Synthesis and characterization of dendritic star-shaped zwitterionic polymers as novel anticancer drug delivery carriers

Abstract

In this work, a novel dendritic star-shaped zwitterionic polymer, polyamidoamine-graft-poly[3-dimethyl (methacryloyloxyethyl) ammonium propanesulfonate] (PAMAM-g-PDMAPS), was synthesized. PAMAM dendrimers (generation 2, G2) were firstly prepared and then converted into the PAMAM-Br macroinitiator with 2-bromoisobutyryl bromide for ATRP. Finally, ATRP of zwitterionic DMAPS was carried out to obtain the dendritic star-shaped polymers PAMAM-g-PDMAPS with different PDMAPS chain lengths. Fourier transform-infrared spectroscopy, (1)H NMR, dynamic laser light scattering (DLS), and TEM were used to characterize the polymers. Encapsulation of adriamycin (ADR) by PAMAM-g-PDMAPS nanoparticles and ADR release behavior from ADR-loaded PAMAM-g-PDMAPS nanoparticles were investigated in detail. PAMAM-g-PDMAPS polymers, even starting from low-generation PAMAM core (G2), were found to show high loading efficiency for ADR because ADR existed not only within G2 PAMAM cores but also in PDMAPS layers. The release profile of ADR from ADR-loaded PAMAM-g-PDMAPS nanoparticles was pH-sensitive and could be controlled by the length of PDMAPS chains. Cell viability studies indicated that ADR-loaded PAMAM-g-PDMAPS could effectively restrain the growth of HepG2 cells and even kill them, whereas PAMAM-g-PDMAPS exhibited nontoxicity. All these results demonstrated that dendritic star-shaped zwitterionic polymers PAMAM-g-PDMAPS are attractive candidates as anticancer drug delivery carriers.

Co-delivery of cisplatin and paclitaxel by folic acid conjugated amphiphilic PEG-PLGA copolymer nanoparticles for the treatment of non-small lung cancer

“…The morphology of NPs was observed with a JEM-1400 transmission electron microscope (TEM) (JEOL, Japan). [ 19 , 20 ]…”

Functionalized PVA film with good adsorption capacity for anionic dye

“…The FTIR spectrum of the PAMAM is shown in Figure 1A, where the characteristic band appeared at 3363 cm À1 and was attributed to the stretching vibration of primary amines. [42][43][44] The strong vibration bands at…”

“…Generally, the NMR results resembled, to some extent, those reported in previous studies. [42,45] Additionally, the number average molecular weight ( ¯Mn ) and polydispersity index PDI ( ¯Mw / ¯Mn ) of the prepared PAMAM were determined via GPC as 3472 g/mole and 1.03, respectively.…”

Zwitterionic dendrimer – Polymer hybrid copolymers for self-assembling antifouling coatings

“…In contrast, the use of a fully and permanently zwitterionic dendrimer-based coating has not been reported in literature. So far, only the use of (partially) zwitterionic dendrimers has been reported for use in other biomedical applications such as drug delivery, sensing and MRI contrast agents [11,12,21,[13][14][15][16][17][18][19][20].…”