Novel amino-β-Cyclodextrins containing polymers: Fabrication, characterization, and biological evaluation

Abstract

In this study, poly (mPEGMA-co-MAA) (PA) based on monomers of mPEGMA and MAA were synthesized, and different amino-β-Cyclodextrins with various alkyl chains were conjugated to PA through carbodiimide-mediated coupling reactions. The obtained poly (mPEGMA-co-MAA-g-amino-β-CD) (PA-g-amino-β-CD) was characterized by FTIR, NMR and TGA. The fluorescence technique was used to investigate the micellization of PA-g-amino-β-CDs. The results indicated that these polymers could self-assemble into nano-micelles in water, and PA-g-HDA-β-CD possessed the lowest CMC value due to its long alkyl chains. In addition, the PA-g-HDA-β-CD micelles were in spherical shapes with the diameter of 78.5 ± 0.6 nm.The release of the model drug from PA-g-HDA-β-CD micelles was increased as the pH reduced from 7.4-5.5 at 37 °C. Cytotoxicity and cellular uptake experiments were performed in HepG2, which showed that the cargo-free PA-g-HDA-β-CD micelles did not have obvious cytotoxicity and were mainly distributed in the cytoplasm of HepG2 cells by endocytosis. Moreover, the study about in vivo distribution of the experimental rats indicated that the accumulation of PA-g-HDA-β-CD micelles mainly happened in the liver. Therefore, the novel amino-β-CD containing polymers exhibit good potential applications in drug delivery system.

Keywords: Amino-β-CD; Bio-Distribution; Cytotoxicity; Micelles; pH-sensitive.