pH-Responsive robust polymer micelles with metal–ligand coordinated core cross-links

Hwang, Gyu Ha; Min, Kyung Hyun; Lee, Hong Jae; Nam, Hye Young; Choi, Gi Hyun; Kim, Byung Joo; Jeong, Seo Young; Lee, Sang Cheon

doi:10.1039/c4cc01584c

Cited by 51 publications

(29 citation statements)

References 23 publications

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“…[38,39] Given that the Fe-ZDS complex was formed by ironcatechol coordination,w ep roposed thatt he complex might exhibit pH-sensitive relaxivities. This uniquef eature has previously been utilized for the construction of nanocarriersw ithp H-triggered drug-releasec apacities.…”

Section: Ph-responsive Longitudinal Relaxivity Of Fe-zdsmentioning

confidence: 99%

“…This uniquef eature has previously been utilized for the construction of nanocarriersw ithp H-triggered drug-releasec apacities. [38,39] Given that the Fe-ZDS complex was formed by ironcatechol coordination,w ep roposed thatt he complex might exhibit pH-sensitive relaxivities. Once the iron complex transformed from saturated tris-coordinationi nto bis-or mono-coordination in the acidic environment, water molecules can directly coordinate with the iron core, which contributes significantly to the r 1 relaxivity of the complex.…”

Section: Ph-responsive Longitudinal Relaxivity Of Fe-zdsmentioning

confidence: 99%

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A pH‐Sensitive Zwitterionic Iron Complex Probe with High Biocompatibility for Tumor‐Specific Magnetic Resonance Imaging

Han

Liang

Xing

2019

Chemistry A European J

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Accurate diagnosis of tumorcharacteristics, including its location andb oundary,i so fi mmense value to subsequent therapy. Activatable magnetic resonance imaging (MRI) contrasta gents that respond to tumor-specific microenvironments, such as the redox state, pH, and enzymea ctivity,e nable better mapping of tumor tissue. However,t he practical application of most reported activatable agents is hampered by problems including potential toxicity,i nefficient elimination, and slow activation. In this study,w ed eveloped az witterionic iron complex (Fe-ZDS) as ap ositive MRI contrast agent for tumor-specific imaging. Fe-ZDS could dissociate in weakly acidic solutionr apidly, accompanied by clear longitudinal relaxivity (r 1 )e nhancement, whiche nabled the complex to act as ap H-sensitive contrast agent for tumor-specific MR imaging. In vivo experiments showedt hat Fe-ZDS rapidlye nhanced the tumor-to-normal contrast ratio by > 40 %, which assisted in distinguishing the tumor boundary.F urthermore, Fe-ZDS circulated freely in the bloodstream and was excreted relativelys afely via kidneys owing to its zwitterionic nature. Therefore, Fe-ZDS is an ideal candidate for at umor-specific MRI contrast agent and holds considerable potentialfor clinical translation.Scheme1.Schematicillustration of the pH-responsiveness of Fe-ZDS and the application of the complex as as mart MRI contrastagent for in vivo tumorimaging.

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Section: Ph-responsive Longitudinal Relaxivity Of Fe-zdsmentioning

confidence: 99%

Section: Ph-responsive Longitudinal Relaxivity Of Fe-zdsmentioning

confidence: 99%

A pH‐Sensitive Zwitterionic Iron Complex Probe with High Biocompatibility for Tumor‐Specific Magnetic Resonance Imaging

Han

Liang

Xing

2019

Chemistry A European J

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“…At pH 5, the catechol‐Fe 3+ will be partially broken and the anticancer drug will be released. A cumulative release of ~60% DOX was obtained in a period of 24 h (Figure ).…”

