Micellar drug delivery vehicles formed from amphiphilic block copolymers bearing photo-cross-linkable cyclopentenone side groups

Stouten, Jules; Sijstermans, Nick; Babilotte, Joanna; Pich, Andrij; Moroni, Lorenzo; Bernaerts, Katrien V.

doi:10.1039/d2py00631f

Cited by 6 publications

(3 citation statements)

References 64 publications

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“…Acridine orange (AO) was previously used to visualize the microsomal fractions in eukaryotic cells after incubation with amphiphilic block copolymer micelles [ 51 ]. MDCK II cells were seeded at initial concentrations of 1 × 10 5 cells/mL on coverslips.…”

Section: Methodsmentioning

confidence: 99%

Green Synthesis and the Evaluation of a Functional Amphiphilic Block Copolymer as a Micellar Curcumin Delivery System

Kalinova

Grancharov

Doumanov

et al. 2023

IJMS

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Polymer micelles represent one of the most attractive drug delivery systems due to their design flexibility based on a variety of macromolecular synthetic methods. The environmentally safe chemistry in which the use or generation of hazardous materials is minimized has an increasing impact on polymer-based drug delivery nanosystems. In this work, a solvent-free green synthetic procedure was applied for the preparation of an amphiphilic diblock copolymer consisting of biodegradable hydrophobic poly(acetylene-functional carbonate) and biocompatible hydrophilic polyethylene glycol (PEG) blocks. The cyclic functional carbonate monomer 5-methyl-5-propargyloxycarbonyl-1,3-dioxane-2-one (MPC) was polymerized in bulk using methoxy PEG-5K as a macroinitiator by applying the metal-free organocatalyzed controlled ring-opening polymerization at a relatively low temperature of 60 °C. The functional amphiphilic block copolymer self-associated in aqueous media into stable micelles with an average diameter of 44 nm. The copolymer micelles were physico-chemically characterized and loaded with the plant-derived anticancer drug curcumin. Preliminary in vitro evaluations indicate that the functional copolymer micelles are non-toxic and promising candidates for further investigation as nanocarriers for biomedical applications.

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Section: Methodsmentioning

confidence: 99%

Green Synthesis and the Evaluation of a Functional Amphiphilic Block Copolymer as a Micellar Curcumin Delivery System

Kalinova

Grancharov

Doumanov

et al. 2023

IJMS

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“…This reaction yields the radically polymerizable monomer 4-oxocyclopentenyl acrylate (4CPA). Polymerization of 4CPA via RAFT polymerization in solvents (not environmentally friendly) was recently reported, , but in this work, emulsion polymerization will be explored. This is completely new and an important step to make the polymerization process environmentally friendly.…”

Section: Introductionmentioning

confidence: 99%

Renewable and Functional Latexes Synthesized by Polymerization-Induced Self-Assembly for UV-Curable Films

Stouten,

Cao,

Pich

et al. 2023

ACS Appl. Mater. Interfaces

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After the development of polymer coatings and films based on renewable resources, there remains a challenge of combining the advantages of water-borne acrylic latexes with the excellent physical properties of cross-linked solvent-borne coatings. After polymerization, the renewable 4-oxocyclopentenyl acrylate (4CPA) is capable of undergoing photocyclodimerization under UV light, yielding a cross-linked polyacrylate. In this work, we investigate the polymerization-induced self-assembly (PISA) of 4CPA with several renewable acrylic monomers in the presence of a macro-RAFT agent. The produced latexes have a small particle size, good colloidal stability, and are free of volatile organic compounds. After film formation and UV curing, flexible to rigid films can be obtained depending on the monomer composition and UV irradiation time. The cross-linked films show promise as oil and water barriers in paper coating applications. This work outlines the development and application of renewable and functional cross-linkable latexes synthesized by PISA.

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“…35 The CAC values of the block copolymers PIB- b -PAA , PIB- b -P(NH 3 + -Ala-HEMA) , and PIB- b -PPEGMA were 33, 20 and 18 mg L −1 , respectively in water and 20, 12 and 10 mg L −1 in HEPES buffer, which are comparable to the CAC values obtained for amphiphilic block copolymers. 36 Further, the size and morphology of the self-assembled aggregates in an aqueous medium were demonstrated by dynamic light scattering (DLS), field emission scanning electron microscopy (FESEM), and transmission electron microscopy (TEM). The DLS study explored the size distribution of these self-assemblies in water (Fig.…”

mentioning

confidence: 99%

Charge variable PIB-based block copolymers as selective transmembrane ion transporters

et al. 2023

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Micellar drug delivery vehicles formed from amphiphilic block copolymers bearing photo-cross-linkable cyclopentenone side groups

Abstract: Amphiphilic block copolymers are of specific interest in the field of nanomedicine, and are used to encapsulate hydrophobic drugs for targeted drug delivery. To improve micellar stability in highly diluted...

Cited by 6 publications

References 64 publications

Green Synthesis and the Evaluation of a Functional Amphiphilic Block Copolymer as a Micellar Curcumin Delivery System

Green Synthesis and the Evaluation of a Functional Amphiphilic Block Copolymer as a Micellar Curcumin Delivery System

Renewable and Functional Latexes Synthesized by Polymerization-Induced Self-Assembly for UV-Curable Films

Charge variable PIB-based block copolymers as selective transmembrane ion transporters

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