Synthesis and unambiguous NMR characterization of linear and branched N-alkyl chitosan derivatives

Van Poucke, Casper; Verdegem, Evert; Mangelinckx, Sven; Stevens, Christian V.

doi:10.1016/j.carbpol.2024.122131

Cited by 3 publications

(1 citation statement)

References 55 publications

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“…Hydroxylated DA-B was successfully grafted onto DEX, yielding a calculated grafting rate of ~3% ( Fig. 1C ), meeting the general requirements for formation of amphiphilic micelles (grafting rate <10%, ensuring the solubility of the micelles) ( 43 ).…”

Section: Resultsmentioning

confidence: 75%

Therapeutic impacts of GNE‑477‑loaded H₂O₂ stimulus‑responsive dodecanoic acid‑phenylborate ester‑dextran polymeric micelles on osteosarcoma

Pan,

Zou,

Zhou

et al. 2024

Int J Mol Med

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Osteosarcoma (OS) is a highly malignant primary bone neoplasm that is the leading cause of cancer-associated death in young people. GNE-477 belongs to the second generation of mTOR inhibitors and possesses promising potential in the treatment of OS but dose tolerance and drug toxicity limit its development and utilization. The present study aimed to prepare a novel H 2 O 2 stimulus-responsive dodecanoic acid (DA)-phenylborate ester-dextran (DA-B-DEX) polymeric micelle delivery system for GNE-477 and evaluate its efficacy. The polymer micelles were characterized by morphology, size and critical micelle concentration. The GNE-477 loaded DA-B-DEX (GNE-477@DBD) tumor-targeting drug delivery system was established and the release of GNE-477 was measured. The cellular uptake of GNE-477@DBD by three OS cell lines (MG-63, U2OS and 143B cells) was analyzed utilizing a fluorescent tracer technique. The hydroxylated DA-B was successfully grafted onto dextran at a grafting rate of 3%, suitable for forming amphiphilic micelles. Following exposure to H 2 O 2 , the DA-B-DEX micelles ruptured and released the drug rapidly, leading to increased uptake of GNE-477@DBD by cells with sustained release of GNE-477. The in vitro experiments, including MTT assay, flow cytometry, western blotting and RT-qPCR, demonstrated that GNE-477@DBD inhibited tumor cell viability, arrested cell cycle in G1 phase, induced apoptosis and blocked the PI3K/Akt/mTOR cascade response. In vivo , through the observation of mice tumor growth and the results of H&E staining, the GNE-477@DBD group exhibited more positive therapeutic outcomes than the free drug group with almost no adverse effects on other organs. In conclusion, H 2 O 2 -responsive DA-B-DEX presents a promising delivery system for hydrophobic anti-tumor drugs for OS therapy.

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Section: Resultsmentioning

confidence: 75%

Therapeutic impacts of GNE‑477‑loaded H₂O₂ stimulus‑responsive dodecanoic acid‑phenylborate ester‑dextran polymeric micelles on osteosarcoma

Pan,

Zou,

Zhou

et al. 2024

Int J Mol Med

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Sustainable chitosan-based biomaterials for the future: a review

Radhakrishnan,

Panicker

2024

Polym. Bull.

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Shaking up conjugates between chitosan and aldehydes via mechanochemistry

Van Poucke,

Mangelinckx,

Stevens

2025

RSC Mechanochem.

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Synthesis and unambiguous NMR characterization of linear and branched N-alkyl chitosan derivatives

Cited by 3 publications

References 55 publications

Therapeutic impacts of GNE‑477‑loaded H₂O₂ stimulus‑responsive dodecanoic acid‑phenylborate ester‑dextran polymeric micelles on osteosarcoma

Therapeutic impacts of GNE‑477‑loaded H₂O₂ stimulus‑responsive dodecanoic acid‑phenylborate ester‑dextran polymeric micelles on osteosarcoma

Sustainable chitosan-based biomaterials for the future: a review

Shaking up conjugates between chitosan and aldehydes via mechanochemistry

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Synthesis and unambiguous NMR characterization of linear and branched N-alkyl chitosan derivatives

Cited by 3 publications

References 55 publications

Therapeutic impacts of GNE‑477‑loaded H2O2 stimulus‑responsive dodecanoic acid‑phenylborate ester‑dextran polymeric micelles on osteosarcoma

Therapeutic impacts of GNE‑477‑loaded H2O2 stimulus‑responsive dodecanoic acid‑phenylborate ester‑dextran polymeric micelles on osteosarcoma

Sustainable chitosan-based biomaterials for the future: a review

Shaking up conjugates between chitosan and aldehydes via mechanochemistry

Contact Info

Product

Resources

About

Therapeutic impacts of GNE‑477‑loaded H₂O₂ stimulus‑responsive dodecanoic acid‑phenylborate ester‑dextran polymeric micelles on osteosarcoma

Therapeutic impacts of GNE‑477‑loaded H₂O₂ stimulus‑responsive dodecanoic acid‑phenylborate ester‑dextran polymeric micelles on osteosarcoma