ABC triblock bottlebrush copolymer-based injectable hydrogels: design, synthesis, and application to expanding the therapeutic index of cancer immunochemotherapy

Vohidov, Farrukh; Milling, Lauren E.; Chen, Qixian; Zhang, Wenxu; Bhagchandani, Sachin; Nguyen, Hung V.-T.; Irvine, Darrell J.; Johnson, Jeremiah A.

doi:10.1039/d0sc02611e

Cited by 59 publications

(51 citation statements)

References 84 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The polymer‐bacteria interaction effect of P5 on S. aureus and mechanisms of cell death of bacteria was confirmed by scanning electron microscopy (SEM). [ 11b,31 ] In Figure a, we can image characteristic grape shape of S. aureus . At a concentration of MIC value (Figure 8b), significant morphological changes were clearly seen in S. aureus .…”

Section: Resultsmentioning

confidence: 99%

“…ROMP is successfully used in the preparation of biologically active, well‐defined polymeric materials, due to its living/controlled nature and functional group tolerance. [ 11 ] Numerous cationic poly(oxanorbornene) derivatives with strong antimicrobial activity have been synthesized using the ROMP method. [ 12 ] Although different antimicrobial action mechanisms have been proposed for amphiphilic poly(oxanorbornene)s, it is thought that the electrostatic interaction between the negatively charged cell membrane of the bacteria and the cationic polymer, and then the hydrophobic interaction between the tail groups of phospholipids in the cell wall and hydrophobic groups at polymer backbone provide a lethal effect.…”

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Enhanced Light‐Driven Antimicrobial Activity of Cationic Poly(oxanorbornene)s by Phthalocyanine Incorporation into Polymer as Pendants

Ahmetali

Şen

Süer

et al. 2020

Macro Chemistry & Physics

View full text Add to dashboard Cite

Amphiphilic poly(oxanorbornene)s are promising synthetic polymers that mimic the structural properties and antimicrobial functions of naturally occurring antimicrobial peptides. Here, poly(oxanorbornene)s bearing pendant zinc(II) phthalocyanine and triphenyl(ethyl) phosphonium functionalities are synthesized by ring‐opening metathesis polymerization (ROMP). Fluorescence, singlet oxygen and triplet quantum yields of polymers are measured in dimethyl sulfoxide and aqueous medium. The singlet oxygen quantum yields of copolymers with the highest triphenyl and triethyl phosphonium content are found to be 0.29 and 0.41, respectively. Then, antimicrobial activities of polymers against Escherichia coli (E. coli) and Staphylococcus aureus (S. aureus) are investigated under both dark and light conditions. Synergistic effect of zinc(II) phthalocyanine and phosphonium‐containing poly(oxanorbornene) is observed that the conjugate possessing the most triphenyl phosphonium side chains has the highest activity under light against both gram‐positive and gram‐negative bacterial strains after 80 min irradiation, reducing the survival of E. coli or S. aureus by 99.9999%. Hemolytic concentrations of the copolymers are found between 8 and 512 µg mL−1. Scanning electron microscopy (SEM) proves that the bacteria membrane deforms after contacting with the biocidal polymer.

show abstract

Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Enhanced Light‐Driven Antimicrobial Activity of Cationic Poly(oxanorbornene)s by Phthalocyanine Incorporation into Polymer as Pendants

Ahmetali

Şen

Süer

et al. 2020

Macro Chemistry & Physics

View full text Add to dashboard Cite

show abstract

“…Similar to linear triblock copolymers, triblock bottlebrush copolymers can also self‐assemble into micelles and networks under different conditions. “ABC” bottlebrush triblock copolymers bearing an inner poly(lactic acid) (PLA) block, an intermediate PEG block and an outer poly( N ‐isopropylacrylamide) (PNIPAM) block assemble into uniform ~100 nm micelles in an aqueous solution, in which the PLA blocks and PNIPAM are located in the core and outside, respectively 11 . The size of micelles from BBPs is much larger than that of micelles assembled from linear BCPs, thereby increasing the encapsulation amount of therapeutic agents.…”

