Dual-responsive supramolecular self-assembly of inclusion complex of an azobenzene-ended poly(ε-caprolactone) with a water-soluble pillar[6]arene and its application in controlled drug release

Tong, Zaizai; Zhou, Junyi; Huang, Runsheng; Zhou, Jie; Zhang, Runke; Zhuo, Wangqian; Jiang, Guohua

doi:10.1002/pola.28639

Cited by 25 publications

(14 citation statements)

References 31 publications

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“…Vesicles containing DOX were able to release the drug in response to the presence of glutathione and were significantly more effective against both human alveolar adenocarcinoma (A549) cells and HeLa cells than DOX alone. Tong, Jiang and colleagues prepared vesicles from 5 a and poly(ϵ‐caprolactone) with a terminal 4‐((4‐methoxyphenyl)diazenyl)phenoxy group with a quaternary ammonium linker . The vesicles were loaded with DOX which was released in response to reducing the pH from 4.5 to 3 or from irradiation at 365 nm.…”

Section: Medical Applicationsmentioning

confidence: 99%

Pillar[n]arenes at the Chemistry‐Biology Interface

Cragg

2018

Israel Journal of Chemistry

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Macrocyclic chemistry has provided chemists with a wealth of molecular 'hosts'. Ever since resurgence in the field during the 1970s and 1980s these hosts' similarities to natural structures, such the active sites of enzymes, have been noted. Latterly there has been great interest in the recently reported pillar[n]arenes. As if to underline the importance of these compounds, exciting applications are starting to emerge, from electrochemical sensors to antimicrobial agents. Novel uses appear destined to have an impact on clinical conditions from Alzheimer's disease to cancer treatment. In order to demonstrate the impact of pillar[n]arenes across the chemistry-biology interface this review will cover the current state of the art from biomimicry and analyte-specific detection to emerging clinical applications. Examples include pillar[n]arene-based ion channels, enzyme-responsive compounds, imaging agents, biofilm inhibiting derivatives, drug complexing and drug releasing systems.

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Section: Medical Applicationsmentioning

confidence: 99%

Pillar[n]arenes at the Chemistry‐Biology Interface

Cragg

2018

Israel Journal of Chemistry

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“…The self‐assembly of amphiphilic block copolymers (BCPs) in selective solvents is increasingly attracting the attention of researchers in the past decades due to their potential applications in biological drug delivery, microreactor chemistry, and in novel nanostructural templating . In selective solvents, neutral BCPs can form various morphologies such as spheres, cylinders, vesicles, and lamellae, which can be regulated by many factors, such as block length, solvent composition, pH, and inorganic salt .…”

Section: Introductionmentioning

confidence: 99%

Interplay of Solvation and Size Effects Induced by the Counterions in Ionic Block Copolymers on the Basis of Hofmeister Series

Luo

Tang

Zhong

et al. 2019

Macro Chemistry & Physics

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Two ionic block copolymers with different lengths of hydrophilic segments, polystyrene‐b‐poly(quaternized 4‐vinylpyridine)/ethyl bromide, are prepared by sequential reactions. They are originally self‐assembled into so‐called “large compound micelles” in aqueous solution. After ion exchange of Iˉ, SCN,ˉ and PF6ˉ for Brˉ, morphological transitions are controlled by a competition of solvation and size effects of the newly introduced counterions. The solvation effect is dominated in a relatively short corona‐forming block. Thus, sphere‐to‐wormlike particles, sphere‐to‐vesicle, and sphere‐to‐precipitate transitions are observed. In contrast, due to a long corona‐forming block, size effects become more profound after adding SCNˉ, thereby no morphological transition occurs. A morphological transition is characterized after partial exchange of Iˉ for Brˉ for both diblocks. A sphere‐to‐wormlike particles transition is observed only after most Brˉ is replaced by Iˉ. This work extends the understanding of morphological regulation through simple ion exchange and encourages rational design of nano‐assemblies.

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“…Self‐assembly process is of great importance in biological systems for the formation of well‐defined and monodisperse objects on multiple length scales, which is due to their potential applications in biological drug delivery, microreactor chemistry, and in novel nanostructural templating . Specially, amphiphilic neutral block copolymers (BCPs) are of particular interest as they combine compositional diversity and high functionality with various assembly pathways to achieve well‐controlled morphologies .…”

Section: Introductionmentioning

confidence: 99%

Counterion‐Mediated Self‐Assembly of Ion‐Containing Block Copolymers on the Basis of the Hofmeister Series

Zhong

Luo

Tang

et al. 2019

Macro Chemistry & Physics

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A Cl− and I− ion‐containing amphiphilic diblock copolymer [PEO‐b‐P(qVBC‐co‐St)], IBCP, which comprises the poly(ethylene oxide) block and poly(quaternized 4‐vinylbenzyl chloride‐co‐styrene) is prepared by sequence reactions. Then the counterion‐mediated self‐assembly behavior in aqueous solution is investigated in detail. The hydrophilicity of anion containing units (qVBC) is controlled by the nature of the different counterions after ion exchange, which is crucial in regulating the self‐assembly process. The addition of Br−, I−, and SCN− counterions (based on the Hofmeister series) results in the formation of tighter ion‐pairs with cations (i.e., more hydrophobic as the qVBC units), which triggers spheres to vesicles, micro‐meter long cylinders and “branched wormlike” aggregates, respectively. Moreover, addition of different amounts of Cl− also causes morphological transition from spheres to long cylinders. And this morphological transition is totally reversible after removing additional Cl−. The adhesive collisions of spherical particles may contribute to the observed sphere‐to‐cylinder morphological transition.

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Dual-responsive supramolecular self-assembly of inclusion complex of an azobenzene-ended poly(ε-caprolactone) with a water-soluble pillar[6]arene and its application in controlled drug release

Cited by 25 publications

References 31 publications

Pillar[n]arenes at the Chemistry‐Biology Interface

Pillar[n]arenes at the Chemistry‐Biology Interface

Interplay of Solvation and Size Effects Induced by the Counterions in Ionic Block Copolymers on the Basis of Hofmeister Series

Counterion‐Mediated Self‐Assembly of Ion‐Containing Block Copolymers on the Basis of the Hofmeister Series

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