Identification of maloyl glucans from Euphorbia tirucalli by ESI-(−)-FT-ICR MS analyses

•Euphorbia tirucalli was analyzed for malic acid derivatives.•Five compounds were identified as maloyl glucans by ESI-(−)-FT-ICR MS.•Mechanism of mass fragmentation was proposed for each molecule. Euphorbia tirucalli aerial parts are popularly used in Brazil for cancer treatment. The elution of the...

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Bibliographic Details
Published in:	Phytochemistry letters Vol. 12; pp. 209 - 214
Main Authors:	Kuster, R.M., Caxito, M.L.C., Sabino, K.C.C., da Costa, H.B., Tose, L.V., Romão, W., Vaz, B.G., Silva, A.G.
Format:	Journal Article
Language:	English
Published:	Elsevier Ltd 01-06-2015
Subjects:	Crassulacean acid metabolism ESI-(−)-FT-ICR MS Euphorbia tirucalli Maloyl glucans Structure elucidation Maloyl glucans Crassulacean acid metabolism Euphorbia tirucalli ESI-(−)-FT-ICR MS Structure elucidation
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Summary:	•Euphorbia tirucalli was analyzed for malic acid derivatives.•Five compounds were identified as maloyl glucans by ESI-(−)-FT-ICR MS.•Mechanism of mass fragmentation was proposed for each molecule. Euphorbia tirucalli aerial parts are popularly used in Brazil for cancer treatment. The elution of the aqueous extract of the plant on silica gel C-18 cartridge furnished a water-soluble fraction, which was analyzed directly into the electrospray ionization (ESI) source combined with Fourier transform ion cyclotron resonance mass spectrometry (FT-ICR MS) and characterized as a mixture of malic acid glycosides 1–5. The compounds were detected in their deprotonated form [M−H]−, where their exact mass (mass error lower than 1ppm), molecular formula (CnHhOo), double bond equivalent (DBE) and connectivity were determined from ESI-(−)-MS and ESI-(−)-MS/MS experiments. The presence of malic acid and glucose, as part of the structures, could originate from crassulacean acid metabolism (CAM) of the plant.
ISSN:	1874-3900 1876-7486
DOI:	10.1016/j.phytol.2015.04.008