Antimicrobial properties of porphyrins

Stojiljković, Igor; Evavold, Brian D.; Kumar, V.

doi:10.1517/13543784.10.2.309

Cited by 206 publications

(171 citation statements)

References 71 publications

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“…Phase II trials of this drug are currently under way (ClinicalTrials.gov ID: NCT02321800). In addition to antimicrobial siderophore conjugates, haem uptake systems also have the potential to be targeted with antibiotic-porphyrin conjugates (Stojiljkovic et al, 2001). Natural and synthetic porphyrins exhibit a range of light-dependent and lightindependent antibacterial activities, exhibit low toxicity in vivo, and are amenable to chemical modification, making them ideal compounds for targeting microbial pathogens (Stojiljkovic et al, 1999).…”

Section: Novel Therapeutic Strategies Targeting Iron Acquisition In Cmentioning

confidence: 99%

Iron acquisition in the cystic fibrosis lung and potential for novel therapeutic strategies

Tyrrell¹,

Callaghan²

2016

Microbiology

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Iron acquisition is vital to microbial survival and is implicated in the virulence of many of the pathogens that reside in the cystic fibrosis (CF) lung. The multifaceted nature of iron acquisition by both bacterial and fungal pathogens encompasses a range of conserved and speciesspecific mechanisms, including secretion of iron-binding siderophores, utilization of siderophores from other species, release of iron from host iron-binding proteins and haemoproteins, and ferrous iron uptake. Pathogens adapt and deploy specific systems depending on iron availability, bioavailability of the iron pool, stage of infection and presence of competing pathogens. Understanding the dynamics of pathogen iron acquisition has the potential to unveil new avenues for therapeutic intervention to treat both acute and chronic CF infections. Here, we examine the range of strategies utilized by the primary CF pathogens to acquire iron and discuss the different approaches to targeting iron acquisition systems as an antimicrobial strategy.

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Section: Novel Therapeutic Strategies Targeting Iron Acquisition In Cmentioning

confidence: 99%

Iron acquisition in the cystic fibrosis lung and potential for novel therapeutic strategies

Tyrrell¹,

Callaghan²

2016

Microbiology

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“…Light-independent porphyrin toxicity to bacteria is well known, and has been proposed as a treatment modality against antibiotic-resistant strains (113). Several possible mechanisms of porphyrin toxicity have been suggested: interference with redox reactions, generation of ROS, distortion of the membrane lipid bilayer, and insertion of a nonfunctional heme-like porphyrin in heme-containing proteins, thus blocking their functions (113).…”

Section: The Toxicity Of Porphyrinsmentioning

confidence: 99%

“…Several possible mechanisms of porphyrin toxicity have been suggested: interference with redox reactions, generation of ROS, distortion of the membrane lipid bilayer, and insertion of a nonfunctional heme-like porphyrin in heme-containing proteins, thus blocking their functions (113).…”

Section: The Toxicity Of Porphyrinsmentioning

confidence: 99%

“…Further, no signs of membrane damage were detected when amphiphilic metalloporphyrins were tested at concentrations of approximately 50 lM (Benov et al, unpublished observation). Since such compounds accumulate in cells to much higher concentrations than their hydrophilic analogs, their higher toxicity most probably results from blocking proteins/ enzymes that require heme for their function (113).…”

Section: Tovmasyan Et Almentioning

confidence: 99%

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Simple Biological Systems for Assessing the Activity of Superoxide Dismutase Mimics

Tovmasyan

Rebouças

Benov

2014

Antioxidants & Redox Signaling

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Significance: Half a century of research provided unambiguous proof that superoxide and species derived from it-reactive oxygen species (ROS)-play a central role in many diseases and degenerative processes. This stimulated the search for pharmaceutical agents that are capable of preventing oxidative damage, and methods of assessing their therapeutic potential. Recent Advances: The limitations of superoxide dismutase (SOD) as a therapeutic tool directed attention to small molecules, SOD mimics, that are capable of catalytically scavenging superoxide. Several groups of compounds, based on either metal complexes, including metalloporphyrins, metallocorroles, Mn(II) cyclic polyamines, and Mn(III) salen derivatives, or non-metal based compounds, such as fullerenes, nitrones, and nitroxides, have been developed and studied in vitro and in vivo. Very few entered clinical trials. Critical Issues and Future Directions: Development of SOD mimics requires in-depth understanding of their mechanisms of biological action. Elucidation of both molecular features, essential for efficient ROS-scavenging in vivo, and factors limiting the potential side effects requires biologically relevant and, at the same time, relatively simple testing systems. This review discuses the advantages and limitations of genetically engineered SOD-deficient unicellular organisms, Escherichia coli and Saccharomyces cerevisiae as tools for investigating the efficacy and mechanisms of biological actions of SOD mimics. These simple systems allow the scrutiny of the minimal requirements for a functional SOD mimic: the association of a high catalytic activity for superoxide dismutation, low toxicity, and an efficient cellular uptake/biodistribution. Antioxid. Redox Signal. 20, 2416Signal. 20, -2436

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“…Porphyrins were reported to exhibit a variety of biological activities. This is due to the fact that natural and synthetic porphyrins have relatively low toxicity in vitro and in vivo, and they possess antitumor (Antonova et al, 2010;Fadda et al, 2013) and antioxidant effects (Stojiljkovic et al, 2001;Yuasa et al, 2007) and have a good potential for ion complexation. The ability for numerous chemical modifications and the large number of different mechanisms by which porphyrins affect microbial and viral pathogens place porphyrins into a group of compounds with an outstanding potential for discovery of novel agents, procedures and materials active against pathogenic microorganisms.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and characterization of some new thallium(III) macrocyclic complexes and their biological studies

Bajju

Katoch

Devi

et al. 2016

Main Group Metal Chemistry

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New symmetrically para-substituted tetraphenylporphyrin Tl(III) salicylate complexes, having the general formula SA/5-SSATl(III)t(4-Y)PP (Y = -H, -CH 3 , -OCH 3 ); SA = salicylates and 5-SSA = 5-sulfosalicylates, were synthesized and characterized by elemental analysis, optical absorption/emission studies, infrared spectrum, NMR studies ( 1 H, 205 Tl), thermal analysis and mass spectra; the complexes are in good consistency with experimental results. All the newly synthesized complexes exhibited good optical property, and thermogravimetric analysis (TGA) results showed their excellent thermal stability ( > 400°C). Macrocyclic complexes of Tl(III) ligate to axial ligand to form six-coordinate complex, the nature of which influences the photophysical properties of the former depending upon the spin-orbital coupling character of the axial ligand. A square-based pyramidal structure has been proposed on the basis of these studies. In addition, some of the synthesized complexes of thallium porphyrins were also screened for anti-bacterial activity. Cytotoxic activity of 5-SSATl(III)t (4-OCH 3 )PP evaluated against four human cancer cell lines exhibited strong (up to 90%) growth inhibition.

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Antimicrobial properties of porphyrins

Cited by 206 publications

References 71 publications

Iron acquisition in the cystic fibrosis lung and potential for novel therapeutic strategies

Iron acquisition in the cystic fibrosis lung and potential for novel therapeutic strategies

Simple Biological Systems for Assessing the Activity of Superoxide Dismutase Mimics

Synthesis and characterization of some new thallium(III) macrocyclic complexes and their biological studies

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