Mass spectrometry with electrospray ionization (ESI-MS) was used for the first time to study the formation of supramolecular complexes of glycyrrhetic acid (GLA) with benzimidazole (BMZ) derivatives (9-diethylaminoethyl-2,3-dihydroimidazo[1,2-a]benzimidazole dihydrochloride). ESI-MS spectra showed peaks for non-covalent complexes of GLA with BMZ that contained from 3 to 7 GLA molecules and one BMZ molecule (3:1, 4:1, 5:1, 6:1, and 7:1). Peaks for non-covalent complexes corresponding to ions containing one or two GLA molecules and one BMZ molecule (1:1 and 2:1) were not observed. Increasing the GLA mole fraction in the samples increased the peak intensities of the GLA–BMZ complexes. GLA self-assembly and GLA complexation with BMZ occurred simultaneously and were competitive.
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The work was sponsored by the RF Ministry of Education and Science under State Task on Project No. 1895.
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Translated from Khimiya Prirodnykh Soedinenii, No. 2, March–April, 2016, pp. 230–233.
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Vetrova, E.V., Borisenko, N.I. & Filonova, O.V. Mass Spectrometry of Self-Assembled Supramolecular Structures of Glycyrrhetic Acid with Benzimidazole. Chem Nat Compd 52, 262–265 (2016). https://doi.org/10.1007/s10600-016-1609-4
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DOI: https://doi.org/10.1007/s10600-016-1609-4