Application of N-hexoyl chitosan derivatives with high degree of substitution in the preparation of super-disintegrating pharmaceutical matrices

Chitosan Derivatives and Their Application in Biomedicine

“…Therefore, the order of activity of the acylation reaction is C 2 -NH 2 > C 6 -OH > C 3 -OH [27,28]. An acylation reaction that occurs with C 2 -NH 2 to form an amide is called N-acylation [29]. An ester is formed by the acylation reaction of C 6 -OH when there is a protective functional group on C 2 -NH 2 , and this is referred to as O-acylation [30].…”

“…N-acylated chitosan derivatives show enhanced biocompatibility, anticoagulability, and blood compatibility. Moreover, N-acylated chitosan derivatives do not cause an inflammatory reaction in the human body, so N-acylated chitosan can be used as a carrier or sustained release agent in pharmaceutical applications [24,29,31,32]. A schematic diagram of the N-acylation reaction of chitosan is shown in Figure 2A.…”

“…Studies have shown that when the DS is less than 50%, the DS is proportional to the solubility; the higher the DS is, the greater the solubility. The length of the side chain is proportional to the crystallinity, and a longer side chain results in a higher crystallinity and lower relative solubility [6,29]. N-acylated chitosan, with high solubility, can be used as a carrier for hydrophobic drugs [33], while N-acylated chitosan, with high crystallinity, can increase fiber toughness and thermal stability, making it suitable for applications such as use in polyvinyl chloride (PVC) fiber film materials [34,35].…”

“…O-acylated chitosan is commonly used in the films of fibers or polymeric materials to enhance the hydrophobicity and stability of the material [30,38]. N-acylated chitosan can be used as a carrier or a sustained release agent in the delivery of drugs and can also be used as a material additive in biological scaffolds [28,29]. solvents such as pyridine and chloroform [37], while N-acylated chitosan improves water solubility [29,31].…”

“…N-acylated chitosan can be used as a carrier or a sustained release agent in the delivery of drugs and can also be used as a material additive in biological scaffolds [28,29]. solvents such as pyridine and chloroform [37], while N-acylated chitosan improves water solubility [29,31]. O-acylated chitosan is commonly used in the films of fibers or polymeric materials to enhance the hydrophobicity and stability of the material [30,38].…”