Mass spectrometric study of colchicine and its synthetic derivatives 10-alkylthiocolchicines

Abstract

The mass spectra behaviour of five 10-alkylthiocolchicine derivatives has been studied using electron ionization and MALDI-TOF MS techniques. Fragmentation patterns of colchicines derivatives after EI have been investigated, as well as mass spectra after collision-induced dissociation (CID) MALDI have been used to gain structural information. To the best of our knowledge, this is the first time that the MALDI MS/MS data for colchicine and its alkylthio derivatives have been described. It has been shown also that the data derived from mass spectra can be used for identification/quantitative determination of natural and modified alkaloids of colchicine group. The detailed fragmentation pathways proposed here could be helpful for the characterization of other colchicines of these type. The utility of different ionization techniques for analysis of compounds of this class has been evaluated. Due to the cytotoxic activity towards tumour cell lines, 10-alkylthiocolchicines may be considered as the active ingredients of anticancer agents. If these compounds find use in medical treatment, their distribution in organism and their metabolism will have to be monitored by spectroscopic or spectrometric methods. The characteristic fragment ions may be used by Selected Reaction Monitoring method for determination of colchicine analogues.

Human Body Fluid Ions In colchicine complexes ESI MS, MADLI MS, Spectroscopic, DFT Studies and Fungicidal Activity of colchicine complexes With Sodium, Potassium, Magnesium and calcium carbonates and Sulphates

“…At the collision energy of 40 eV, single fragment ions appear and more profound fragmentation starts at 50-60 eV. As follows from the data obtained, that colchicine complexes of potassium are not prone to collisional dissociation in general, while sodium complexes decompose to form fragments that correspond to previously reported fragments of colchicine [24][25][26]. Complexes of colchicine with sodium sulfate show a greater resistance to collisions than those with sodium carbonate.…”

“…The same m/z values appear in collisionally induced dissociation as well as in previously published papers. [24][25][26]…”

“…It should be noted that the nanospray MS of colchicine and MS 2 of the m/z 400±0. [24][25][26] In the MALDI TOF MS spectra of colchicine and its complexes with alkali metal ions 2-5 with dithranol as a matrix: the ions [1+Na + ] and [1+K + ] respectively, were observed, the data (elemental composition and relative abundance) are given in Table. 2 below. MALDI as an ionization technique is less soft than ESI, because due to the laser use, the fragmentation occurs in spite of the protective role of the matrix and, as a result, in the TOF LD + mass spectra of colchicine complexes with both sodium and potassium salts some Table 3.…”

Comparative LC–MS analysis of tropolone alkaloids from in vitro cultures and native sources of Gloriosa superba by Kendrick mass defect plots

“…and not from the methoxy groups attached to the six-membered aromatic ring (Table 1). 14 After transforming the MS data and building up the Kendrick plot (Figure 2), the formation of several homologous series of precursor ions is clearly visible. The colchicine precursor ion is part of a homologous series (a) along with protonated pseudo- 2).…”

Molecular Docking Study of Biologically Active Ligand and the Insights of Synthesis, Characterization and In Vitro Studies of Derivatives of β-tubulin Polymerization Inhibitor as Antigout Agent

“…It is derived from the dried seeds of colchicine autumnal known as meadow saffron [10], naturally occurs as neutral molecule, it does not form salts because of its very low basicity.…”