Drug‐eluting stent coatings

Puskás, Judit E.; Muñoz-Robledo, Lyn G.; Hoerr, Robert; Foley, John D.; Schmidt, Steven; Evancho-Chapman, Michelle; Dong, Jinsheng; Frethem, Chris; Haugstad, Greg

doi:10.1002/wnan.38

Cited by 59 publications

(60 citation statements)

References 59 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…Butyl rubber (copolymer of isobutylene with a small fraction of isoprene) is by one order of magnitude less permeable to small molecules than other elastomers. 32,42 Butyl rubbers have long been used to make inner linings of tires 42 , medical gloves 43 , and drug-eluting stents 44 . Recently, butyl rubbers have been used as hermetic seals for stretchable electronics [45][46] .…”

Section: Coat and Humectantmentioning

confidence: 99%

Wearable and Washable Conductors for Active Textiles

Floch

Yao

Liu

et al. 2017

ACS Appl. Mater. Interfaces

135

116

View full text Add to dashboard Cite

ABSTRACT:The emergence of stretchable electronics and its potential integration with textiles have highlighted a challenge: textiles are wearable and washable, but electronic devices are not. Many stretchable conductors have been developed to enable wearable active textiles, but little has been done to make them washable. Here we demonstrate a new class of stretchable conductors that can endure wearing and washing conditions commonly associated with textiles.Such a conductor consists of a hydrogel, a dissolved hygroscopic salt, and a butyl rubber coating.The hygroscopic salt enables ionic conduction, and matches the relative humidity of the hydrogel 2 to the average ambient relative humidity. The butyl rubber coating prevents the loss and gain of water due to the daily fluctuation of ambient relative humidity. We develop the chemistry of dip coating the butyl rubber onto the hydrogel, using silanes to achieve both the crosslink of the butyl rubber and the adhesion between the butyl rubber and the hydrogel. We test the endurance of the conductor by soaking it in detergent while stretching it cyclically, and by machinewashing it. The loss of water and salt is minimal. It is hoped that these conductors open applications in healthcare, entertainment, and fashion.3

show abstract

Section: Coat and Humectantmentioning

confidence: 99%

Wearable and Washable Conductors for Active Textiles

Floch

Yao

Liu

et al. 2017

ACS Appl. Mater. Interfaces

135

116

View full text Add to dashboard Cite

show abstract

“…Instead, the few observed cells grew in clusters, indicative of their preference for one another compared to the surface. By counting the number of cells per mm 2 , it was found that there was no significant difference in the number of cells found on glass versus butyl rubber. However, 120-fold fewer cells were observed on PIB-PTX-COOH and 260-fold fewer on PIB-PS-PTX-COOH relative to butyl rubber.…”

Section: Articlementioning

confidence: 96%

“…A triblock copolymer of polystyrene (PS)-PIB-PS (SIBS) is used in the clinical Taxus vascular stent, where it serves as a coating for the physical incorporation of paclitaxel (PTX). [1][2][3] In this application, PTX serves as an anti-proliferative agent that prevents restenosis, the postoperative recurrance of arterial narrowing. [4][5][6] A variety of synthetic approaches have been developed for functionalizing the terminus of PIB with moieties such as halogens, 7,8 thiols, 9 sulfonates, 10 amines, 7 silanes, 11 alcohols, 8,[12][13][14][15] olefins 16,17 or carboxylic acids.…”

mentioning

confidence: 99%

Polyisobutylene‐paclitaxel conjugates with pendant carboxylic acids and polystyrene chains: Towards multifunctional stent coatings with slow drug release

Trant

Moustafa

Sran

et al. 2016

J. Polym. Sci. Part A: Polym. Chem.

View full text Add to dashboard Cite

Drug-eluting stents are used in the treatment of atherosclerosis, where the incorporation of anti-proliferative or anti-inflammatory drugs decreases the rate of restenosis, the recurrence of artery narrowing. However, these stents can suffer from limitations such as drug depletion and delamination of the drug-eluting coating from the stent surface. Described here is an approach aimed at addressing these issues. Starting from a maleic anhydride adduct of polyisobutylene (PIB) prepared from butyl rubber, ring opening using paclitaxel (PTX) or a combination of PTX and polystyrene (PS) afforded covalent conjugates of PTX and PIB or PIB-PS graft copolymers bearing pendant carboxylic acids. When coated on stainless steel, the drug release was slower than that from a control coating that ressembles a clinical formulation comprising a physical mixture of a PS-PIB-PS triblock copolymer (SIBS) and PTX. The PTX conjugates also exhibited enhanced adhesion to stainless steel and increased tensile strength in comparison with the starting rubber. Cytotoxicity assays indicated that the materials did not leach toxic levels of PTX into cell culture media. Nevertheless, they were capable of inhibiting the adhesion and proliferation of C2C12 cells on their surfaces. These properties are advantageous for the potential application of the materials as stent coatings.

