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A crucial aspect in achieving sustainable development of biomass materials is the modification of renewable polysaccharides to create various high-value functional materials. In this paper, bagasse xylan (BX) was used as a raw material to introduce benzyl methacrylate (BMA) through graft copolymerization reaction to generate the intermediate product BX-g-BMA. Subsequently, the target product (CA-BX-g-BMA) was synthesized by catalytic esterification of BX-g-BMA with citric acid (CA) in AmimCl ionic liquid. Meanwhile, the characterization and bioactivity studies of CA-BX-g-BMA were carried out. The graft copolymerization and esterification reactions induced significant changes in the morphological structure of BX and obviously improved its thermal stability and crystallinity. The application of density functional theory (DFT), molecular electrostatic potential (MEP) and molecular docking has revealed that CA-BX-g-BMA possesses multiple active sites, strong biological activity and a strong binding affinity to 6RCF tumor protein with a binding energy of -32.26 kJ/mol. The in vitro antitumor activity of this novel derivative was tested by MTT assay, and the results showed that CA-BX-g-BMA was non-toxic to normal cells and inhibited MDA-MB-231 (breast cancer cells) by up to 32.16 % ± 4.89 %, which is approximately 11 times higher than that of BX. The exploration of these properties is essential to promote future multidisciplinary applications of BX derivatives. Copyright © 2023 Elsevier B.V. All rights reserved.

Citation

Bin Zhao, Heping Li, Kexin Tian, Yue Su, Zhiming Zou. Synthesis and antitumor activity of bagasse xylan derivatives modified by graft-esterification and cross-linking. International journal of biological macromolecules. 2023 Dec 31;253(Pt 3):126867

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PMID: 37730005

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