The combination of β-CD with polylactic acid (PLA) generates biomaterials endowed with unique properties due to the synergy of the starting components. The biocompatibility, biodegradability and amphiphilicity of PLA-CD derivatives make them suitable for the development of different types of drug delivery systems, including nano- and microparticles, fibers or hydrogels [1]. In the framework of our studies dealing with the design of novel polymer-based Nanotherapeutics [2-4], we recently synthetized a novel β-CD-PLA conjugate exploiting a proper combination of Steglish esterification, carbodiimide coupling and copper catalyzed 1,3-dipolar Huisgen cycloaddition (CuAAC). The new β-CD-PLA polymer was characterized by 1H NMR, FT-IR spectroscopy and GPC-SEC analysis; its ability to entrap agents of pharmaceutical interest by supramolecular host-guest interactions was investigated using newly synthetized BODIPY- and Rhodamine- Adamantane derivatives. The fluorescent supramolecular assembly was used to monitoring the cellular uptake and intracellular trafficking of β-CD-PLA.
Synthesis and Properties of novel β-Cyclodextrin-Polylactic acid Conjugate
Gabriele D’Anna;Massimiliano Cordaro;Anna Piperno;Angela Scala
2025-01-01
Abstract
The combination of β-CD with polylactic acid (PLA) generates biomaterials endowed with unique properties due to the synergy of the starting components. The biocompatibility, biodegradability and amphiphilicity of PLA-CD derivatives make them suitable for the development of different types of drug delivery systems, including nano- and microparticles, fibers or hydrogels [1]. In the framework of our studies dealing with the design of novel polymer-based Nanotherapeutics [2-4], we recently synthetized a novel β-CD-PLA conjugate exploiting a proper combination of Steglish esterification, carbodiimide coupling and copper catalyzed 1,3-dipolar Huisgen cycloaddition (CuAAC). The new β-CD-PLA polymer was characterized by 1H NMR, FT-IR spectroscopy and GPC-SEC analysis; its ability to entrap agents of pharmaceutical interest by supramolecular host-guest interactions was investigated using newly synthetized BODIPY- and Rhodamine- Adamantane derivatives. The fluorescent supramolecular assembly was used to monitoring the cellular uptake and intracellular trafficking of β-CD-PLA.Pubblicazioni consigliate
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