Size and Substitution Effect on Antimicrobial Activity of Polythiophene Polyelectrolyte Derivatives Under Photolysis and Dark Conditions.

Abstract:

:Cationic polythiophenes have been shown to be potent antimicrobial compounds due to their ability to absorb visible light and sensitize the production of reactive oxygen species (ROS) as well as their ability to selectively associate with and damage negatively charged cell envelopes. This study demonstrates the ability of differentially sized imidazolium- and tertiary amine-functionalized poly(3-hexylthiophene) (P3HT) to inactivate Gram-negative Escherichia coli and Gram-positive Bacillus atrophaeus under photolysis and dark conditions. Flow cytometry viability assays are used to quantify cell death. Each compound shows high levels of killing at both 1 and 10 μg mL-1 polymer concentrations for each microbial species after photoactivation as well as high levels of dark inactivation in many cases. Tertiary amine-functionalized P3HT is shown to have different killing patterns, shown by transmission electron microscopy, compared to the imidazolium-functionalized derivatives.

journal_name

Photochem Photobiol

authors

Brown DM,Yang J,Strach EW,Khalil MI,Whitten DG

doi

10.1111/php.13013

subject

Has Abstract

pub_date

2018-11-01 00:00:00

pages

1116-1123

issue

6

eissn

0031-8655

issn

1751-1097

journal_volume

94

pub_type

杂志文章
  • UVA exposure affects UVB and cis-urocanic acid-induced systemic suppression of immune responses in Listeria monocytogenes-infected Balb/c mice.

    abstract::Ultraviolet radiation can inhibit immune responses locally as well as systemically. Such effects have been measured in animals and humans exposed to ultraviolet B (wavelength 280-315 nm) (UVB) and ultraviolet A (315-400 nm) (UVA). The precise wavelength dependence is important for the identification of possible molecu...

    journal_title:Photochemistry and photobiology

    pub_type: 杂志文章

    doi:10.1562/0031-8655(2001)073<0432:UEAUAC>2.0.CO;2

    authors: Garssen J,de Gruijl F,Mol D,de Klerk A,Roholl P,Van Loveren H

    更新日期:2001-04-01 00:00:00

  • Photodynamic effects of zinc(II) phthalocyanine-loaded polymeric micelles in human nasopharynx KB carcinoma cells.

    abstract::A major difficulty in photodynamic therapy is the poor solubility of the photosensitizer (PS) under physiological conditions which correlates with low bioavailability. PS aggregation leads to a decrease in the photodynamic efficiency and a more limited activity in vitro and in vivo. To improve the aqueous solubility a...

    journal_title:Photochemistry and photobiology

    pub_type: 杂志文章

    doi:10.1111/j.1751-1097.2012.01229.x

    authors: García Vior MC,Marino J,Roguin LP,Sosnik A,Awruch J

    更新日期:2013-03-01 00:00:00

  • Effects of Combined Lysosomal and Mitochondrial Photodamage in a Non-small-Cell Lung Cancer Cell Line: The Role of Paraptosis.

    abstract::We previously reported that a low level of lysosomal photodamage potentiated the phototoxic effect of subsequent mitochondrial photodamage mediated by the benzoporphyrin derivative (BPD) in murine hepatoma 1c1c7 cells. This was attributed to release of Ca2+ from damaged lysosomes and a calpain-mediated conversion of t...

    journal_title:Photochemistry and photobiology

    pub_type: 杂志文章

    doi:10.1111/php.12805

    authors: Kessel D,Reiners JJ Jr

    更新日期:2017-11-01 00:00:00

  • Encapsulation of p-THPP into nanoparticles: cellular uptake, subcellular localization and effect of serum on photodynamic activity.

    abstract::The cellular uptake, localization and efflux of meso-tetra-(4-hydroxyphenyl)porphyrin (p-THPP)-loaded nanoparticles have been studied in EMT-6 tumor cells. The effect of blood serum on photocytotoxicity has also been evaluated. Sub-130 nm nanoparticles based on poly(D,L-lactide-co-glycolide) (PLGA) (50:50 PLGA and 75:...

    journal_title:Photochemistry and photobiology

    pub_type: 杂志文章

    doi:10.1562/0031-8655(2003)077<0638:eopinc>2.0.co;2

    authors: Konan YN,Chevallier J,Gurny R,Allémann E

    更新日期:2003-06-01 00:00:00

  • Quenching of singlet molecular oxygen (1O2) by azide anion in solvent mixtures.

