Preparation and Characterization of Succinyl‐Chitosan Nanoparticles for Drug Delivery

Abstract

Summary: Succinyl-Chitosan (SCS), a water soluble CS derivative, exhibits biocompatibility, low toxicity and long-term retention in the body. SCS offers unique characteristics as polymer for obtaining drug delivery nanosystems, due to its many reactive amino, hydroxyl, and carboxylic acid pendant groups. Chemical modifications of SCS with antibodies and other active species are easily achieved through bonding with these groups, allowing targeting and detection. In this work, SCS was obtained by amidation of primary amine groups of CS with succinic anhydride. The succinylation degree, determined by 1 H-NMR, was 28%. Evaluation by zeta potential measurements of SCS showed a pH-dependent charge profile, which can be conveniently exploited to prepare pH-sensitive nanoparticles. Colloidal stable SCS/CS and SCS nanoparticles, useful in drug delivery, were prepared by ionic crosslinking from mixtures of CS and SCS in different weight percentages. Nanoparticles with sizes between 140-250 nm (after purification process) are obtained, which through further surface functionalization are suitable for application in drug delivery. The colloidal stability of the particles in water was studied by particle size measurements during 30 days and aggregation or formation of larger particles was not observed.

Nanofibrous material of n-succinyl chitosan/ polyethylene oxide in the removal of emerging pharmaceuticals from aqueous solution by adsorption/desorption method

“…This indicates that NSCS became highly ionized with negative charges due to larger amount of deprotonated carboxyl groups (-COO − ). These findings are in agreement with published studies (Miranda et al 2006;Monsalve et al 2015).…”

Characterization of an Injectable Chitosan Hydrogel for the Tunable, Localized Delivery of Immunotherapeutics

“… Finally, peaks b and c both exhibited cross peaks to an amide H attached to CS in the 1 H– 1 H NOESY spectrum (Supplemental Figure 3), indicating a likely covalent attachment to CS. These peaks further yielded a chemical signature similar to succinyl CS found in the literature. − These NMR data suggested a covalent modification to CS (Figure B), as well as the presence of hydrolyzed products, which may stabilize the positive charge of CS.…”

Chitosan Based Self-Assembled Nanoparticles in Drug Delivery

“…The grafting agent can be a hydrophobic moiety, such as cholesterol [ 27 ], cholic [ 28 ], and deoxycholic acid [ 29 ], or 5β-cholanic acid [ 30 ], to form micelles that can entrap lipophilic drugs or it can be the drug itself. Frequently, a water soluble CS derivative, such as glycol chitosan [ 31 ] or succinyl chitosan [ 32 ], is used instead of CS. Another suitable way to generate self-assembled chitosan nanoparticles is through the formation of polyelectrolyte complexes with polyanions [ 33 ].…”