Organic Arsenicals as Functional Motifs in Polymer and Biomaterials Science

Tanaka, Joji; Davis, Thomas P.; Wilson, Paul

doi:10.1002/marc.201800205

Cited by 11 publications

(7 citation statements)

References 155 publications

(270 reference statements)

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“…For example, the Wilson group has shown that organic arsenicals can be combined with well-defined polymers of controlled molecular weights for oxidation-responsive nanoparticles and hydrogels. 240 − 242 Cobalt can be used as a metal cross-linking agent with redox responsivity. 243 …”

Section: Redox (Glutathione/ros)mentioning

confidence: 99%

“…Finally, metal coordination compounds can have interesting redox-responsive behavior, depending on the oxidation state of the metal center. For example, the Wilson group has shown that organic arsenicals can be combined with well-defined polymers of controlled molecular weights for oxidation-responsive nanoparticles and hydrogels. − Cobalt can be used as a metal cross-linking agent with redox responsivity …”

Section: Redox (Glutathione/ros)mentioning

confidence: 99%

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Harnessing Endogenous Stimuli for Responsive Materials in Theranostics

2021

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Materials that respond to endogenous stimuli are being leveraged to enhance spatiotemporal control in a range of biomedical applications from drug delivery to diagnostic tools. The design of materials that undergo morphological or chemical changes in response to specific biological cues or pathologies will be an important area of research for improving efficacies of existing therapies and imaging agents, while also being promising for developing personalized theranostic systems. Internal stimuli-responsive systems can be engineered across length scales from nanometers to macroscopic and can respond to endogenous signals such as enzymes, pH, glucose, ATP, hypoxia, redox signals, and nucleic acids by incorporating synthetic bio-inspired moieties or natural building blocks. This Review will summarize response mechanisms and fabrication strategies used in internal stimuli-responsive materials with a focus on drug delivery and imaging for a broad range of pathologies, including cancer, diabetes, vascular disorders, inflammation, and microbial infections. We will also discuss observed challenges, future research directions, and clinical translation aspects of these responsive materials.

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Section: Redox (Glutathione/ros)mentioning

confidence: 99%

Section: Redox (Glutathione/ros)mentioning

confidence: 99%

Harnessing Endogenous Stimuli for Responsive Materials in Theranostics

2021

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“…This can also lead to deactivation of the drug as these organoarsenic drugs react readily with blood proteins, in particular transferrin [ 10 ]. In order to limit premature inactivation of the arsenic drugs, a range of nanoparticles have been developed to enhance stability, thus increase activity [ 11 – 12 ]. These nanoparticles have been decorated with targeting ligands to enhance the accumulation of the drug in cancer tissue.…”

Section: Introductionmentioning

confidence: 99%

Post-functionalization of drug-loaded nanoparticles prepared by polymerization-induced self-assembly (PISA) with mitochondria targeting ligands

Noy¹,

Fan²,

Stenzel³

2021

Beilstein J. Org. Chem.

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Herein, the postfunctionalization of different non-fouling PISA particles, prepared from either poly(oligo ethylene glycol methyl ether methacrylate) (pPEGMA) and the anticancer drug PENAO (4-(N-(S-penicillaminylacetyl)amino)phenylarsenonous acid) or zwitterionic 2-methacryloyloxyethyl phosphorylcholine (MPC) and PENAO were reported. Both PISA particles were reacted with triphenylphosphonium (TPP) as mitochondria targeting units in order to evaluate the changes in cellular uptake or the toxicity of the conjugated arsenic drug. Attachment of TPP onto the PISA particles however was found not to enhance the mitochondrial accumulation, but it did influence overall the biological activity of pMPC-based particles in 2D and 3D cultured sarcoma SW982 cells. When TPP was conjugated to the pMPC PISA particles more cellular uptake as well as better spheroid penetration were observed, while TPP on PEG-based PISA had only little effect. It was hypothesized that TPP on the micelle surface may not be accessible enough to allow mitochondria targeting, but more structural investigations are required to elucidate this.

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“…The clinical renaissance of (in)organic arsenicals, particularly organic arsenicals 4-(N-(Sglutathionylacetyl)amino) phenylarsonous acid (GSAO), [20] 4-(N-(Spenicillaminylacetyl)amino) phenylarsonous acid (PENAO), [21] that contain a common phenylarsonous acid (As(III)) group derived from commercial reagent p-arsanilic acid, has stimulated new interest in the potential of polymeric arsenicals as functional/(re)active platforms for bio(nano)materials design. [22] Over the last 5 years, the vinyl-functionalised organic arsenicals, previously employed in FRP, as well as arsenical-functionalised initiators have been employed for the synthesis of polymeric arsenicals via reversible deactivation radical polymerization (RDRP), furnishing side-chain and end-group functionalized polymeric arsenicals respectively.…”

Section: Introductionmentioning

confidence: 99%