Thermal Degradation Kinetics and pH-Rate Profiles of Iriflophenone 3,5-C-β-d-diglucoside, Iriflophenone 3-C-β-d-Glucoside and Mangiferin in Aquilaria crassna Leaf Extract

Molecules. 2020 Oct 23;25(21):4898. doi: 10.3390/molecules25214898.

Abstract

The health benefits of the Aquilaria crassna Pierre ex Lecomte leaf extract (AE) make it very useful as an ingredient in food and pharmaceutical products. Iriflophenone 3,5-C-β-d-diglucoside (1), iriflophenone 3-C-β-d-glucoside (2) and mangiferin (3) are bioactive compounds of AE. We assessed the stability of AE by investigating the thermal degradation kinetics and shelf-life (t90%) of compounds 1, 2 and 3 using Arrhenius plot models and studied their pH-rate profiles. The results demonstrate that 1 and 2 were degraded, following a first-order kinetic reaction. The degradation of 3 followed first-order reaction kinetics when present in a solution and second-order reaction kinetics in the dried powder form of the extract. According to the first-order kinetic model, the predicted shelf-life (t90%) of the extract at 25 °C in dried form for compound 1 was 989 days with activation energy 129.86 kJ·mol-1, and for 2 it was 248 days with activation energy 110.57 kJ·mol-1, while in the extract solution, the predicted shelf-life of compounds 1-3 was 189, 13 and 75 days with activation energies 86.83, 51.49 and 65.28 kJ·mol-1, respectively. In addition, the pH-rate profiles of 1-3 indicated that they were stable in neutral to acidic environments.

Keywords: Aquilaria crassna; Arrhenius plot; pH-rate profile; thermal degradation kinetics.

MeSH terms

  • Glucosides / chemistry*
  • Hydrogen-Ion Concentration
  • Kinetics
  • Plant Extracts / chemistry*
  • Plant Leaves / chemistry*
  • Plant Lectins / chemistry*
  • Temperature*
  • Thymelaeaceae / chemistry*
  • Xanthones / chemistry*

Substances

  • Glucosides
  • Plant Extracts
  • Plant Lectins
  • Xanthones
  • iriflophenone
  • mangiferin