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Drug Delivery

The importance of drug delivery to chemists, medicinal and otherwise, has increased since the advent of integrated drug discovery processes. Physicochemical and biological barriers, pathways for drug delivery, formulation, pharmacokinetic and pharmacodynamic issues, metabolism, and cell culture models used in studying drug delivery are just some of the topics that make drug delivery an exciting field for researchers.

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Kanghee Cho, Hyun Jong Lee, San Won Han, Ji Hong Min, Hansoo Park, Won-Gun Koh
Multi-Compartmental Hydrogel Microparticles Fabricated by Combination of Sequential Electrospinning and Photopatterning [Communication]

Multi-Compartmental Hydrogel Microparticles Fabricated by Combination of Sequential Electrospinning and Photopatterning

Multi-compartmental hydrogel microparticles were fabricated by combining electrospinning and photopatterning processes. Each compartment was made of a fiber matrix with different composition. the resultant microparticles have a potential for various biomedical applications such as bioassay, drug delivery, and tissue engineering.

Angew. Chem. Int. Ed., July 29, 2015, DOI: 10.1002/anie.201504317

Sudhina Guragain, Bishnu Prasad Bastakoti, Victor Malgras, Kenichi Nakashima, Yusuke Yamauchi
Multi-Stimuli-Responsive Polymeric Materials [Minireview]

Multi-Stimuli-Responsive Polymeric Materials

Responding to change: Stimuli-responsive materials are of immense importance because of their ability to undergo alteration of their properties in response to their environment. The properties of such materials can be tuned by subtle adjustments in temperature, pH, light, and so forth. This review article provides an overview of multi-stimuli-responsive polymeric materials.

Chem. Eur. J., July 27, 2015, DOI: 10.1002/chem.201501101

Qilu Zhang, Zhanyao Hou, Benoit Louage, Dingying Zhou, Nane Vanparijs, Bruno G. De Geest, Richard Hoogenboom
Acid-Labile Thermoresponsive Copolymers That Combine Fast pH-Triggered Hydrolysis and High Stability under Neutral Conditions [Communication]

Acid-Labile Thermoresponsive Copolymers That Combine Fast pH-Triggered Hydrolysis and High Stability under Neutral Conditions

Breaking the rules: Thermoresponsive polymers with both dimethyldioxolane and hydroxyethyl side chains were hydrolyzed rapidly under slightly acidic conditions while being stable at pH 7.4 or during storage: important properties for biomedical applications. Thus, hydrolysis of the acid-labile cyclic-acetal groups was accelerated by the presence of hydroxy groups, which led to enhanced hydration of the collapsed copolymer globules (see picture).

Angew. Chem. Int. Ed., July 24, 2015, DOI: 10.1002/anie.201505145

Warren Viricel, Amira Mbarek, Jeanne Leblond
Switchable Lipids: Conformational Change for Fast pH-Triggered Cytoplasmic Delivery [Communication]

Switchable Lipids: Conformational Change for Fast pH-Triggered Cytoplasmic Delivery

Switch it on! The integration of pH-sensitive switchable lipids (see picture) into poly(ethylene glycol)-coated liposome formulations enabled the efficient cytoplasmic delivery of polar compounds through an endosomal-escape mechanism. The liposome formulations containing the switchable lipids were stable at pH 7.4 and upon storage but instantly destabilized at endosomal pH values (pH 5–5.5).

Angew. Chem. Int. Ed., July 17, 2015, DOI: 10.1002/anie.201504661

Single-Vehicular Delivery of Antagomir and Small Molecules to Inhibit miR-122 Function in Hepatocellular Carcinoma Cells by using “Smart” Mesoporous Silica Nanoparticles

Double inhibition: A smart drug-delivery system, constructed by using antagomir-capped mesoporous silica nanoparticles (MSNs), is capable of simultaneous target-triggered release of an antagomir and a hydrophobic small molecule microRNA inhibitor in Huh7 cells to achieve combination inhibition of endogenous miR-122.

Angew. Chem. Int. Ed., July 14, 2015, DOI: 10.1002/anie.201504913

Towards Self-Assembled Hybrid Artificial Cells: Novel Bottom-Up Approaches to Functional Synthetic Membranes

Hybrid artificial cells: Over the last years, considerable effort has been devoted to the integration of functionalized synthetic membranes with biological systems, producing “hybrid” artificial cells. This Concept article fundamentally covers recent advances and the current state-of-the-art of such hybrid systems. Specifically, the design of minimal supramolecular constructs that can faithfully mimic or reconstruct the structure and/or function of living systems is described.

