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<p>5-Hydroxy-6-methyluracil has been shown to react in aqueous medium with the natural oligosaccharide β-cyclodextrin (β-CD) to form a complex compound with a 1:1 stoichiometric composition. The stability constant of the complex (<i>K</i> ~ 10<sup>3</sup> L/mol) was determined and the thermodynamic parameters of complexation were calculated (∆<i>H</i>° = –41 ± 7 kJ/mol, ∆<i>S</i>° = –62 ± 11 J/(mol∙K), ∆<i>G</i>°<sub>296</sub> = –23 ± 4 kJ/mol] in the temperature range 296 – 321 K. A method for synthesizing the complex compound was proposed based on the results. The antiulcer activity of the complex was studied in acetylsalicylic and histamine ulcer models. The 5-hydroxy-6-methyluracil complex with β-cyclodextrin at a dose of 50 mg/kg was found to have pronounced antiulcer activity comparable to that of carbenoxolone at a dose of 100 mg/kg. Also, the amount of 5-hydroxy-6-methyluracil in the complex was only 11 wt%. The remaining 89 wt% was accounted for by β-CD.</p>

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Structure, Synthesis, and Antiulcer Activity of the Complex Compound of Hydroxymethyluracil with β-Cyclodextrin

  • 期刊论文

  • 发表日期：

    2025年10月1日

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  • N. S. Borisova,
  • Yu. S. Zimin,
  • A. R. Latypova,
  • A. R. Gimadieva,
  • A. G. Mustafin

摘要

5-Hydroxy-6-methyluracil has been shown to react in aqueous medium with the natural oligosaccharide β-cyclodextrin (β-CD) to form a complex compound with a 1:1 stoichiometric composition. The stability constant of the complex (K ~ 103 L/mol) was determined and the thermodynamic parameters of complexation were calculated (∆H° = –41 ± 7 kJ/mol, ∆S° = –62 ± 11 J/(mol∙K), ∆G°296 = –23 ± 4 kJ/mol] in the temperature range 296 – 321 K. A method for synthesizing the complex compound was proposed based on the results. The antiulcer activity of the complex was studied in acetylsalicylic and histamine ulcer models. The 5-hydroxy-6-methyluracil complex with β-cyclodextrin at a dose of 50 mg/kg was found to have pronounced antiulcer activity comparable to that of carbenoxolone at a dose of 100 mg/kg. Also, the amount of 5-hydroxy-6-methyluracil in the complex was only 11 wt%. The remaining 89 wt% was accounted for by β-CD.