Abstract
Phloroglucinol is a powerful antioxidant compound and an active pharmaceutical ingredient used in the management of intestinal spasms. In this report, we describe the interaction of γ-cyclodextrin with phloroglucinol to readily form a solid inclusion compound with 1:1 by co-dissolution and freeze-drying. Solid-state characterisation using FT-IR, thermal analyses (TGA and DTA) and X-ray powder diffraction confirmed the formation of a true inclusion compound (γ-CD·PG) in which the molecules of γ-CD are stacked into channels. This spatial arrangement is typical of γ-CD inclusion compounds, and it allows for the guest molecules to be located inside these channels. The evaluation of the antiradical potential of γ-CD·PG (against O2•− and NO•) on different steps of the digestive process (mouth, gastric and intestinal phases) led us to conclude that the inclusion of phloroglucinol promoted better antioxidant activity at the end of the digestion when compared to the free phloroglucinol.
Highlights
The H5 and H6 protons of γ‐CD appear as a single resonance with a maximum at 3.75 ppm, slightly shifted in comparison with the values reported for pure γ‐CD
Note that the H5 protons are located inside the cavity of γ‐CD, and a shift in their signal is associated with the formation of in‐
We investigated the formation of the γ‐CD∙PG both in solution and in the solid state
Summary
Pound found in certain plant species, bacteria and brown algae [1] and is used as an antispasmodic agent in commercial pharmaceutical formulations. Trolox equivalents in the Trolox equivalent antioxidant capacity assay [6] This compound was demonstrated to effectively scavenge reactive oxygen species (ROS) in skin cells, protecting them from the damaging effect of UVB exposure [7]. Tion is reported only by cross‐linking with starch with a strong reduction in the antioxidant activity because the hydroxyl groups involved in the cross‐linking bonds becomes unavailable for radical scavenging [9]. Sci. 2022, 12, 2340 it lowers the radical scavenging action of phloroglucinol, hinting at a sustained release effect
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