Section: Figurementioning

confidence: 99%

Self‐assembly of block copolymers for biological applications

Lin

2021

Polymer International

View full text Add to dashboard Cite

Self‐assembly of block copolymers (BCPs) has garnered much attention over the past several decades owing to an array of intriguing properties. In this perspective, recent advances in self‐assembly and applications of BCPs with different architectures are presented. First, the self‐assembly mechanism of BCPs and the general criteria to evaluate the assembled morphologies are introduced. Subsequently, the self‐assembly of linear, star‐like and bottlebrush‐like BCPs is discussed. In particular, polymerization‐induced self‐assembly for large‐scale preparation is highlighted. Afterwards, a rich diversity of applications of self‐assembled BCPs in drug delivery, bioimaging, molecular recognition and photothermal therapy are outlined. Finally, an outlook on larger‐scale production and implementation of self‐assembled BCPs for biological applications is noted. © 2021 Society of Industrial Chemistry.

show abstract

“…Accordingly, BBCP systems undergo a rapid microphase separation for nanostructures exhibiting large periodicities beyond 100 nm. Due to these unique assets, BBCPs have received tremendous attention for photonic, surface coating, and drug delivery applications [ 1 , 2 , 3 , 4 , 5 , 6 , 7 , 8 , 9 , 10 ]. BBCPs are prepared either by grafting from, grafting to, or grafting through approaches [ 6 , 11 , 12 ].…”

Section: Introductionmentioning

confidence: 99%

Precise Synthesis and Thin Film Self-Assembly of PLLA-b-PS Bottlebrush Block Copolymers

Cummins

Fleury

2021

Molecules

View full text Add to dashboard Cite

The ability of bottlebrush block copolymers (BBCPs) to self-assemble into ordered large periodic structures could greatly expand the scope of photonic and membrane technologies. In this paper, we describe a two-step synthesis of poly(l-lactide)-b-polystyrene (PLLA-b-PS) BBCPs and their rapid thin-film self-assembly. PLLA chains were grown from exo-5-norbornene-2-methanol via ring-opening polymerization (ROP) of l-lactide to produce norbornene-terminated PLLA. Norbonene-terminated PS was prepared using anionic polymerization followed by a termination reaction with exo-5-norbornene-2-carbonyl chloride. PLLA-b-PS BBCPs were prepared from these two norbornenyl macromonomers by a one-pot sequential ring opening metathesis polymerization (ROMP). PLLA-b-PS BBCPs thin-films exhibited cylindrical and lamellar morphologies depending on the relative block volume fractions, with domain sizes of 46–58 nm and periodicities of 70–102 nm. Additionally, nanoporous templates were produced by the selective etching of PLLA blocks from ordered structures. The findings described in this work provide further insight into the controlled synthesis of BBCPs leading to various possible morphologies for applications requiring large periodicities. Moreover, the rapid thin film patterning strategy demonstrated (>5 min) highlights the advantages of using PLLA-b-PS BBCP materials beyond their linear BCP analogues in terms of both dimensions achievable and reduced processing time.

show abstract

ABC triblock bottlebrush copolymer-based injectable hydrogels: design, synthesis, and application to expanding the therapeutic index of cancer immunochemotherapy

Abstract: Triblock bottlebrush copolymers with an "ABC" sidechain sequence form thermally reversible hydrogels for sustained delivery of paclitaxel and resiquimod, improving the efficacy and safety of this potent cancer immunochemotherapy.

Cited by 59 publications

References 84 publications

Enhanced Light‐Driven Antimicrobial Activity of Cationic Poly(oxanorbornene)s by Phthalocyanine Incorporation into Polymer as Pendants

Enhanced Light‐Driven Antimicrobial Activity of Cationic Poly(oxanorbornene)s by Phthalocyanine Incorporation into Polymer as Pendants

Self‐assembly of block copolymers for biological applications

Precise Synthesis and Thin Film Self-Assembly of PLLA-b-PS Bottlebrush Block Copolymers

Contact Info

Product

Resources

About