Synthesis, Self-Assembly, and Drug-Loading Capacity of Well-Defined Cyclodextrin-Centered Drug-Conjugated Amphiphilic A₁₄B₇ Miktoarm Star Copolymers Based on Poly(ε-caprolactone) and Poly(ethylene glycol)

Abstract

Novel drug-conjugated amphiphilic A(14)B(7) miktoarm star copolymers composed of 14 poly(epsilon-caprolactone) (PCL) arms and 7 poly(ethylene glycol) (PEG) arms with beta-cyclodextrin (beta-CD) as core moiety were synthesized by the combination of controlled ring-opening polymerization (CROP) and "click" chemistry. (1)H NMR, FT-IR, and SEC-MALLS analyses confirmed the well-defined A(14)B(7) miktoarm star architecture. These amphiphilic miktoarm star copolymers could self-assemble into multimorphological aggregates in aqueous solution, which were characterized by dynamic light scattering (DLS) and transmission electron microscopy (TEM). Moreover, the drug-loading efficiency and drug-encapsulation efficiency of the drug-conjugated miktoarm star copolymers were higher than those of the corresponding non-drug-conjugated miktoarm star copolymers.

Dendrimers and miktoarm polymers based multivalent nanocarriers for efficient and targeted drug delivery

“…144,145 Gou et al have reported the synthesis and drug loading of ibuprofenconjugated amphiphilic A 14 B 7 miktoarm stars composed of 14 PCL arms and 7 PEG arms with b-cyclodextrin (b-CD) as a core moiety. 146 These amphiphilic star polymers selfassembled into multimorphological aggregates in aqueous solution and showed higher drug loading capacity compared to the corresponding non-drug conjugated copolymers. Gu¨c¸et al showed that a fatty acid-based hyperbranched resin (HBR) formed nanoparticles with an average size ranging from 206-276 nm.…”

“…31,32,[169][170][171][172] Recently, Shen and co-workers have reported that the miktoarm-drug conjugates not only affect the drug release behaviour, but the covalent attachment of the drug to these polymers can also change their drug loading and drug incorporation efficiencies. 118,146 They have developed A 2 B 2 miktoarm star copolymers having PEG and PCL chains with ibuprofen attached on PCL chains through ester linkage. The drug loading capacities of miktoarm polymer micelles were better in drug conjugated miktoarm star copolymers than their non-drug counterparts.…”

“…Most miktoarm polymers intended for drug delivery applications are based on biocompatible and/or biodegradable polymers such as PEG, PCL and PLA. 146,236,237 We recently reported the synthesis and characterization of a series of A 2 B miktoarm polymers (A = PEG and B = PCL) for the incorporation and delivery of hydrophobic drugs. 115 Micelles of these miktoarm polymers did not induce cytotoxicity in N9 microglia cells at polymer concentrations high enough to produce clinically relevant drug concentrations in aqueous medium.…”

Temperature‐Sensitive (BA)(AC)2 Miktoarm Star Diblock Copolymer Based on PMMA, PPEGMA, and PNIPAm

“…[1][2][3][4][5][6][7] Compared with their linear counterparts, star polymers exhibit unique morphologies, properties, and functions, [4][5][6][7][8][9][10][11][12][13][14][15][16][17][18][19][20][21][22][23] especially miktoarm star polymers. [10][11][12][13][14][15][16][17][18][19][20][21][22][23][24] This is because a miktoarm star polymer combines different polymer arms into a molecule through a single core.…”

“…Moreover, amphiphilic star polymers generally exhibit low critical aggregation concentration (CAC) values in aqueous solution. [7][8][9]13,14,18,19 ] This is very benefi cial for drug delivery. [ 7,8 ] Herein, a (BA)(AC) 2 miktoarm star diblock copolymer is reported.…”