N-(2-hydroxy)-propyl-3-trimethylammonium, O-palmitoyl chitosan: Synthesis, physicochemical and biological properties
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Data
2021-05-01
Autores
Silva, Daniella Souza [UNESP]
Facchinatto, William Marcondes
Santos, Danilo Martins dos
Boni, Fernanda Isadora [UNESP]
Valdes, Talita Alvarenga
Leitao, Andrei
Gremiao, Maria Palmira Daflon [UNESP]
Colnago, Luiz Alberto
Campana-Filho, Sergio Paulo
Ribeiro, Sidney Jose Lima [UNESP]
Título da Revista
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Título de Volume
Editor
Elsevier B.V.
Resumo
Two samples of N-(2-hydroxy)-propyl-3-trimethylammonium, O-palmitoyl chitosan (DPCat) with different av-erage degrees of quaternization named as DPCat35 (DQ = 35%) and DPCat80 (DQ = 80%), were successfully syn-thesized by reacting glycidyltrimethylammonium chloride (GTMAC) with O-palmitoyl chitosan (DPCh) derivative (DS = 12%). Such amphiphilic derivatives of chitosan were fully water-soluble at 1.0 < pH < 12.0 and showed significant electrostatic stability enhancement of a self-assembly micellar nanostructure (100 & ndash;320 nm) due to its positively-charged out-layer. In vitro mucoadhesive and cytotoxicity essays toward healthy fibroblast cells (Balb/C 3T3 clone A31 cell), human prostate cancer (DU145) and liver cancer (HepG2/ C3A) cell lines revealed that the biological properties of DPCat derivatives were strongly dependent on DQ. Ad-ditionally, DPCat35 had better interactions with the biological tissue and with mucin glycoproteins at pH 7.4 as well as exhibited potential to be used on the development of drug delivery systems for prostate and liver cancer treatment. (c) 2021 Elsevier B.V. All rights reserved.
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Palavras-chave
Positively-charged amphiphilic chitosan, Mucoadhesive, Cytocompatible, Cancer therapy
Como citar
International Journal Of Biological Macromolecules. Amsterdam: Elsevier, v. 178, p. 558-568, 2021.