BODIPY-based macromolecular photosensitizer with cation-enhanced antibacterial activity

Lu, Zhentan; Zhang, Xinge; Zhao, Yu; Xue, Yinan; Zhai, Tingting; Wu, Zhongming; Li, Chaoxing

doi:10.1039/c4py00715h

Cited by 47 publications

(33 citation statements)

References 41 publications

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“…The QAS improves the targeting and antibacterial ability of the photosensitive antibacterials to the bacteria, which helps the photoactive surfaces to reduce the demand for light and oxygen, while still maintaining the sterilising ability in the dark. QAS‐PSs of different scales, from small molecules to supra‐molecules and to polymers, have tremendous advantages serving as antibacterials, surface modifiers, and composite components, which can be employed in water treatment [75], wound treatment [38, 76, 77], medical devices [78, 79] and cell imaging probes [37, 80, 81]. In the future, the QAS‐PSs should be designed with more controllable antimicrobial and surface properties, excellent safety and long‐term efficacy, based on the characteristics of QAS.…”

Section: Discussionmentioning

confidence: 99%

Recent advances in surface‐functionalised photosensitive antibacterials with synergistic effects

Liao

Wang

et al. 2019

Biosurface and Biotribology

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The alarm has been ringing over the gradually increasing drug-resistant bacteria, which calls for the development of safer antibacterial materials. Photosensitive antibacterials are considered as a promising alternative solution due to their unique light-activated antimicrobial mechanism, which in-situ produces highly reactive oxygen species on the multiple and variable active sites for the inactivation of various microbes. However, there are some factors, including phototoxicity, oxygen consumption and the risk of microbial contamination, greatly limit the efficiency and application of photosensitisers (PSs) in practical biomedical applications. Some studies have explored the synergistic effects of PSs by antibiotics, photothermal agents, antibacterial nanoparticles and biofilm-disrupting enzymes. Moreover, novel synergistic methods for improving the antibacterial ability of PSs under low-energy irradiation, hypoxia conditions and dull conditions, have been rarely reviewed yet. Herein, the authors summarised some synergistic methods and related applications of surface-functionalised photosensitive antimicrobials, which were prepared with organic antimicrobial materials, superhydrophobic surfaces, upconversion nanoparticles and energy storage structures in recent years. Finally, the authors presented the advantages and challenges of these synergistic mechanisms, and further analysed the development trend and application prospects of the surface-functionalised photosensitive antibacterials in biomedical fields. 2 Photosensitive antibacterials with synergistic effects 2.1 Organic antibacterial materials and photosensitive antibacterials Compensating the defects of PSs through the synergistic effect of antibacterial materials is a convenient method. Organic antibacterial agents can be combined with PSs by chemical bonds to change the water solubility and the molecular weight of PSs while exerting synergistic antibacterial action. The following Biosurface and Biotribology

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Section: Discussionmentioning

confidence: 99%

Recent advances in surface‐functionalised photosensitive antibacterials with synergistic effects

Liao

Wang

et al. 2019

Biosurface and Biotribology

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“…Li and co-workers designed a polymer based macromolecular photosensitizer with antibacterial activity toward both Gramnegative and positive bacterial strains [68]. Introduction of the polymeric conjugation to photosensitizer overcomes the problems related to aggregation of BODIPY's hydrophobic structure in aqueous based biological media, enhancing the cytocompatibility.…”

Section: Antimicrobial Pdtmentioning

confidence: 99%

“…(Left) Structure of p(GEMA-co-DMAEMA-co-BODIPYMA)-2I (Right) SEM images of (A and B) S. aureus and (C and D) P. aeruginosa before (A and C) and after (B and D) illumination. Adapted with permission from Ref [68]…”

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confidence: 99%

Photosensitization and controlled photosensitization with BODIPY dyes

Türksoy

Yıldız

Akkaya

2019

Coordination Chemistry Reviews

310

190

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Highly versatile BODIPY dyes proved themselves to be very useful as photosensitizers. These dyes can be derivatized to absorb essentially anywhere in the visible the near IR region of the spectrum. As a result of their diverse reactivity, singlet oxygen generation efficiency can be modulated very precisely, leading to a number of selective photosensitizers for photodynamic therapy. Among the biologically relevant modulators, glutathione concentration and pH received particular attention. In this review, we highlight modulatable BODIPY-based photodynamic photosensitizers, and various synthetically useful chemical reactions triggered by singlet oxygen and other reactive oxygen species generated by BODIPY-based photosensitizers.

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“… 46 , 47 Li et al showed that cationic polymers based on copolymerization of BODIPY with 2-(dimethylamino)ethylmethacrylate and galactose produce extensive PDT activity and increased cytocompatibility in dark conditions. 48 − 50 Cationic BODIPY compounds have exhibited improved aPDT performance when polyamidoamines are used as adjuvants. Increased penetration of the lipid-rich layers of the outer membrane/cytoplasmic membrane was observed under these conditions.…”

Section: Introductionmentioning

confidence: 99%

Exploiting a Neutral BODIPY Copolymer as an Effective Agent for Photodynamic Antimicrobial Inactivation

et al. 2021

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We report the synthesis and photophysical properties of a neutral BODIPY photosensitizing copolymer (poly-8-(4-hydroxymethylphenyl)-4,4-difluoro-2,6-diethynyl-4-bora-3a,4a-diaza- s -indacene) containing ethynylbenzene links between the BODIPY units. The copolymer absorbs further towards the red in the UV-vis spectrum compared to the BODIPY precursor. Photolysis of the polymer produces a singlet excited state which crosses to the triplet surface in less than 300 ps. This triplet state was used to form singlet oxygen with a quantum yield of 0.34. The steps leading to population of the triplet state were studied using time-resolved spectroscopic techniques spanning the pico- to nanosecond timescales. The ability of the BODIPY polymer to generate a biocidal species for bactericidal activity in both solution- and coating-based studies was assessed. When the BODIPY copolymer was dropcast onto a surface, 4 log and 6 log reductions in colony forming units/ml representative of Gram-positive and Gram-negative bacteria, respectively, under illumination at 525 nm were observed. The potent broad-spectrum antimicrobial activity of a neutral metal-free copolymer when exposed to visible light conditions may have potential clinical applications in infection management.

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BODIPY-based macromolecular photosensitizer with cation-enhanced antibacterial activity

Abstract: The macromolecular photosensitizer could bind and eliminate bacteria efficiently.

Cited by 47 publications

References 41 publications

Recent advances in surface‐functionalised photosensitive antibacterials with synergistic effects

Recent advances in surface‐functionalised photosensitive antibacterials with synergistic effects

Photosensitization and controlled photosensitization with BODIPY dyes

Exploiting a Neutral BODIPY Copolymer as an Effective Agent for Photodynamic Antimicrobial Inactivation

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