The reaction of an arabinogalactan polysaccharide with 3-hydroxyflavones (3-hydroxyflavone, 5-methoxy3-hydroxyflavone, quercetin) in aqueous solutions was studied for the first time using spectral methods (IR, UV, heteronuclear NMR). It was found that the arabinogalactan in aqueous solution formed molecular complexes with the diketo-forms of the 3-hydroxyflavones and increased their solubility in water, thereby exhibiting hydrotropic properties relative to these compounds. It was shown that the 3-hydroxyflavone diketo-forms formed because water weakened the intramolecular H-bonds that stabilized their enol forms.
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We thank D. Toryashinova (now deceased) for recording the IR spectra.
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Translated from Khimiya Prirodnykh Soedinenii, No. 5, September–October, 2012, pp. 649–653.
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Pogodaeva, N.N., Medvedeva, S.A., Sukhov, B.G. et al. Spectroscopic study of the reaction of a natural arabinogalactan polysaccharide with 3-hydroxyflavones in aqueous solutions. Chem Nat Compd 48, 723–727 (2012). https://doi.org/10.1007/s10600-012-0368-0
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DOI: https://doi.org/10.1007/s10600-012-0368-0