Synthesis and Anticancer Activity of Bagasse Xylan/Resveratrol Graft-Esterified Composite Nanoderivative

Bin Zhao; Heping Li; Yue Su; Kexin Tian; Zhiming Zou; Wenli Wang

doi:10.3390/ma15155166

Synthesis and Anticancer Activity of Bagasse Xylan/Resveratrol Graft-Esterified Composite Nanoderivative

Materials (Basel). 2022 Jul 26;15(15):5166. doi: 10.3390/ma15155166.

Authors

Bin Zhao¹, Heping Li¹, Yue Su¹, Kexin Tian¹, Zhiming Zou¹, Wenli Wang²

Affiliations

¹ College of Chemistry and Bioengineering, Guilin University of Technology, Guilin 541004, China.
² College of Textile and Clothing Engineering, China National Textile and Apparel Council Key Laboratory of Natural Dyes, Soochow University, Suzhou 215123, China.

Abstract

Biomass materials are high-quality raw materials for the preparation of natural, green and highly active functional materials due to their rich active groups, wide sources and low toxicity. Bagasse xylan (BX) and resveratrol (Res) were used as raw materials to introduce ethylene glycol dimethacrylate (EGDMA) via grafting reaction to obtain the intermediate product BX/Res-g-EGDMA. The intermediate was esterified with 3-carboxyphenylboronic acid (3-CBA) to obtain the target product 3-CBA-BX/Res-g-EGDMA. The BX/Res-composite-modified nanoderivative with antitumor activity was synthesized with the nanoprecipitation method. The effects of the reaction conditions on the grafting rate (G) of BX/Res-g-EGDMA and the degree of substitution (DS) of 3-CBA-BX/Res-g-EGDMA were investigated using single-factor experiments. The results showed that under the optimized process conditions, G and DS reached 142.44% and 0.485, respectively. The product was characterized with FTIR, XRD, TG-FTC, ¹H NMR and SEM, and its anticancer activity was simulated and tested. The results showed that 3-CBA-BX/Res-g-EGDMA had a spherical structure with an average particle size of about 100 nm and that its crystalline structure and thermal stability were different from those of the raw materials. In addition, 3-CBA-BX/Res-g-EGDMA showed the best docking activity with 2HE7 with a binding free energy of -6.3 kJ/mol. The inhibition rate of 3-CBA-BX/Res-g-EGDMA on MGC80-3 (gastric cancer cells) reached 36.71 ± 4.93%, which was 18 times higher than that of BX. Therefore, this material could be a potential candidate for biomedical applications.

Keywords: anticancer activity; bagasse xylan/resveratrol nanoderivative; biological docking; graft esterification; synthesis.

Grants and funding

This work was financially supported by grants from National Natural Science Foundation of China (No. 21676062), National Natural Science Foundation of China (No. 21466010) and National Natural Science Foundation of China (No. 21504018). Moreover, this research study was supported by special funding for distinguished expert from Guangxi Zhuang Autonomous Region and Scientific Research and Technology Development Project of Guilin City (No. 2016010103).