Section: Stimuli‐responsive Polyester Nanocarriersmentioning

confidence: 99%

Recent advances in aliphatic polyesters for drug delivery applications

Washington

Kularatne

Karmegam

et al. 2016

WIREs Nanomed Nanobiotechnol

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The use of aliphatic polyesters in drug delivery applications has been a field of significant interest spanning decades. Drug delivery strategies have made abundant use of polyesters in their structures owing to their biocompatibility and biodegradability. The properties afforded from these materials provide many avenues for the tunability of drug delivery systems to suit individual needs of diverse applications. Polyesters can be formed in several different ways, but the most prevalent is the ring-opening polymerization of cyclic esters. When used to form amphiphilic block copolymers, these materials can be utilized to form various drug carriers such as nanoparticles, micelles, and polymersomes. These drug delivery systems can be tailored through the addition of targeting moieties and the addition of stimuli-responsive groups into the polymer chains. There are also different types of polyesters that can be used to modify the degradation rates or mechanical properties. Here, we discuss the reasons that polyesters have become so popular, the current research focuses, and what the future holds for these materials in drug delivery applications. WIREs Nanomed Nanobiotechnol 2017, 9:e1446. doi: 10.1002/wnan.1446 For further resources related to this article, please visit the WIREs website.

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“…In 2014, Gyu Ha Hwang et al [26] reported the synthesis of pH-responsive core-shell polymer micelles through the self-assembly of poly(ethylene glycol)(PEG)-b-poly(L-3,4-dihydroxyphenylalanine) (PEG-b-PDOPA). The amphiphilic block copolymer was synthesized by the ROP of di-O,O'-acetyl-L-DOPA-N-carboxyanhydride ((AC2)-DOPA-NCA) with CH 3 O-PEG-NH 2 as the macroinitiator, followed by deprotection of the hydroxyl groups.…”

Section: Ph-responsive Micellesmentioning

confidence: 99%

Micelles Formed by Polypeptide Containing Polymers Synthesized Via N-Carboxy Anhydrides and Their Application for Cancer Treatment

et al. 2017

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Abstract:The development of multifunctional polymeric materials for biological applications is mainly guided by the goal of achieving the encapsulation of pharmaceutical compounds through a self-assembly process to form nanoconstructs that control the biodistribution of the active compounds, and therefore minimize systemic side effects. Micelles are formed from amphiphilic polymers in a selective solvent. In biological applications, micelles are formed in water, and their cores are loaded with hydrophobic pharmaceutics, where they are solubilized and are usually delivered through the blood compartment. Even though a large number of polymeric materials that form nanocarrier delivery systems has been investigated, a surprisingly small subset of these technologies has demonstrated potentially curative preclinical results, and fewer have progressed towards commercialization. One of the most promising classes of polymeric materials for drug delivery applications is polypeptides, which combine the properties of the conventional polymers with the 3D structure of natural proteins, i.e., α-helices and β-sheets. In this article, the synthetic pathways followed to develop well-defined polymeric micelles based on polypeptides prepared through ring-opening polymerization (ROP) of N-carboxy anhydrides are reviewed. Among these works, we focus on studies performed on micellar delivery systems to treat cancer. The review is limited to systems presented from 2000-2017.

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pH-Responsive robust polymer micelles with metal–ligand coordinated core cross-links

Abstract: We report on pH-responsive core-shell polymer micelles with catechol-Fe(3+) coordinated core cross-links, which provide robustness to drug-loaded polymer micelles and allow the facilitated intracellular release of loaded anticancer drugs in response to an endosomal acidic pH.

Cited by 51 publications

References 23 publications

A pH‐Sensitive Zwitterionic Iron Complex Probe with High Biocompatibility for Tumor‐Specific Magnetic Resonance Imaging

A pH‐Sensitive Zwitterionic Iron Complex Probe with High Biocompatibility for Tumor‐Specific Magnetic Resonance Imaging

Recent advances in aliphatic polyesters for drug delivery applications

Micelles Formed by Polypeptide Containing Polymers Synthesized Via N-Carboxy Anhydrides and Their Application for Cancer Treatment

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