Chem. Eur. J., July 6, 2015, DOI: 10.1002/chem.201501229

A pH-Responsive Carrier System that Generates NO Bubbles to Trigger Drug Release and Reverse P-Glycoprotein-Mediated Multidrug Resistance

Two is better than one: A carrier system is developed that can generate NO bubbles in the acidic environment of tumor tissues to trigger localized drug release (specifically irinotecan, denoted CPT-11) and to reverse Pgp-mediated multidrug resistance (Pgp=P-glycoprotein). The combined system enhances intracellular drug accumulation in cancer cells so that the concentration exceeds the therapeutic threshold, eventually leading to antitumor activity.

Angew. Chem. Int. Ed., July 1, 2015, DOI: 10.1002/anie.201504444

Sami Nummelin, Ville Liljeström, Eve Saarikoski, Jarmo Ropponen, Antti Nykänen, Veikko Linko, Jukka Seppälä, Jouni Hirvonen, Olli Ikkala, Luis M. Bimbo, Mauri A. Kostiainen
Self-Assembly of Amphiphilic Janus Dendrimers into Mechanically Robust Supramolecular Hydrogels for Sustained Drug Release [Full Paper]

Self-Assembly of Amphiphilic Janus Dendrimers into Mechanically Robust Supramolecular Hydrogels for Sustained Drug Release

Tough gels for drug release: Amphiphilic Janus dendrimers with low molecular weights can readily form self-assembled fibers at very low mass proportion to create supramolecular hydrogels with outstanding mechanical properties (see figure). The gels can be efficiently loaded with different bioactive cargo, such as active enzymes, peptides, and drug molecules, to be used for sustained release in drug delivery.

Chem. Eur. J., July 1, 2015, DOI: 10.1002/chem.201501812

Xinyu Zhang, Juan Ge, Yumeng Xue, Bo Lei, Dong Yan, Na Li, Zhengqing Liu, Yaping Du, Ren Cai
Controlled Synthesis of Ultrathin Lanthanide Oxide Nanosheets and Their Promising pH-Controlled Anticancer Drug Delivery [Communication]

Controlled Synthesis of Ultrathin Lanthanide Oxide Nanosheets and Their Promising pH-Controlled Anticancer Drug Delivery

Lanthanide oxide nanostructures (Sm2O3 and Gd2O3) with various morphologies (nanoflakes, nanowires, ultrathin nanosheets) were synthesized by a facile wet chemistry method. As a proof-of-concept, the Sm2O3 and Gd2O3 ultrathin nanosheets demonstrate promising pH-controlled anticancer drug-delivery behavior.

Chem. Eur. J., June 23, 2015, DOI: 10.1002/chem.201406470

Basit Yameen, Cristian Vilos, Won Il Choi, Andrew Whyte, Jining Huang, Lori Pollit, Omid C. Farokhzad
Drug Delivery Nanocarriers from a Fully Degradable PEG-Conjugated Polyester with a Reduction-Responsive Backbone [Communication]

Drug Delivery Nanocarriers from a Fully Degradable PEG-Conjugated Polyester with a Reduction-Responsive Backbone

A reduction-responsive drug delivery nanocarrier system derived from a linear polyester containing disulfide bonds in the main chain is reported. After conjugation to polyethylene glycol (PEG), the polymer self-assembles into nanoparticles capable of encapsulating dyes and anticancer drugs. The nanoparticles are highly sensitive to the concentration of an intracellular reducing agent and exhibit superior anticancer activity.

Chem. Eur. J. 2015, 21, No. 32, 11325-11329

Rongqiang Liao, Shouhui Yi, Manshuo Liu, Wenling Jin, Bo Yang
Folic-Acid-Targeted Self-Assembling Supramolecular Carrier for Gene Delivery [Full Paper]

Folic-Acid-Targeted Self-Assembling Supramolecular Carrier for Gene Delivery

Get smart: A smart targeting gene carrier for cancer-specific delivery has been successfully prepared by a “multilayer bricks-and-mortar” strategy. Carriers produced by two different self-assembly schemes were investigated for their ability to compact pDNA into nanoparticles. Cell viability studies show that the most suitable (Method A) material has lower cytotoxicity than 25 kDa bPEI and that transfection efficiency is maintained.

ChemBioChem 2015, 16, No. 11, 1622-1628

Guang Yang, Miriam O'Duill, Véronique Gouverneur, Marie Pierre Krafft
Recruitment and Immobilization of a Fluorinated Biomarker Across an Interfacial Phospholipid Film using a Fluorocarbon Gas [Communication]

Recruitment and Immobilization of a Fluorinated Biomarker Across an Interfacial Phospholipid Film using a Fluorocarbon Gas

Attractive interactions can arise between a fluorocarbon gas and a C2F5-labeled compound (red triangle with green tail) across a phospholipid monolayer, allowing recruitment and immobilization of the fluorinated compound in the phospholipid layer. This new phenomenon allowed preparation of microbubbles loaded with a C2F5-labeled hypoxia biomarker.

