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Sulfated Glycosaminoglycan-Based Block Copolymer: Preparation of Biocompatible Chondroitin Sulfate-B-Poly(lactic Acid) Micelles

André R Fajardo, Alexandre Guerry, Elizandra A Britta, Celso V Nakamura, Edvani C Muniz, Redouane Borsali, Sami Halila

Biomacromolecules. 2014 Jul 14;15(7):2691-700.

PMID: 24857763

Abstract:

Despite a growing interest in amphiphilic polysaccharide-based diblock copolymers as functional polymeric drug delivery nanosystems, biologically relevant sulfated glycosaminoglycan systems were not yet investigated. Here, we report the synthesis and the self-assembly properties in water of chondroitin sulfate-b-poly(lactic acid) (CS-b-PLA(n)). The CS-b-PLA(n) were synthesized using click-grafting onto method implying reducing-end alkynation of low-molecular weight depolymerized CS (M(w) = 5000 g·mol(-1)) and azide-terminated functionalization of PLAn (M(w) = 6500 g·mol(-1) (n = 46) and M(w) = 1700 g·mol(-1) (n = 20)). The diblock copolymer self-assembled in water giving rise to spherical micelles that were characterized in solution using dynamic/static light scattering and at dry state by TEM technique. In vitro assays on healthy cells showed that at high concentrations, up to 10 μg·mL(-1), CS-b-PLA(n) were noncytotoxic. Those preliminary studies are promising in the perspective to use them as biocompatible nanovehicles for anticancer drug delivery.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
LS71143 Poly(L-lactide), azide terminated Poly(L-lactide), azide terminated Price
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