Synthesis, Antioxidant and Antimicrobial Activity of a New Phloridzin Derivative for Dermo-Cosmetic Applications
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 kno...
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MDPI AG
2012-11-01
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Series: | Molecules |
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Online Access: | http://www.mdpi.com/1420-3049/17/11/13275 |
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author | Silvia Vertuani Stefano Manfredini Chiara Beatrice Vicentini Carlo Romagnoli Elisa Andreotti Emanuela Scalambra Anna Baldisserotto Gemma Malisardi |
author_facet | Silvia Vertuani Stefano Manfredini Chiara Beatrice Vicentini Carlo Romagnoli Elisa Andreotti Emanuela Scalambra Anna Baldisserotto Gemma Malisardi |
author_sort | Silvia Vertuani |
collection | DOAJ |
description | 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. |
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institution | Directory Open Access Journal |
issn | 1420-3049 |
language | English |
last_indexed | 2024-12-11T13:43:40Z |
publishDate | 2012-11-01 |
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series | Molecules |
spelling | doaj.art-12da6d57ee34408989f61b41a57bc59a2022-12-22T01:04:38ZengMDPI AGMolecules1420-30492012-11-011711132751328910.3390/molecules171113275Synthesis, Antioxidant and Antimicrobial Activity of a New Phloridzin Derivative for Dermo-Cosmetic ApplicationsSilvia VertuaniStefano ManfrediniChiara Beatrice VicentiniCarlo RomagnoliElisa AndreottiEmanuela ScalambraAnna BaldisserottoGemma MalisardiThe 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.http://www.mdpi.com/1420-3049/17/11/13275phloridzinF2antioxidant activityPCLHPLC analysisstability in dermocosmetic formulationsantifungal activity |
spellingShingle | Silvia Vertuani Stefano Manfredini Chiara Beatrice Vicentini Carlo Romagnoli Elisa Andreotti Emanuela Scalambra Anna Baldisserotto Gemma Malisardi Synthesis, Antioxidant and Antimicrobial Activity of a New Phloridzin Derivative for Dermo-Cosmetic Applications Molecules phloridzin F2 antioxidant activity PCL HPLC analysis stability in dermocosmetic formulations antifungal activity |
title | Synthesis, Antioxidant and Antimicrobial Activity of a New Phloridzin Derivative for Dermo-Cosmetic Applications |
title_full | Synthesis, Antioxidant and Antimicrobial Activity of a New Phloridzin Derivative for Dermo-Cosmetic Applications |
title_fullStr | Synthesis, Antioxidant and Antimicrobial Activity of a New Phloridzin Derivative for Dermo-Cosmetic Applications |
title_full_unstemmed | Synthesis, Antioxidant and Antimicrobial Activity of a New Phloridzin Derivative for Dermo-Cosmetic Applications |
title_short | Synthesis, Antioxidant and Antimicrobial Activity of a New Phloridzin Derivative for Dermo-Cosmetic Applications |
title_sort | synthesis antioxidant and antimicrobial activity of a new phloridzin derivative for dermo cosmetic applications |
topic | phloridzin F2 antioxidant activity PCL HPLC analysis stability in dermocosmetic formulations antifungal activity |
url | http://www.mdpi.com/1420-3049/17/11/13275 |
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