Angew. Chem. Int. Ed. 2015, 54, No. 29, 8402-8406

Yolk-Shell Porous Microspheres of Calcium Phosphate Prepared by Using Calcium L-Lactate and Adenosine 5'-Triphosphate Disodium Salt: Application in Protein/Drug Delivery

Yolk-shell porous microspheres: Yolk-shell porous microspheres of calcium phosphate were prepared by using calcium L-lactate pentahydrate and adenosine 5'-triphosphate disodium salt by the microwave-assisted hydrothermal method (see figure). The as-prepared yolk-shell porous microspheres have a high protein/drug loading capacity, sustained release behavior, favorable pH-responsive release and high biocompatibility. Thus, they are promising for applications in various biomedical fields such as protein/drug delivery.

Chem. Eur. J. 2015, 21, No. 27, 9868-9876

Biao Kang, Patricia Okwieka, Susanne Schöttler, Svenja Winzen, Jens Langhanki, Kristin Mohr, Till Opatz, Volker Mailänder, Katharina Landfester, Frederik R. Wurm
Carbohydrate-Based Nanocarriers Exhibiting Specific Cell Targeting with Minimum Influence from the Protein Corona [Communication]

Carbohydrate-Based Nanocarriers Exhibiting Specific Cell Targeting with Minimum Influence from the Protein Corona

Stealth nanocarriers: The blood plasma interactions and targeting properties of PEGylated and mannose-functionalized hydroxyethyl starch (HES) nanocarriers were investigated. They exhibit colloidal stability in human plasma, low protein adsorption, a distinct protein pattern, and highly specific cellular uptake into dendritic cells both before and after contact with human plasma.

Angew. Chem. Int. Ed. 2015, 54, No. 25, 7436-7440

Bum Jin Kim, Hogyun Cheong, Byeong Hee Hwang, Hyung Joon Cha
Mussel-Inspired Protein Nanoparticles Containing Iron(III)–DOPA Complexes for pH-Responsive Drug Delivery [Communication]

Mussel-Inspired Protein Nanoparticles Containing Iron(III)–DOPA Complexes for pH-Responsive Drug Delivery

Mussel-inspired protein nanoparticles that are capable of pH-responsive drug release were obtained by exploiting the pH-dependent changes in the stoichiometry of iron(III)–DOPA complexes. Such doxorubicin-loaded polymeric nanoparticles were synthesized through a co-electrospraying process and shown to release doxorubicin at acidic pH values. DOPA=3,4-dihydroxyphenylalanine.

Angew. Chem. Int. Ed. 2015, 54, No. 25, 7318-7322

Ying-Jie Zhu, Feng Chen
pH-Responsive Drug-Delivery Systems [Focus Review]

pH-Responsive Drug-Delivery Systems

Get a response! pH-Responsive drug-delivery systems have promising applications because they are “smart” or “intelligent” in overcoming the shortcomings of conventional drug formulations and are able to deliver drugs in a controlled manner at specific sites and times, which results in high therapeutic efficacy. Recent progress obtained for pH-responsive drug-delivery systems and future perspectives is presented.

Chem. Asian J. 2015, 10, No. 02, 284-305

Targeted Treatment of Cancer with Nanotherapeutics Based on Mesoporous Silica Nanoparticles

Nanotherapeutics are designed and constructed from mesoporous silica nanoparticles for the targeted treatment of cancer based on characteristics of tumor tissues. The picture shows drug delivery triggered by the acidic extracellular environment of cancer, endocytosis of the drug carrier, and intracellular release of cargo drugs.

ChemPlusChem 2015, 80, No. 01, 26-36

Huijie Zhu, Jin Li, Xiao-Bing Zhang, Mao Ye, Weihong Tan
Nucleic Acid Aptamer-Mediated Drug Delivery for Targeted Cancer Therapy [Minireview]

Nucleic Acid Aptamer-Mediated Drug Delivery for Targeted Cancer Therapy

Targeted & Specific: The applications of nucleic acid aptamers in cancer are reviewed. Single-stranded (ss) oligonucleotide (DNA or RNA)-based aptamers conjugated with drugs and nanomaterials are covered in detail, highlighting their therapeutic potential while acknowledging the challenges that remain to be overcome.

ChemMedChem 2015, 10, No. 01, 39-45

Stimuli-Responsive Polymeric Nanoparticles for Nanomedicine

Bringing life from cell death: Stimuli-responsive polymeric nanoparticles can respond to the microenvironment of a particular disease and its cells. Internal triggers as well as external devices permit temporally and spatially controlled drug delivery. The development of well-defined nanomedicines is critical for their behavior in vivo.