    abstract::The azide ion is a strong physical quencher of singlet molecular oxygen (1O2) and is frequently employed to show involvement of 1O2 in oxidation processes. Rate constants (k(q)) for the quenching of 1O2 by azide are routinely used as standards to calculate k(q) values for quenching by other substrates. We have measure...

    journal_title:Photochemistry and photobiology

    pub_type: 杂志文章

    doi:10.1562/0031-8655(2001)074<0760:qosmoo>2.0.co;2

    authors: Li MY,Cline CS,Koker EB,Carmichael HH,Chignell CF,Bilski P

    更新日期:2001-12-01 00:00:00

  • Toward the molecular flashlight: preparation, properties, and photophysics of a hypericin-luciferin tethered molecule.

    abstract::The synthesis of a molecule containing hypericin and luciferin moieties joined by a tether is reported. The light-induced (in vitro) antiviral activity as well as the photophysical properties of this new compound are measured and compared with those of the parent compounds, hypericin and pseudohypericin. This tethered...

    journal_title:Photochemistry and photobiology

    pub_type: 杂志文章

    doi:10.1562/0031-8655(2002)076<0153:ttmfpp>2.0.co;2

    authors: Wen J,Chowdhury P,Wills NJ,Wannemuehler Y,Park J,Kesavan S,Carpenter S,Kraus GA,Petrich JW

    更新日期:2002-08-01 00:00:00

  • Angelica archangelia Prevented Collagen Degradation by Blocking Production of Matrix Metalloproteinases in UVB-exposed Dermal Fibroblasts.

    abstract::Angelica archangelia (AA), a traditional herb, has attracted attention as an agent with potential for use in the prevention of chronic skin diseases. This study examined the photoprotective effects of AA on the inhibition of matrix metalloproteinases (MMPs) and collagen degradation in UVB-irradiated normal human derma...

    journal_title:Photochemistry and photobiology

    pub_type: 杂志文章

    doi:10.1111/php.12595

    authors: Sun Z,Hwang E,Park SY,Zhang M,Gao W,Lin P,Yi TH

    更新日期:2016-07-01 00:00:00

  • Hypericin-induced phototoxicity in cultured fibroblasts and swine erythrocytes.

    abstract::Hypericin is a naturally occurring photosensitizer, whose presence in plants has been responsible for cutaneous phototoxicity in grazing animals. The photosensitizing properties of this agent have recently been exploited in models for anti-tumor and anti-viral activity. The cytotoxicity of hypericin and light was asse...

    journal_title:Photochemistry and photobiology

    pub_type: 杂志文章

    doi:10.1111/j.1751-1097.1996.tb02438.x

    authors: Yu H,Wolford ST,Kegode R,Zhao W,Osweller GD

    更新日期:1996-07-01 00:00:00

  • Functional insights gained from structural analyses of DNA duplexes that contain UV-damaged photoproducts.

    abstract::Ultraviolet photolesions endow DNA with distinct structural and dynamic properties. Biophysical studies of photoproduct-containing DNA have shown that these lesions affect the mutagenic properties of DNA and damage recognition by DNA repair systems. Recently obtained high-resolution cocrystal structures of damaged DNA...

    journal_title:Photochemistry and photobiology

    pub_type: 杂志文章,评审

    doi:10.1562/2006-02-28-IR-820

    authors: Park CJ,Lee JH,Choi BS

    更新日期:2007-01-01 00:00:00

  • Systemic suppression of the contact hypersensitivity by the products of protoporphyrin IX photooxidation.

    abstract::Photodynamic therapy (PDT) is frequently accompanied by induction of systemic immunosuppression. Photochemical mechanisms underlying this effect are not completely understood. Here, we demonstrate the immunosuppressive activity of photooxidation products of protoporphyrin IX dimethyl ester (PPIX) in a murine model of ...

    journal_title:Photochemistry and photobiology

    pub_type: 杂志文章

    doi:10.1562/2005-04-26-RA-500

    authors: Kyagova AA,Mansurova GV,Kozir LA,Ponomarev GV,Pavlov VY,Konstantinov IO,Potapenko AY

    更新日期:2005-11-01 00:00:00

  • Actinic Prurigo in Singaporean Chinese: A Positive Association with HLA-DRB1*03:01.

    abstract::Studies have reported the association of human leukocyte antigen (HLA) genes with susceptibility to develop actinic prurigo (AP) in Caucasians, but there were no studies in Asian populations, including the Chinese. Our study was performed to determine if AP is associated with susceptibility or protective HLA alleles o...

