N-(levodopa) chitosan derivative based on click chemistry shows biological functionality in brain cells

Olimpia Ortega-Fimbres, Marcelino Montiel-Herrera*, Denisse García-Villa, Jonathan Pérez-Delgado, Diana Monge-Sanchez, Daniel Fernández-Quiroz, Enrique de la Re-Vega, Claudia Molina-Domínguez, Aracely Angulo-Molina, Claudia Castillo-Martín del Campo, Waldo Argüelles-Monal, Humberto Astiazaran-García, Alejandra Preciado-Saldaña, Abraham Domínguez-Ávila, Gustavo González-Aguilar

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

2 Scopus citations

Abstract

Objective: To develop N-(levodopa) chitosan derivatives through click chemistry to study their effect in brain cells. Significance: This study presents a proof-of-concept that macromolecules such as N-(Levodopa) chitosan derivatives traverse brain cell membranes and induce biomedical functionalities. Methods: Through click chemistry, we developed N-(levodopa) chitosan derivatives. They were physically and chemically characterized by FT-IR, 1H-NMR, TGA and Dynamic Light Scattering analyses. Solution and nanoparticles of N-(levodopa) chitosan derivatives were tested in primary cell cultures from the postnatal rat olfactory bulb, substantia nigra and corpus callosum. Ca2+ imaging and UPLC experiments were used to investigate if the biomaterial modulated the brain cell physiology. Results: N-(levodopa) chitosan derivatives induced intracellular Ca2+ responses in primary cell cultures of the rat brain. UPLC experiments indicated that levodopa attached to chitosan was converted into dopamine by brain cells. Conclusion: The present study shows that N-(levodopa) chitosan may be useful to develop new treatment strategies, which could serve as molecular reservoirs of biomedical drugs to treat degenerative disorders of the nervous system.

Original languageEnglish
Pages (from-to)439-447
Number of pages9
JournalDrug Development and Industrial Pharmacy
Volume49
Issue number7
DOIs
StatePublished - 2023

Bibliographical note

Funding Information:
This work was supported by Universidad de Sonora and CIAD. The authors thank Karla Zavalza Ortega, Bertha Pacheco Moreno, and Monica Villegas Ochoa for their technical assistance.

Publisher Copyright:
© 2023 Informa UK Limited, trading as Taylor & Francis Group.

Keywords

  • Biomaterials
  • biogenic amines
  • brain disorders
  • calcium and cellular physiology
  • click and green chemistry
  • dementia

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