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Synthesis, Antioxidant and Antimicrobial Activity of a New Phloridzin Derivative for Dermo-Cosmetic Applications
Department of Life Sciences and Biotechnology, University of Ferrara, Via Fossato di Mortara 17-19, 44121 Ferrara, Italy
Department of Life Sciences, University of Modena and Reggio Emilia, viale Caduti in Guerra 127, 41121 Modena, Italy
Ambrosialab, Via Mortara 171, 44121 Ferrara, Italy
* Author to whom correspondence should be addressed.
Received: 7 September 2012; in revised form: 25 October 2012 / Accepted: 29 October 2012 / Published: 7 November 2012
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.
Keywords: phloridzin; F2; antioxidant activity; PCL; HPLC analysis; stability in dermocosmetic formulations; antifungal activity
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MDPI and ACS Style
Baldisserotto, A.; Malisardi, G.; Scalambra, E.; Andreotti, E.; Romagnoli, C.; Vicentini, C.B.; Manfredini, S.; Vertuani, S. Synthesis, Antioxidant and Antimicrobial Activity of a New Phloridzin Derivative for Dermo-Cosmetic Applications. Molecules 2012, 17, 13275-13289.
Baldisserotto A, Malisardi G, Scalambra E, Andreotti E, Romagnoli C, Vicentini CB, Manfredini S, Vertuani S. Synthesis, Antioxidant and Antimicrobial Activity of a New Phloridzin Derivative for Dermo-Cosmetic Applications. Molecules. 2012; 17(11):13275-13289.
Baldisserotto, Anna; Malisardi, Gemma; Scalambra, Emanuela; Andreotti, Elisa; Romagnoli, Carlo; Vicentini, Chiara B.; Manfredini, Stefano; Vertuani, Silvia. 2012. "Synthesis, Antioxidant and Antimicrobial Activity of a New Phloridzin Derivative for Dermo-Cosmetic Applications." Molecules 17, no. 11: 13275-13289.