    journal_title:Photochemistry and photobiology

    pub_type: 杂志文章

    doi:10.1111/php.12569

    authors: Chen Q,Shen M,Heng YK,Theng TSC,Tey HL,Ren EC,Chong WS

    更新日期:2016-03-01 00:00:00

  • Reactions of excited states of phenoxazin-3-one dyes with amino acids.

    abstract::The interaction with amino acids of the excited states of the N-oxide resazurin and its deoxygenation product resorufin, has been studied in aqueous solution at pH 7.5. Steady-state and time-resolved studies show that the fluorescence is quenched by amino acids. Complexation of the dyes in the ground state with aromat...

    journal_title:Photochemistry and photobiology

    pub_type: 杂志文章

    doi:10.1562/2004-10-12-RA-342

    authors: Villegas ML,Bertolotti SG,Previtali CM,Encinas MV

    更新日期:2005-07-01 00:00:00

  • Time-Resolved Studies of Light Propagation in Crassula and Phaseolus Leaves.

    abstract::Abstract- Time-resolved transmittance was used to extract in vivo optical properties of leaves of green plants experimentally. In time-resolved transmittance measurements an ultrashort light pulse is directed onto the surface of the object and the transmitted light is measured with a time resolution in the range of pi...

    journal_title:Photochemistry and photobiology

    pub_type: 杂志文章

    doi:10.1111/j.1751-1097.1999.tb03281.x

    authors: Johansson J,Berg R,Pifferi A,Svanberg S,Björn LO

    更新日期:1999-02-01 00:00:00

  • Ex vivo fluorescence imaging of normal and malignant urothelial cells to enhance early diagnosis.

    abstract::Urinary cytology is a noninvasive and unconstraining technique for urothelial cancer diagnosis but lacks sensitivity for detecting low-grade lesions. In this study, the fluorescence properties of classical Papanicolaou-stained urothelial cytological slides from patients or from cell lines were monitored to investigate...

    journal_title:Photochemistry and photobiology

    pub_type: 杂志文章

    doi:10.1111/j.1751-1097.2007.00079.x

    authors: Steenkeste K,Lécart S,Deniset A,Pernot P,Eschwège P,Ferlicot S,Lévêque-Fort S,Briandet R,Fontaine-Aupart MP

    更新日期:2007-09-01 00:00:00

  • Isolation and characterization of a subunit form of the B875 light-harvesting complex from Rhodobacter capsulatus.

    abstract::A structural subunit (called B816) has been isolated from the B875 light-harvesting complex of Rhodobacter capsulatus using a detergent-mediated dissociation of chromatophores. Rb. capsulatus MW442 (B800-850- B875+ car+) chromatophores were extracted with benzene and titrated with octyl glucoside (OG) to shift the nea...

    journal_title:Photochemistry and photobiology

    pub_type: 杂志文章

    doi:10.1111/j.1751-1097.1990.tb01975.x

    authors: Heller BA,Loach PA

    更新日期:1990-05-01 00:00:00

  • Ultraviolet light induces double-strand breaks in DNA of cultured human P3 cells as measured by neutral filter elution.

    abstract::Neutral filter elution at pH 7.2 and 9.6 was used to measure the induction of DNA lesions in human P3 teratocarcinoma cells by monochromatic 254-, 270-, 313-, 334-, 365-, and 405-nm radiation and by 60 gamma rays. In this assay DNA double-strand breaks (dsb) increase the rate of elution of DNA from cell lysates on a f...

    journal_title:Photochemistry and photobiology

    pub_type: 杂志文章

    doi:10.1111/j.1751-1097.1990.tb04194.x

    authors: Peak JG,Peak MJ

    更新日期:1990-08-01 00:00:00

  • Comparative study of photodynamic properties of 13,15-N-cycloimide derivatives of chlorin p6.

    abstract::Comparative study of 13,15-[N-(2-hydroxyethyl)]cycloimide chlorin p6 (2), 13,15-(N-acetoxy)cycloimide chlorin p6 (3), 13,15-(N-hydroxy)cycloimide chlorin p6 methyl ester (4) and 13,15-(N-methoxy)cycloimide chlorin p6 methyl ester (5) together with the previously investigated 13,15-[N-(3-hydroxypropyl)]cycloimide chlor...

