Rosmarinic and Glycyrrhetinic Acid-Modified Layered Double Hydroxides as Functional Additives for Poly(Lactic Acid)/Poly(Butylene Succinate) Blends

Immobilizing natural antioxidant and biologically active molecules in layered double hydroxides (LDHs) is an excellent method to retain and release these substances in a controlled manner, as well as protect them from thermal and photochemical degradation. Herein, we describe the preparation of host...

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Main Authors: Francesca Cicogna, Elisa Passaglia, Matilde Benedettini, Werner Oberhauser, Randa Ishak, Francesca Signori, Serena Coiai
Format: Article
Language:English
Published: MDPI AG 2023-01-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/28/1/347
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author Francesca Cicogna
Elisa Passaglia
Matilde Benedettini
Werner Oberhauser
Randa Ishak
Francesca Signori
Serena Coiai
author_facet Francesca Cicogna
Elisa Passaglia
Matilde Benedettini
Werner Oberhauser
Randa Ishak
Francesca Signori
Serena Coiai
author_sort Francesca Cicogna
collection DOAJ
description Immobilizing natural antioxidant and biologically active molecules in layered double hydroxides (LDHs) is an excellent method to retain and release these substances in a controlled manner, as well as protect them from thermal and photochemical degradation. Herein, we describe the preparation of host–guest systems based on LDHs and rosmarinic and glycyrrhetinic acids, two molecules obtained from the extraction of herbs and licorice root, respectively, with antioxidant, antimicrobial, and anti-inflammatory properties. Intercalation between the lamellae of the mono-deprotonated anions of rosmarinic and glycyrrhetinic acid (RA and GA), alone or in the presence of an alkyl surfactant, allows for readily dispersible systems in biobased polymer matrices such as poly(lactic acid) (PLA), poly(butylene succinate) (PBS), and a 60/40 wt./wt. PLA/PBS blend. The composites based on the PLA/PBS blend showed better interphase compatibility than the neat blend, correlated with increased adhesion at the interface and a decreased dispersed phase size. In addition, we proved that the active species migrate slowly from thin films of the composite materials in a hydroalcoholic solvent, confirming the optimization of the release process. Finally, both host–guest systems and polymeric composites showed antioxidant capacity and, in the case of the PLA composite containing LDH-RA, excellent inhibitory capacity against <i>E. coli</i> and <i>S. aureus</i>.
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spelling doaj.art-2f841fbfd67841578766caf75bef5e9c2023-12-02T00:42:25ZengMDPI AGMolecules1420-30492023-01-0128134710.3390/molecules28010347Rosmarinic and Glycyrrhetinic Acid-Modified Layered Double Hydroxides as Functional Additives for Poly(Lactic Acid)/Poly(Butylene Succinate) BlendsFrancesca Cicogna0Elisa Passaglia1Matilde Benedettini2Werner Oberhauser3Randa Ishak4Francesca Signori5Serena Coiai6National Research Council-Institute for the Chemistry of OrganoMetallic Compounds (CNR-ICCOM), SS Pisa, Via Moruzzi 1, 56124 Pisa, PI, ItalyNational Research Council-Institute for the Chemistry of OrganoMetallic Compounds (CNR-ICCOM), SS Pisa, Via Moruzzi 1, 56124 Pisa, PI, ItalyNational Research Council-Institute for the Chemistry of OrganoMetallic Compounds (CNR-ICCOM), SS Pisa, Via Moruzzi 1, 56124 Pisa, PI, ItalyNational Research Council-Institute for the Chemistry of OrganoMetallic Compounds (CNR-ICCOM), Via Madonna del Piano 10, 50019 Sesto Fiorentino, FI, ItalyDepartment of Civil and Industrial Engineering, University of Pisa, Largo L. Lazzarino 1, 56122 Pisa, PI, ItalyDepartment of Civil and Industrial Engineering, University of Pisa, Largo L. Lazzarino 1, 56122 Pisa, PI, ItalyNational Research Council-Institute for the Chemistry of OrganoMetallic Compounds (CNR-ICCOM), SS Pisa, Via Moruzzi 1, 56124 Pisa, PI, ItalyImmobilizing natural antioxidant and biologically active molecules in layered double hydroxides (LDHs) is an excellent method to retain and release these substances in a controlled manner, as well as protect them from thermal and photochemical degradation. Herein, we describe the preparation of host–guest systems based on LDHs and rosmarinic and glycyrrhetinic acids, two molecules obtained from the extraction of herbs and licorice root, respectively, with antioxidant, antimicrobial, and anti-inflammatory properties. Intercalation between the lamellae of the mono-deprotonated anions of rosmarinic and glycyrrhetinic acid (RA and GA), alone or in the presence of an alkyl surfactant, allows for readily dispersible systems in biobased polymer matrices such as poly(lactic acid) (PLA), poly(butylene succinate) (PBS), and a 60/40 wt./wt. PLA/PBS blend. The composites based on the PLA/PBS blend showed better interphase compatibility than the neat blend, correlated with increased adhesion at the interface and a decreased dispersed phase size. In addition, we proved that the active species migrate slowly from thin films of the composite materials in a hydroalcoholic solvent, confirming the optimization of the release process. Finally, both host–guest systems and polymeric composites showed antioxidant capacity and, in the case of the PLA composite containing LDH-RA, excellent inhibitory capacity against <i>E. coli</i> and <i>S. aureus</i>.https://www.mdpi.com/1420-3049/28/1/347rosmarinic acidglycyrrhetinic acidlayered double hydroxidesPLA/PBS blendantioxidantantibacterial
spellingShingle Francesca Cicogna
Elisa Passaglia
Matilde Benedettini
Werner Oberhauser
Randa Ishak
Francesca Signori
Serena Coiai
Rosmarinic and Glycyrrhetinic Acid-Modified Layered Double Hydroxides as Functional Additives for Poly(Lactic Acid)/Poly(Butylene Succinate) Blends
Molecules
rosmarinic acid
glycyrrhetinic acid
layered double hydroxides
PLA/PBS blend
antioxidant
antibacterial
title Rosmarinic and Glycyrrhetinic Acid-Modified Layered Double Hydroxides as Functional Additives for Poly(Lactic Acid)/Poly(Butylene Succinate) Blends
title_full Rosmarinic and Glycyrrhetinic Acid-Modified Layered Double Hydroxides as Functional Additives for Poly(Lactic Acid)/Poly(Butylene Succinate) Blends
title_fullStr Rosmarinic and Glycyrrhetinic Acid-Modified Layered Double Hydroxides as Functional Additives for Poly(Lactic Acid)/Poly(Butylene Succinate) Blends
title_full_unstemmed Rosmarinic and Glycyrrhetinic Acid-Modified Layered Double Hydroxides as Functional Additives for Poly(Lactic Acid)/Poly(Butylene Succinate) Blends
title_short Rosmarinic and Glycyrrhetinic Acid-Modified Layered Double Hydroxides as Functional Additives for Poly(Lactic Acid)/Poly(Butylene Succinate) Blends
title_sort rosmarinic and glycyrrhetinic acid modified layered double hydroxides as functional additives for poly lactic acid poly butylene succinate blends
topic rosmarinic acid
glycyrrhetinic acid
layered double hydroxides
PLA/PBS blend
antioxidant
antibacterial
url https://www.mdpi.com/1420-3049/28/1/347
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