show abstract

“…SIBS is a very soft, transparent material resembling silicone rubber, with superior mechanical properties. It is used as a drug-eluting coating of coronary stents [6][7][8]. PIB is not degradable under biological conditions, however, its copolymers can be.…”

mentioning

confidence: 99%

“…Controlled ring-opening polymerization (ROP) of cyclic esters, such as lactide, glycolide, cyclic carbonate, and/or ε-caprolactone (ε-CL), have received significant attention due to the good mechanical properties, degradation behavior and biocompatibility of the resulting polymers [1][2][3]. Polyisobutylene (PIB) has been combined with materials widely used for biomedical applications (polyacrylates and -methacrylates, polysiloxanes, polylactones, polyurethanes, poly(ethylene oxide), and poly (vinyl alcohol)), and some devices that use PIB-based materials are approved by the Food and Drug Administration (FDA) [4][5][6]. One of the most relevant combinations is poly(styrene-b-isobutylene-b-styrene) (SIBS).…”

mentioning

confidence: 99%

Synthesis of polyisobutylene-polycaprolactone block copolymers using enzyme catalysis

Castano¹,

Álvarez²,

Becker³

et al. 2016

Express Polym. Lett.

View full text Add to dashboard Cite

The design of novel macromolecular architectures is a continuous focus in polymer science. Many of these architectures, such as block copolymers, possess unique properties, which make them interesting candidates for special applications in nanotechnology and biomedical materials. Controlled ring-opening polymerization (ROP) of cyclic esters, such as lactide, glycolide, cyclic carbonate, and/or ε-caprolactone (ε-CL), have received significant attention due to the good mechanical properties, degradation behavior and biocompatibility of the resulting polymers [1][2][3]. Polyisobutylene (PIB) has been combined with materials widely used for biomedical applications (polyacrylates and -methacrylates, polysiloxanes, polylactones, polyurethanes, poly(ethylene oxide), and poly (vinyl alcohol)), and some devices that use PIB-based materials are approved by the Food and Drug Administration (FDA) [4][5][6]. One of the most relevant combinations is poly(styrene-b-isobutylene-b-styrene) (SIBS). SIBS is a very soft, transparent material resembling silicone rubber, with superior mechanical properties. It is used as a drug-eluting coating of coronary stents [6][7][8]. PIB is not degradable under biological conditions, however, its copolymers can be. Block copolymers of PIB with L-lactide [9] and pivalolactone [10] have been synthesized from primary hydroxyl functionalized PIBs and metal-containing activators. It was found that the blocks had phase-separated morphologies, and the crystallization behavior of the polylactide and polypivalolactone was influenced by the presence of the PIB blocks. However, Abstract. The synthesis of poly(isobutylene-b-ε-caprolactone) diblock and poly(ε-caprolactone-b-isobutylene-b-ε-caprolactone) triblock copolymers was accomplished using a combination of living carbocationic polymerization of isobutylene (IB) with the ring-opening polymerization (ROP) of ε-caprolactone (ε-CL). OH-PIB-allyl was prepared by living carbocationic polymerization of IB initiated with 1,2-propylene oxide/TiCl 4 followed by termination with allyltrimethylsilane. Hydroxyl telechelic HO-PIB-OH was obtained by living IB polymerization initiated by 2,4,4,6-tetramethyl-heptane-2,6-diol/TiCl 4 , termination with allyltrimethylsilane and subsequent thiol-ene click reaction with mercaptoethanol. The structure of the hydroxyl PIBs was confirmed by 1 H NMR (proton Nuclear Magnetic Resonance spectroscopy). OH-PIB-allyl and HO-PIB-OH were then successfully used as macroinitiators for the polymerization of ε-CL catalyzed by Candida antarctica Lipase B (CALB), yielding poly(ε-caprolactone-b-isobutylene) diblock and poly(ε-caprolactone-b-isobutylene-b-ε-caprolactone) triblock copolymers, respectively. Differential Scanning Calorimetry (DSC), Transition Electron Microscopy (TEM) and Atomic Force Microscopy (AFM) demonstrated that the amorphous PIB and the semicrystalline PCL block segments phase separated, creating nanostructured phase morphology.

show abstract

Drug‐eluting stent coatings

Cited by 59 publications

References 59 publications

Wearable and Washable Conductors for Active Textiles

Wearable and Washable Conductors for Active Textiles

Polyisobutylene‐paclitaxel conjugates with pendant carboxylic acids and polystyrene chains: Towards multifunctional stent coatings with slow drug release

Synthesis of polyisobutylene-polycaprolactone block copolymers using enzyme catalysis

Contact Info

Product

Resources

About