Synthesis and its biological activity of carboxymethyl hemicellulose p-hydroxybenzoate (P-CMHC)

Ting Chen; Haitang Liu; Shunxi Song; Sheng Qiang; Yongzhen An; Jie Li; Jing Liu; Beibei Chen; Lin Chen; Fufeng Liu; Rui Liu; Xue Jiang; Xiaoyuan Liao

doi:10.1016/j.carres.2023.108972

Synthesis and its biological activity of carboxymethyl hemicellulose p-hydroxybenzoate (P-CMHC)

Carbohydr Res. 2023 Dec:534:108972. doi: 10.1016/j.carres.2023.108972. Epub 2023 Oct 12.

Authors

Ting Chen¹, Haitang Liu², Shunxi Song¹, Sheng Qiang³, Yongzhen An⁴, Jie Li⁴, Jing Liu⁴, Beibei Chen⁵, Lin Chen⁴, Fufeng Liu⁵, Rui Liu⁶, Xue Jiang⁷, Xiaoyuan Liao⁸

Affiliations

¹ China Light Industry Key Laboratory of Papermaking and Biorefinery, Tianjin Key Laboratory of Pulp & Paper, Tianjin University of Science and Technology, Tianjin, 300457, China; College of Bioresources Chemical and Materials Engineering, Shaanxi University of Science and Technology, Xi'an, 710021, China.
² China Light Industry Key Laboratory of Papermaking and Biorefinery, Tianjin Key Laboratory of Pulp & Paper, Tianjin University of Science and Technology, Tianjin, 300457, China; State Key Laboratory of Food Nutrition and Safety, Tianjin University of Science & Technology, Tianjin, China. Electronic address: liuhaitang@tust.edu.cn.
³ College of Bioresources Chemical and Materials Engineering, Shaanxi University of Science and Technology, Xi'an, 710021, China; Patent Examination Cooperation Jiangsu Center of the Patent Office, CNIPA, Suzhou, Jiangsu Province, 215163, China.
⁴ China Light Industry Key Laboratory of Papermaking and Biorefinery, Tianjin Key Laboratory of Pulp & Paper, Tianjin University of Science and Technology, Tianjin, 300457, China.
⁵ School of Biological Engineering, Tianjin University of Science & Technology, China.
⁶ State Key Laboratory of Food Nutrition and Safety, Tianjin University of Science & Technology, Tianjin, China.
⁷ College of Bioresources Chemical and Materials Engineering, Shaanxi University of Science and Technology, Xi'an, 710021, China. Electronic address: jiangx@sust.edu.cn.
⁸ College of Chemical Engineering and Materials Science, Tianjin University of Science and Technology, Tianjin, 300457, China. Electronic address: liaoxy@tust.edu.cn.

PMID: 37852129
DOI: 10.1016/j.carres.2023.108972

Abstract

Hemicellulose extracted from ecalyptus APMP pulping waste liquor and undergoes etherification modification to produce carboxymethyl hemicellulose (CMHC). Subsequently, CMHC undergoes esterification reaction with p-hydroxybenzoic acid to synthesize a novel polysaccharide-based preservative known as carboxymethyl hemicellulose p-hydroxybenzoate (P-CMHC). The synthesis conditions of P-CMHC were optimized using the response surface methodology, resulting in an optimal esterification condition that achieved a degree of substitution of 0.232. P-CMHC exhibits excellent antioxidant activity, including 2,2-diphenyl-1-picrylhydrazyl (DPPH) and hydroxyl radical scavenging activities. Additionally, it demonstrates favorable hygroscopic and moisturizing properties. Thiazole blue (MTT) experiments evaluating cell proliferation rate indicate that P-CMHC possesses negligible cytotoxicity, making it a promising, safe, and healthy preservative. Consequently, it can be considered as a new material for applications in the fields of biomedicine, food, and cosmetics.

Keywords: Antioxidant; Cytotoxicity; Esterification; Hemicellulose; P-hydroxybenzoic acid.

MeSH terms

Antioxidants* / chemistry
Antioxidants* / pharmacology
Community Mental Health Centers
Hydroxybenzoates / chemistry
Polysaccharides* / chemistry
Polysaccharides* / pharmacology

Substances

hemicellulose
4-hydroxybenzoic acid
Antioxidants
Polysaccharides
Hydroxybenzoates