    journal_title:Photochemistry and photobiology

    pub_type: 杂志文章

    doi:10.1562/0031-8655(2004)079<0172:csoppo>2.0.co;2

    authors: Feofanov A,Sharonov G,Grichine A,Karmakova T,Pljutinskaya A,Lebedeva V,Ruziyev R,Yakubovskaya R,Mironov A,Refregier M,Maurizot JC,Vigny P

    更新日期:2004-02-01 00:00:00

  • Biphasic response of the metallothionein promoter to ultraviolet radiation in human melanoma cells.

    abstract::Because metallothionein (MT) is elevated and may be protective in UV-irradiated skin, we have studied the effects of UV and other agents on MT transcription using the sheep MT 1A promoter, linked to the beta-galactosidase gene and stably transfected into human cell lines. beta-galactosidase reporter activity was induc...

    journal_title:Photochemistry and photobiology

    pub_type: 杂志文章

    doi:10.1111/j.1751-1097.1997.tb08603.x

    authors: Hansen C,Ablett E,Green A,Sturm RA,Dunn IS,Fairlie DP,West ML,Parsons PG

    更新日期:1997-03-01 00:00:00

  • Solar UVB dosimetry by amplification of short and long segments in phage lambda DNA.

    abstract::DNA UVB dosimeters, consisting of minidots of dried bacteriophage DNA placed on a UV-transparent polymer film, were analyzed by polymerase chain reactions (PCR). Ultraviolet-B dosimetry obtained with amplification of phage lambda DNA of segments of 1.08 kilobase pairs (kbp) and 2.24 kbp was compared with that obtained...

    journal_title:Photochemistry and photobiology

    pub_type: 杂志文章

    doi:10.1111/j.1751-1097.1997.tb03205.x

    authors: Yoshida H,Regan JD

    更新日期:1997-11-01 00:00:00

  • Protective Effect of BLED-exposed Conditioned Media on Cell Injury.

    abstract::Previous studies have reported that 450 nm blue light emitting diode (BLED) induces apoptosis through a mitochondria-mediated pathway in cancer cells and reduces the early stage tumor growth. This study was performed to determine the effects of BLED-irradiated cell metabolites on cell injury. Our results showed that c...

    journal_title:Photochemistry and photobiology

    pub_type: 杂志文章

    doi:10.1111/php.12887

    authors: Oh PS,Kim EM,Kim M,Kim IS,Han YH,Lim S,Sohn MH,Ko MH,Jeong HJ

    更新日期:2018-05-01 00:00:00

  • Dipole and oscillator strengths of chromophores in solution.

    abstract::A widely published expression for dipole strengths of optical transitions is found to require correction. The proposed adjustment, which involves the refractive index of the solvent in which the strengths are measured, may lead to significant changes in predictions that have been based on the equation. We discuss a cl...

    journal_title:Photochemistry and photobiology

    pub_type: 杂志文章

    doi:10.1562/0031-8655(2003)077<0492:DAOSOC>2.0.CO;2

    authors: Knox RS

    更新日期:2003-05-01 00:00:00

  • Fluorescence quantum yields and their relation to lifetimes of rhodamine 6G and fluorescein in nine solvents: improved absolute standards for quantum yields.

    abstract::Absolute fluorescence quantum yields are reported for the rhodamine 6G cation and the fluorescein dianion dyes in nine solvents. This information is combined with previously reported fluorescence lifetimes to deduce radiative and nonradiative decay rates. Along the alcohol series from methanol to octanol, rhodamine 6G...

    journal_title:Photochemistry and photobiology

    pub_type: 杂志文章

    doi:10.1562/0031-8655(2002)075<0327:fqyatr>2.0.co;2

    authors: Magde D,Wong R,Seybold PG

    更新日期:2002-04-01 00:00:00

  • Do years or quanta age the retina?

    abstract::The progressive loss of visual faculties with advancing age is attributed, sometimes, mainly to allegedly inevitable optical deterioration, such as clouding of the media, or again to neurosenescence, as typified by cell-death. The relevant factors are assessed, and it is not thought likely that changes in normal ocula...

    journal_title:Photochemistry and photobiology

    pub_type: 杂志文章,评审

    doi:10.1111/j.1751-1097.1989.tb04181.x

    authors: Weale RA

    更新日期:1989-09-01 00:00:00

  • Fisetin inhibits UVB-induced cutaneous inflammation and activation of PI3K/AKT/NFκB signaling pathways in SKH-1 hairless mice.

