Synthesis, Antioxidant and Antimicrobial Activity of a New Phloridzin Derivative for Dermo-Cosmetic Applications

Abstract

The phenolic compound phloridzin (phloretin 2′-O-glucoside, variously named phlorizin, phlorrhizin, phlorhizin or phlorizoside) is a prominent member of the chemical class of dihydrochalcones, which are phenylpropanoids. Phloridzin is specifically found in apple and apple juice and known for its biological properties. In particular we were attracted by potential dermo-cosmetic applications. Here we report the synthesis, stability studies and antimicrobial activity of compound F2, a new semi-synthetic derivative of phloridzin. The new derivative was also included in finished formulations to evaluate its stability with a view to a potential topical use. Stability studies were performed by HPLC; PCL assay and ORAC tests were used to determine the antioxidant activity. F2 presented an antioxidant activity very close to that of the parent phloridzin, but, unlike the latter, was more stable in formulations. To further explore potential health claims, antifungal activity of phloridzin and its derivative F2 were determined; the results, however, were rather low; the highest value was 31,6% of inhibition reached by F2 on Microsporum canis at the highest dose.

Analysis of Polyphenolic Compounds in Extracts from Leaves of SomeMalus domesticaCultivars: Antiradical and Antimicrobial Analysis of These Extracts

“…A high contribution was also observed for hyperoside in ED j and ED e extracts from “Jonagold” and “Elstar” cultivars (13.3%). Some authors confirm significant antioxidant features of phloridzin [37, 38]. Our research demonstrated that the antiradical activity of phloridzin is high: TAU 734/mg = 3.2 ± 0.15 (Trolox = 5.5 ± 0.1).…”

Antioxidant Activity of Cosmetic Formulations Based on Novel Extracts from Seeds of Brazilian <i>Araucaria angustifolia</i> (Bertoll) Kuntze

“…The ORAC assay was carried out on a Fluoroskan FL® ascent (Thermo Fisher Scientific, Inc. Waltham, MA, USA) with fluorescent filters (excitation wavelength: 485 nm; emission filter: 538 nm), following the procedure by Hong, Guohua & Ronald properly adapted as reported in a previous work [19]. Briefly, in the final assay mixture (0.2 mL total volume), fluorescein sodium salt (85 nM) was used as a target of free radical with 2,2'-azobis (2-amidinopropane) dihydrochloride (AAPH) as a peroxyl radical generator.…”

Phlorizin administration ameliorates cognitive deficits by reducing oxidative stress, tau hyper‐phosphorylation, and neuroinflammation in a rat model of Alzheimer’s disease

“…Phlorizin belongs to the chalcone class of organic compounds and exists in various plants, especially abundant in apples (Ehrenkranz et al, 2005). Since its isolation from the bark of the apple tree 180 years ago, it has been used in human medicine for long due to its extensive bioactivities (Baldisserotto et al, 2012;Gosch et al, 2010). Currently, numerous studies revealed the anti-diabetic effect (Mei et al, 2016;Zhao et al, 2004), antioxidant (Hao et al, 2018;Rezk et al, 2002), anti-inflammatory (Chang et al, 2012;Yuan et al, 2017) and anti-obesity activities (Shin et al, 2016) of phlorizin.…”