Synthesis, characterization and biocompatibility of guar gum-benzoic acid

Trung-Anh Le; Yong Guo; Jun-Nian Zhou; Jiaqi Yan; Hongbo Zhang; Tan-Phat Huynh

doi:10.1016/j.ijbiomac.2021.11.180

Synthesis, characterization and biocompatibility of guar gum-benzoic acid

Int J Biol Macromol. 2022 Jan 1:194:110-116. doi: 10.1016/j.ijbiomac.2021.11.180. Epub 2021 Dec 1.

Authors

Trung-Anh Le¹, Yong Guo², Jun-Nian Zhou³, Jiaqi Yan⁴, Hongbo Zhang⁴, Tan-Phat Huynh⁵

Affiliations

¹ Laboratory of Molecular Science and Engineering, Faculty of Science and Engineering, Åbo Akademi University, Henrikinkatu 2, 20500 Turku, Finland.
² Pharmaceutical Sciences Laboratory, Faculty of Science and Engineering, Åbo Akademi University, Porthaninkatu 3-5, 20500 Turku, Finland,; Turku Bioscience Centre, University of Turku and Åbo Akademi University, Turku 20520, Finland; Department of Endocrinology, Key Laboratory of National Health & Family Planning Commission for Male Reproductive Health, National Research Institute for Family Planning, Beijing 100081, China.
³ Pharmaceutical Sciences Laboratory, Faculty of Science and Engineering, Åbo Akademi University, Porthaninkatu 3-5, 20500 Turku, Finland,; Turku Bioscience Centre, University of Turku and Åbo Akademi University, Turku 20520, Finland; Experimental Hematology and Biochemistry Lab, Beijing Institute of Radiation Medicine, Beijing 100850, China.
⁴ Pharmaceutical Sciences Laboratory, Faculty of Science and Engineering, Åbo Akademi University, Porthaninkatu 3-5, 20500 Turku, Finland,; Turku Bioscience Centre, University of Turku and Åbo Akademi University, Turku 20520, Finland.
⁵ Laboratory of Molecular Science and Engineering, Faculty of Science and Engineering, Åbo Akademi University, Henrikinkatu 2, 20500 Turku, Finland. Electronic address: tan.huynh@abo.fi.

PMID: 34861275
DOI: 10.1016/j.ijbiomac.2021.11.180

Abstract

A novel chemical functionalization of guar gum (GG) by benzoic acid (BA) via nucleophilic substitution reaction in aqueous solution has been reported. BA moieties are chosen due to coordination chemistry of carboxylic acid moieties, hydrophobicity and intermolecular interaction of aromatic rings. The presence of conjugated BA on guar gum-benzoic acid (GG-BA) with grafting density of 5.5% is confirmed by ¹H NMR. Amorphous GG-BA with irregular morphology has been studied by UV-Vis, FTIR, XRD, SEM, TEM, TGA, computational chemistry and contact angle measurement. GG-BA in a concentration range from 0 to 4000 μg mL^-1 has good biocompatibility to mouse embryonic fibroblasts (MEF), human mammary epithelial cells (MCF-10A) after 48 and 72 h of treatment using WST-1 assay. GG-BA shows great potential for the development of biomaterials such as bioadhesives, hydrogels, and coacervates.

Keywords: Benzoic acid; Biocompatibility; Computational chemistry; Guar gum; Nucleophilic substitution.

MeSH terms

Animals
Benzoic Acid / chemical synthesis
Benzoic Acid / chemistry*
Biocompatible Materials / chemical synthesis
Biocompatible Materials / chemistry*
Chemistry Techniques, Synthetic
Galactans / chemistry*
Humans
Mannans / chemistry*
Mice
Models, Molecular
Molecular Structure
Plant Gums / chemistry*
Spectrum Analysis
Thermodynamics

Substances

Biocompatible Materials
Galactans
Mannans
Plant Gums
Benzoic Acid
guar gum