    abstract::Solar ultraviolet B (UVB) radiation has been shown to induce inflammation, DNA damage, p53 mutations and alterations in signaling pathways eventually leading to skin cancer. In this study, we investigated whether fisetin reduces inflammatory responses and modulates PI3K/AKT/NFκB cell survival signaling pathways in UVB...

    journal_title:Photochemistry and photobiology

    pub_type: 杂志文章

    doi:10.1111/php.12337

    authors: Pal HC,Athar M,Elmets CA,Afaq F

    更新日期:2015-01-01 00:00:00

  • Species-specific responses to combined thermal-irradiance stress in microalgae--"each is to its own".

    abstract::This article is a highlight of the study by Stamenkovic and Hanelt in this issue of Photochemistry and Photobiology describing the high-irradiance photophysiology of several strains of freshwater chlorophyte microalgal genus, Cosmarium. These strains exhibit distinct differences in how combined thermal- high irradianc...

    journal_title:Photochemistry and photobiology

    pub_type: 评论,杂志文章

    doi:10.1111/php.12081

    authors: Neale P

    更新日期:2013-07-01 00:00:00

  • New 5-aminolevulinic acid esters--efficient protoporphyrin precursors for photodetection and photodynamic therapy.

    abstract::Photodetection (PD) and photodynamic therapy (PDT) with 5-aminolevulinic acid (ALA)-induced protoporphyrin IX (PPIX) accumulation are approaches to detect and treat dysplasia and early cancer in the gastrointestinal tract and in the urinary bladder. Because ALA-induced PPIX production is limited, we synthesized ALA es...

    journal_title:Photochemistry and photobiology

    pub_type: 杂志文章

    doi:10.1562/0031-8655(2003)078<0481:naaepp>2.0.co;2

    authors: Brunner H,Hausmann F,Knuechel R

    更新日期:2003-11-01 00:00:00

  • Photodynamic activity of substituted zinc trisulfophthalocyanines: role of plasma membrane damage.

    abstract::We recently reported that variations in cellular phototoxicity among a series of alkynyl-substituted zinc trisulfophthalocyanines (ZnPcS3Cn) correlates with their hydrophobicity, with the most amphiphilic derivatives showing the highest cell uptake and phototoxicity. In this study we address the role of the plasma mem...

    journal_title:Photochemistry and photobiology

    pub_type: 杂志文章

    doi:10.1562/2005-12-13-RA-752

    authors: Cauchon N,Nader M,Bkaily G,van Lier JE,Hunting D

    更新日期:2006-11-01 00:00:00

  • Biological weighting function for the mortality of Boeckella gracilipes (Copepoda, Crustacea) derived from experiments with natural solar radiation.

    abstract::We performed in situ experiments during the austral summer of 1998 to quantify the mortality of the fresh-water copepod Boeckella gracilipes as a function of the UV dose. The copepods were exposed to solar radiation at the water-surface for approximately 24-34 h. Long-pass cut-off filters (Schott) were used in the exp...

    journal_title:Photochemistry and photobiology

    pub_type: 杂志文章

    doi:10.1562/0031-8655(2000)072<0314:bwfftm>2.0.co;2

    authors: Tartarotti B,Cravero W,Zagarese HE

    更新日期:2000-09-01 00:00:00

  • Validation and application of a model of oxygen consumption and diffusion during photodynamic therapy in vitro.

    abstract::The photophysical parameters for the photosensitizer Pd(II) meso-Tetra(4-carboxyphenyl) porphine (PdT790) acquired in a previous study were incorporated into the PDT oxygen diffusion models for cell suspensions and cell monolayers. The time-dependent phosphorescence signals generated by the diffusion models are shown ...

    journal_title:Photochemistry and photobiology

    pub_type: 杂志文章

    doi:10.1111/php.12320

    authors: Weston MA,Patterson MS

    更新日期:2014-11-01 00:00:00

  • Effects of UVR and UVR-induced cytokines on production of extracellular matrix proteins and proteases by dermal fibroblasts cultured in collagen gels%.

    abstract::Synthesis of extracellular matrix (ECM) proteins and their degradation by matrix metalloproteinases (MMP) are part of the dermal remodeling resulting from chronic exposure of skin to ultraviolet radiation (UVR). We have compared two alternative mechanisms for these responses, namely, a direct mechanism in which UV-B o...

    journal_title:Photochemistry and photobiology

    pub_type: 杂志文章

    doi:

    authors: Kossodo S,Wong WR,Simon G,Kochevar IE

    更新日期:2004-01-01 00:00:00