title: Synthesis, antioxidant and antimicrobial activity of a  new phloridzin derivative for dermo-cosmetic applications.
abstract: The phenolic compound phloridzin (phloretin 2&#8242;-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.
authors.affiliation: Department of Life Sciences and Biotechnology, University of Ferrara, Via Fossato di Mortara 17-19, 44121 Ferrara, Italy. bldnna@unife.it
authors.forename: Anna
authors.initials: A
authors.lastname: Baldisserotto
authors.forename: Gemma
authors.initials: G
authors.lastname: Malisardi
authors.forename: Emanuela
authors.initials: E
authors.lastname: Scalambra
authors.forename: Elisa
authors.initials: E
authors.lastname: Andreotti
authors.forename: Carlo
authors.initials: C
authors.lastname: Romagnoli
authors.forename: Chiara Beatrice
authors.initials: CB
authors.lastname: Vicentini
authors.forename: Stefano
authors.initials: S
authors.lastname: Manfredini
authors.forename: Silvia
authors.initials: S
authors.lastname: Vertuani
mesh_terms: D000935:Antifungal Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D000975:Antioxidants / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D002626:Chemistry, Pharmaceutical; D003358:Cosmetics / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D004355:Drug Stability; D000431:Ethanol / Q000737:chemistry; D006863:Hydrogen-Ion Concentration; D057927:Hydrophobic and Hydrophilic Interactions; D008826:Microbial Sensitivity Tests; D008864:Microsporum / Q000187:drug effects*; D000442:Octanols / Q000737:chemistry; D010695:Phlorhizin / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D012997:Solvents / Q000737:chemistry; D014867:Water / Q000737:chemistry
chemical_list: D000935:Antifungal Agents; D000975:Antioxidants; D003358:Cosmetics; D000442:Octanols; D012997:Solvents; D014867:Water; D000431:Ethanol; D010695:Phlorhizin