Synthesis and investigation of chiral poly(2,4-disubstituted-2-oxazoline) based triblock copolymers, their self-assembly and formulation with chiral and achiral drugs

31 January 2022, Version 1
This content is a preprint and has not undergone peer review at the time of posting.


Considering the largely chiral nature of biological systems, there is interest in chiral drug delivery systems. Here, we investigate for the first time polymer micelles based on poly(2-oxazoline)s (POx) ABA-type triblock copolymers with chiral and racemic hydrophobic blocks for the formulation of chiral and achiral drugs. Specifically, poly(2-ethyl-4-ethyl-2-oxazoline) (pEtEtOx) and poly(2-propyl-4-methyl-2-oxazoline) (pPrMeOx) were used as hydrophobic block B and poly(2-methyl-2-oxazoline) (pMeOx) as hydrophilic block A. Using these triblock copolymers, nanoformulations of curcumin (CUR), paclitaxel (PTX) as well as chiral (R and S) and racemic ibuprofen were prepared. For CUR and PTX, the maximum drug loading dependent significantly on the structure of the hydrophobic repeat units, but not the chirality. In contrast, the maximum drug loading with chiral/racemic ibuprofen was neither affected by the polymer structure nor by chirality, but minor effects were observed with respect to the size and size distribution of the drug loaded micelles.


stereoactive polymer
optically active

Supplementary materials

Supporting info for main manuscript
NMR spectra; GPC elugrams; TGA; XRD patterns; CD spectra (in water solution); graph of drug solubility; data of maximum LC and LE; DLS; optical appearance of selected formulations; long term stability of A-pRSPrMeOx-A/CUR (10/10 g/L).


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