Novelty in the development of biodegradable polymer coatings for biomedical devices: paclitaxel grafting on PDMMLA derivatives

Elnaz Gholizadeh; Meriem Naim; Rima Belibel; Hanna Hlawaty; Christel Barbaud

doi:10.1080/15685551.2022.2054116

Novelty in the development of biodegradable polymer coatings for biomedical devices: paclitaxel grafting on PDMMLA derivatives

Des Monomers Polym. 2022 Mar 20;25(1):64-74. doi: 10.1080/15685551.2022.2054116. eCollection 2022.

Authors

Elnaz Gholizadeh¹, Meriem Naim², Rima Belibel³, Hanna Hlawaty², Christel Barbaud¹

Affiliations

¹ Institut Galilée, Laboratory for Vascular Transitional Science (LVTS), Université Sorbonne Paris Nord, Villetaneuse, France.
² Smbh, Laboratory for Vascular Transitional Science (LVTS), Université Sorbonne Paris Nord, Bobigny, France.
³ Université Sorbonne Paris Nord, KymiaNova, Châtenay Malabry, France.

Abstract

Biocompatible and biodegradable polymers are widely used in the medical field. In some cases, the biopolymer is accompanied by an active drug, which is delivered locally in a controlled manner in order to improve the healing conditions. Poly([R,S]-3,3-dimethylmalic acid) (PDMMLA) is a synthetic amphiphilic biodegradable polymer, which unlike PLA, can be chemically modified to adapt hydrophilic/hydrophobic balance, degradation kinetics, and physicochemical and biological properties. It may contain a lateral alkyl group or a functional group for coupling bioactive molecules to release during its degradation. In this work, we realized the chemical grafting of paclitaxel (PTX), a microtubule stabilizing anti-cancer agent on PDMMLA derivatives bio-polyesters following a Steglich esterification protocol. 1D and 2D NMR analyses validated the reaction with 10% (using 0.1 equivalent) of PTX on the copolymer PDMMLAH₄₀-co-Hex₆₀ (PDMMLA 40/60) and a maximal PTX grafting rate of 55% on the homopolymer PDMMLAH (PDMMLA 100/0). In vitro adhesion and cytotoxicity assays were carried out on HUVEC cells with PDMMLA 40/60, PDMMLA-PTX 30/10/60 and PLA.

Keywords: PDMMLA; covalent grafting; drug eluting polymers; paclitaxel; polyesters; steglich esterification.