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Biodegradable and biocompatible spherical dendrimer nanoparticles with a gallic acid shell and a double-acting strong antioxidant activity as potential device to fight diseases from “oxidative stress”

  • Silvana AlfeiEmail author
  • Silvia Catena
  • Federica Turrini
Original Article
  • 59 Downloads

Abstract

Gallic acid (GA) is a natural polyphenol with remarkable antioxidant power present in several vegetables and fruits. A normal feeding regime leads to a daily intake of GA which is reasonably regarded as “natural” and “safe” for humans. It owns strong potentials as alternative to traditional drugs to treat several diseases triggered by oxidative stress (OS), but poor gastrointestinal absorbability, pharmacokinetic drawbacks, and fast metabolism limit its clinical application. In this work, a fifth-generation polyester-based dendrimer was firstly prepared as a better absorbable carrier to protect and deliver GA. Then, by its peripheral esterification with GA units, a GA-enriched delivering system (GAD) with remarkable antioxidant power and high potential against diseases from OS was achieved. Scanning electron microscopy results and dynamic light scattering analysis revealed particles with an average size around 387 and 375 nm, respectively, and an extraordinarily spherical morphology. These properties, by determining a large particles surface area, typically favour higher systemic residence time and bio-efficiency. Z-potential of − 25 mV suggests satisfactory stability in solution with tendency to form megamers and low polydispersity index. GAD showed intrinsic antioxidant power, higher than GA by 4 times and like prodrugs, and it can carry contemporary several bioactive GA units versus cells. In physiological condition, the action of pig liver esterase (PLE), selected as a model of cells esterase, hydrolyses GAD to non-cytotoxic small molecules, thus setting free the bioactive GA units, for further antioxidant effects. Cytotoxicity studies performed on two cell lines demonstrated a high cell viability.

Graphical Abstract

Graphical Abstract

Keywords

Gallic acid Biocompatible dendrimer particles Gallic acid delivery device Radical scavenging activity Pig liver esterase Spherical nanoparticles 

Notes

Acknowledgements

The authors are very thankful to Mr. Gagliardo Osvaldo for Elemental Analysis and Prof. Deirdre Kantz for language help.

As the first author, I affectionately dedicate this work to my dear parents and dear friend Rocco.

Funding information

This work has been supported by University of Genoa (Progetti di Ateneo).

Compliance with ethical standards

Conflict of interest

The authors declare that they have no conflict of interest.

Supplementary material

13346_2019_681_MOESM1_ESM.pdf (2 mb)
ESM 1 (PDF 2.04 mb)

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Copyright information

© Controlled Release Society 2019

Authors and Affiliations

  1. 1.Dipartimento di Farmacia, Sezione di Chimica e Tecnologie Farmaceutiche e AlimentariUniversità di GenovaGenovaItaly

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