Synthesis of 2,5-furandicarboxylic acid-enriched-chitosan for anti-inflammatory and metal ion uptake

Santosh Kumar; Dinesh Kumar Mishra; Sanghyun Yoon; Anil Kumar Chauhan; Joonseok Koh

doi:10.1016/j.ijbiomac.2021.03.036

Synthesis of 2,5-furandicarboxylic acid-enriched-chitosan for anti-inflammatory and metal ion uptake

Int J Biol Macromol. 2021 May 15:179:500-506. doi: 10.1016/j.ijbiomac.2021.03.036. Epub 2021 Mar 9.

Authors

Santosh Kumar¹, Dinesh Kumar Mishra², Sanghyun Yoon³, Anil Kumar Chauhan⁴, Joonseok Koh⁵

Affiliations

¹ Division of Chemical Engineering, Konkuk University, Seoul 05029, South Korea; Department of Organic and Nano System Engineering, Konkuk University, Seoul 05029, South Korea.
² Department of Chemical Engineering and Research Institute of Industrial Science, Hanyang University, Wangsimni-ro 222, Seoul 04763, South Korea.
³ Department of Organic and Nano System Engineering, Konkuk University, Seoul 05029, South Korea.
⁴ Department of Radiology, The Ohio State University, Columbus, OH 43210, USA.
⁵ Division of Chemical Engineering, Konkuk University, Seoul 05029, South Korea; Department of Organic and Nano System Engineering, Konkuk University, Seoul 05029, South Korea. Electronic address: ccdjko@konkuk.ac.kr.

PMID: 33711369
DOI: 10.1016/j.ijbiomac.2021.03.036

Abstract

The main aim of the present study is to synthesize a hitherto unreported polymer of chitosan (CS) and 2,5-furandicarboxylic acid (FDCA) derived from renewable biomass resources. For this purpose, CS was chosen which had -NH₂ groups as abundant active sites. Synthesis of 2,5-furandicarboxylic acid-enriched-chitosan polymer (CS-FDCA) was carried out by reaction involving EDC-NHS coupling reagents. The structure of CS-FDCA polymer was confirmed by various characterization techniques such as Fourier-transform infrared spectroscopy (FTIR), proton nuclear magnetic resonance (¹H NMR), X-ray powder diffraction (XRD), high resolution-field emission scanning electron microscope (HR-FESEM), and thermogravimetric analysis (TGA). Moreover, CS and CS-FDCA were scrutinized to examine their efficacies towards ameliorate inflammation via detection of lipopolysaccharide (LPS) induced nitric oxide (NO) production. As compared to CS, CS-FDCA with low concentration (1.0 μM) exhibited the better efficacy to reduce the NO production. Furthermore, CS-FDCA polymer showed high as 12.6% of Cu²⁺ ion uptake while CS showed 9.2% of Cu²⁺ ion uptake. Overall, it can be inferred that CS-FDCA polymer is expected to be used for biomedical application and for the removal of metal contaminants from industrial wastewater.

Keywords: Applications; Chitosan; FDCA.

MeSH terms

Anti-Inflammatory Agents / chemical synthesis*
Chitosan / chemistry*
Dicarboxylic Acids / chemistry*
Furans / chemistry*
Metals / chemistry*
Water Purification*

Substances

Anti-Inflammatory Agents
Dicarboxylic Acids
Furans
Metals
2,5-furandicarboxylic acid
Chitosan