Abstract
Complexation of a series of flavonols with Mg2 +, Ca2 +, and Ba2 + ions was studied by FAB mass spectrometry. The mass spectra of flavonol solutions containing magnesium ions revealed formation of 1 : 2 complexes MgL2, undetectable by spectrophotometric and spectrofluorimetric methods. Experiments with a crown-substituted flavonol revealed formation of not unly previously known chelate complexes MgL and Mg2L, but also of the 1 : 2 complex MgL2 and crown complex MgHL. The barium ions form with the crown-substituted flavonol two types of “sandwich” complexes: Ba(HL)2 and Ba2(HL)2. With the Ca2 + ions, such complexes are not formed, and only the fragmentation product of the complex Ca(HL)2 was detected.
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REFERENCES
Flavonoids: Advances in Research, London: Pergamon, 1982.
Georgievskii, V.G., Rybachenko, A.L., and Kazakov, A.L., Fiziko-khimicheskie i analiticheskie kharakteristiki flavonoidov (Physicochemical and Analytical Characteristics of Flavonoids), Rostov-on-Don: Rostov. Gos. Univ., 1980.
Indicators, Bishop, E., Ed., Oxford: Pergamon, 1972.
Sandel, E.K., Colorimetric Determination of Traces of Metals, New York: Interscience, 1959.
Marczenko, Z., Kolorymetryczne oznaczanie prerwiaskow, Warsaw: Naukowo-Techniczne, 1968.
Klyshev, L.K., Bandyukova, V.A., and Alyukina, L.S., Flavonoidy rastenii (Vegetable Flavonoids), Alma-Ata: Nauka, 1982.
Paranich, A.V., Sichevs'ka, L.V., Roshal', O.D., Doroshenko, A.O., Grigorovich, O.V., Puz', O.V., and Kiivs'ka, I.S., Fotobiol. Fotomed., 2000, vol. 4,no. 1, p. 30.
Pivovarenko, V.G., Tuganova, A.V., Klimenko, A.S., and Demchenko, A.P., Cellular Mol. Biol. Lett., 1997, vol. 2,no. 2, p. 355.
Roshal', A.D., Grigorovich, A.V., Doroshenko, A.O., Pivovarenko, V.G., and Demchenko, A.P., Vestn. Khar'k. Gos. Univ., Khim., 1998, no. 2, p. 201.
Roshal, A.D., Grigorovich, A.V., Dorochenko, A.O., Pivovarenko, V.G., and Demchenko, A.P., J. Phys. Chem. A, 1998, vol. 102,no. 29, p. 5907.
Roshal, A.D., Grigorovich, A.V., Dorochenko, A.O., Pivovarenko, V.G., and Demchenko, A.P., J. Photochem. Photobiol. A: Chem., 1999, vol. 127,no. 1, p. 89.
Jyothi, A. and Rao, G.N., Spectrochim. Acta, Part A, 1987, vol. 43,no. 7, p. 961.
Takahashi, T., Habata, Y., and Okumashi, T., Supramol. Chem., 1993, vol. 2,no. 1, p. 295.
Fery-Forgues, S., Lavabre, D., and Roshal, A.D., New J. Chem., 1998, vol. 22,no. 6, p. 1531.
Li, Q.M., Dillen, L., and Claeys, M., Biol. Mass Spectrom., 1992, vol. 21,no. 2, p. 408.
Takayama, M., Fukai, T., Ichukava, K., and Nomura, T., Rapid Commun. Mass Spectrom., 1991, vol. 5,no. 1, p. 67.
Takayama, M., Fukai, T., Nomura, T., and Kazutetsu, N., Int. J. Mass Spectrom. Ion Processes, 1990, vol. 96,no. 1, p. 169.
Johnstone, R.A.W., Lewis, I.A.S., and Rose, M.E., Tetrahedron, 1983, vol. 39,no. 9, p. 1597.
Zang, H., Chu, I.H., Leming, S., and Dearden, D.V., J. Am. Chem. Soc., 1991, vol. 113,no. 19, p. 7415.
Takashi, T., Uchiyama, A., Yamada, K., Lynn, B.C., and Gokel, G.W., Supramol. Chem., 1993, vol. 2,no. 1, p. 177.
Ashton, P.R., Fenton, D.E., Prasad, R.N., Jindal, M., and Jain, M., Inorg. Chim. Acta, 1988, vol. 146,no. 1, p. 99.
Leskela, M., Niinisto, L., Nykanen, F., Soininen, P., and Tiitta, M., Thermochim. Acta, 1991, vol. 175,no. 1, p. 91.
Thompson, S.C., Cole-Hamilton, D.J., Gilliland, D., Hitchman, M.L., and Bain, J.C., Adv. Mater. Opt. Electron., 1992, vol. 1,no. 1, p. 81.
Partenopoulos, D.A. and Kasha, M., Chem. Phys. Lett., 1990, vol. 173,no. 2, p. 303.
Hiraoka, M., Crown Compounds. Their Characteristics and Applications, Amsterdam: Elsevier, 1982.
Synthetic Multidentate Macrocyclic Compounds, New York: Academic, 1978.
Dean, F.M. and Podimuang, V.J., J. Chem. Soc., 1965, no. 7, p. 3078.
Smith, M.A., Neumann, R.M., and Webb, R.A., J. Heterocycl. Chem., 1968, vol. 5,no. 2, p. 425.
Stewart, J.J.P., J. Comput. Chem., 1989, vol. 10,no. 2, p. 209.
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Munoz, A., Roshal', A.D., Richelme, S. et al. Identification and Structural Assessment of Alkaline-Earth Metal Complexes with Flavonols by FAB Mass Spectrometry. Russian Journal of General Chemistry 74, 438–445 (2004). https://doi.org/10.1023/B:RUGC.0000030403.41976.5c
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DOI: https://doi.org/10.1023/B:RUGC.0000030403.41976.5c