Phytochemical species intercalated into layered double hydroxides: structural investigation and biocompatibility assays

Author(s)

Cunha, Vanessa R. R. ^[1] ; Petersen, Philippe A. D. ^[2] ; Souza, Rodrigo B. ^[3] ; Martins, Ana Maria C. R. P. F. ^[4] ; Leroux, Fabrice ^[5] ; Taviot-Gueho, Christine ^[5] ; Petrilli, Helena M. ^[2] ; Koh, Ivan H. J. ^[6] ; Constantino, Vera R. L. ^[1]

Affiliation

^[1] Univ Sao Paulo, Inst Quim, Dept Quim Fundamental, USP, Av Prof Lineu Prestes 748, BR-05508000 Sao Paulo, SP - Brazil

^[2] Univ Sao Paulo, USP, Inst Fis, Dept Fis Mat & Mecan, BR-05315970 Sao Paulo, SP - Brazil

^[3] Univ Fed Sao Paulo UNIFESP, Dept Morfol & Genet, Rua Botucatu 740, BR-04023900 Sao Paulo, SP - Brazil

^[4] Secretaria Agr & Abastecimento, Inst Biol, Av Canselheiro Rodrigues Alves 1252, BR-04014002 Sao Paulo, SP - Brazil

^[5] Univ Clermont Auvergne, CNRS, Inst Chim Clermont Ferrand ICCF, F-63000 Clermont Ferrand - France

^[6] Univ Fed Sao Paulo UNIFESP, Dept Cirurgia, Rua Botucatu 740, BR-04023900 Sao Paulo, SP - Brazil

• Document type: Journal article
• Source: NEW JOURNAL OF CHEMISTRY; v. 44, n. 24, p. 10011-10021, JUN 28 2020.
• Web of Science Citations: 0

Abstract

The compoundp-coumaric acid (HCou) is found in many foods and presents action in the suppression of chronic diseases and protective effects on neurodegenerative disorders. This work presents the intercalation of this phytochemical species into Layered Double Hydroxides (LDHs) of magnesium-aluminum and zinc-aluminum using a coprecipitation method. Solid samples were characterized by X-ray diffraction, solid-state(13)C Nuclear Magnetic Resonance, mass coupled thermal analysis, and vibrational spectroscopy. The amount of coumarate anions in the LDH-Cou materials is about 32-35 wt%. Better crystallinity was observed for Zn2Al-LDH compared to Mg2Al-LDH attributed to a better stacking of the layers. According to XRD data and the one-dimensional (1D) electron density map, the coumarate anions in Zn2Al-LDH are accommodated in a bilayer arrangement with the aromatic ring perpendicular to the layers and the carboxylate groups interacting with the hydroxide layers. The thermogravimetric analysis coupled to mass spectrometry showed an increased thermal stability and distinct decomposition profiles of the intercalated organic species compared to the sodium coumarate salts. Interestingly, solid-state(13)C NMR spectra combined with elemental and thermal analysis strongly suggest the presence of two intercalated structures in the case of the Mg2Al carrier with particles containing either the monoanion (Cou(-)) or the dianion (Cou(2-)) while Zn2Al intercalates only the monovalent coumarate anion. Biocompatibility of LDH-Cou materials was assessed byin vivoassaysviatablet implantation in the rat abdominal wall. After 28 days of implantation, completing the tissue remodeling process, the healing response is positive (lack of antigenic reaction signals around both tablets), indicating a state of biointegration and biocompatibility. Also, the LDH tablets were found to promote collagen deposition without the presence of fibrotic encapsulation. These data open new opportunities for the application of LDHs intercalated with bioactive species in implantable devices. (AU)

• FAPESP's process: 16/50317-9 - Biocompatible nanovectors based on hybrid lamellar materials and composites with polymers for drug release
• Grantee: Vera Regina Leopoldo Constantino
• Support Opportunities: Regular Research Grants
• FAPESP's process: 14/50869-6 - INCT 2014: on Organic Electronics
• Grantee: Roberto Mendonça Faria
• Support Opportunities: Research Projects - Thematic Grants