parts such as leaves, seeds, fruits, tuber and the whole plant. Objectives A comparative phytochemical study of purified extracts from in vitro cultures and native tubers of G. superba was carried out by ultrahigh‐performance liquid chromatography‐high‐resolution mass spectrometry (UHPLC‐HR‐MS) in combination with the mass defect filtering (MDF) technique. Material and methods The individual compounds were tentatively annotated using database correlations, retention time (Rt), accurate m/z data obtained by electrospray ionisation (ESI) (+)‐HR‐MS, proposed elemental composition, ring double bond equivalent (RDBeq) values and HR‐MS/MS fragmentation patterns. Moreover, the identification was based on transforming the exact mass ratio ( m/z ) for the protonated molecular ions [М + Н] + of the observed metabolites in Kendrick nominal masses (NKMs) and calculation of the Kendrick mass defect (KMD), which made it possible to graphically present the ion peaks in Kendrick plots. Results Building Kendrick plots allows easy differentiation of small structural differences such as methylation or demethylation of compounds from the same homologous series. In this way, a wide range of tropolone alkaloids was characterised. A greater variety was observed in in vitro cultures, compared to native sources. Conclusion This LC–MS analysis unambiguously demonstrated the presence of tropolone alkaloids in in vitro cultures of G. superba . This approach of LC–MS data interpretation can be used to understand complex mass spectra such as those of plant extracts.