ChemMedChem 2015, 10, No. 01, 24-38

Tianmeng Sun, Yu Shrike Zhang, Bo Pang, Dong Choon Hyun, Miaoxin Yang, Younan Xia
Engineered Nanoparticles for Drug Delivery in Cancer Therapy [Review]

Engineered Nanoparticles for Drug Delivery in Cancer Therapy

On the way to nanomedicine: Considerable advances in the development of nanoparticles for cancer therapy have been made in recent years. Nanoparticle-based drug-delivery systems offer advantages with regard to multidrug resistance, systemic delivery, and clearance, and enable for example specific tumor targeting and controlled release of therapeutic agents.

Angew. Chem. Int. Ed. 2014, 53, No. 46, 12320-12364

Pedro M. S. D. Cal, Gonçalo J. L. Bernardes, Pedro M. P. Gois
Cysteine-Selective Reactions for Antibody Conjugation [Highlight]

Cysteine-Selective Reactions for Antibody Conjugation

Moving tracks from maleimide: New site-selective protein modification reactions at cysteine have been developed. Unlike conventional maleimide conjugation, which results in a labile thioether succinimide, the new bioconjugation reactions result in stable conjugates and provide opportunities to develop a new generation of homogeneous, stable, and therapeutically useful conjugates.

Angew. Chem. Int. Ed. 2014, 53, No. 40, 10585-10587

Sandra García-Gallego, Gonçalo J. L. Bernardes
Carbon-Monoxide-Releasing Molecules for the Delivery of Therapeutic CO In Vivo [Minireview]

Carbon-Monoxide-Releasing Molecules for the Delivery of Therapeutic CO In Vivo

On target: Carbon-monoxide-releasing molecules (CORMs) are promising agents for the treatment of several diseases. CORMs are particularly good for enabling CO delivery in a controlled manner without affecting oxygen transport by hemoglobin. Significant progress in the methods for CO detection in live cells and the understanding of the reactivity of CORMs in vivo provides insights into CO biology and the design of safer, and more selective and efficient CORMs for clinical use.

Angew. Chem. Int. Ed. 2014, 53, No. 37, 9712-9721

Sven Kruspe, Florian Mittelberger, Kristina Szameit, Ulrich Hahn
Aptamers as Drug Delivery Vehicles [Review]

Aptamers as Drug Delivery Vehicles

Selective delivery: Active drug targeting enhances the efficacy and specificity of systemic therapeutics. Aptamers, artificial nucleic acid ligands, represent powerful targeting tools that can act as cell-specific drug carriers. The advancements from the past decade have provided various approaches that open new gateways for drug administration in cancer therapy.

ChemMedChem 2014, 9, No. 09, 1998-2011

Dong Choon Hyun, Nathanael S. Levinson, Unyong Jeong, Younan Xia
Emerging Applications of Phase-Change Materials (PCMs): Teaching an Old Dog New Tricks [Review]

Emerging Applications of Phase-Change Materials (PCMs): Teaching an Old Dog New Tricks

PCMs on the rise: As a result of their sharp melting points and large heats of fusion during phase transition, phase-change materials (PCMs) have already found commercial use in thermal management. The vast potential of this class of fascinating materials has recently been tapped in a diverse array of high-tech applications such as controlled release, information storage, sensing/detection, and barcoding.

Angew. Chem. Int. Ed. 2014, 53, No. 15, 3780-3795

Sabrina Nowag, Rainer Haag
pH-Responsive Micro- and Nanocarrier Systems [Highlight]

pH-Responsive Micro- and Nanocarrier Systems

Release on demand: The pH gradients between extra- and intracellular regions can be utilized for the controlled release of drugs and biological cargos from delivery systems. Biocompatible carrier systems with pH-cleavable units must fulfill many other criteria as well, for example, a long blood circulation time. This can be achieved by tailored micro- and nanocarriers based on macromolecular architectures or stable self-assembled systems.

Angew. Chem. Int. Ed. 2014, 53, No. 01, 49-51

Wei Cao, Yuwei Gu, Myriam Meineck, Huaping Xu
The Combination of Chemotherapy and Radiotherapy towards More Efficient Drug Delivery [Focus Review]

The Combination of Chemotherapy and Radiotherapy towards More Efficient Drug Delivery

Missing a piece? We propose the idea of combining regular chemotherapy with radiation therapy to minimize side effects and to increase drug-delivery efficiency. The unfinished puzzle in the picture shows the Aesculapian snake—the symbol of pharmacy and cure—to remind us that there is still a gap between potent chemotherapeutics and radiotherapy. We hope the emerging research area summarized in this Focus Review can function as the connecting pieces to solve the puzzle of an effective and comprehensive treatment.

Chem. Asian J. 2014, 9, No. 01, 48-57

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