Literature DB >> 23554886

N, N'-Olefin functionalized bis-imidazolium gold(I) salt is an efficient candidate to control keratitis-associated eye infection.

Tapastaru Samanta1, Gourisankar Roymahapatra, William F Porto, Saikat Seth, Sudipta Ghorai, Suman Saha, Jayangshu Sengupta, Octávio L Franco, Joydev Dinda, Santi M Mandal.   

Abstract

Keratitis treatment has become more complicated due to the emergence of bacterial or fuical">ngal pathogeical">ns with enhanced antibiotic resistance. The pharmaceutical applicatioical">ns of N-heterocyclic carbene complexes have received remarkable attention due to their antimicrobial properties. In this paper, the new precursor, 3,3'-(p-phenylenedimethylene) bis{1-(2- methyl-allyl)imidazolium} bromide (1a) and its analogous PF6 salt (1b) were synthesized. Furthermore, silver(I) and gold(I) -N-heterocyclic carbene (NHC) complexes [Ag2LBr2/Au2LBr2; 2a/3a], [(Ag2L2)(PF6)2/(Au2L2)(PF6)2; 2b/3b] were developed from their corresponding ligands. All compounds were screened for their antimicrobial activities against multiple keratitis-associated human eye pathogens, including bacteria and fungi. Complexes 2a and 3a showed highest activity, and the effectiveness of 3a was also studied, focusing eradication of pathogen biofilm. Furthermore, the structures of 1a, 2a and 3b were determined using single crystal X-ray analysis, 2b and 3a were optimized theoretically. The mechanism of action of 3a was evaluated by scanning electron microscopy and docking experiments, suggesting that its target is the cell membrane. In summary, 3a may be helpful in developing antimicrobial therapies in patients suffering from keratitis-associated eye infections caused by multidrug-resistant pathogens.

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Year:  2013        PMID: 23554886      PMCID: PMC3598898          DOI: 10.1371/journal.pone.0058346

Source DB:  PubMed          Journal:  PLoS One        ISSN: 1932-6203            Impact factor:   3.240


  21 in total

Review 1.  Mechanisms of antimicrobial resistance in bacteria.

Authors:  Fred C Tenover
Journal:  Am J Med       Date:  2006-06       Impact factor: 4.965

2.  Beyond conventional N-heterocyclic carbenes: abnormal, remote, and other classes of NHC ligands with reduced heteroatom stabilization.

Authors:  Oliver Schuster; Liangru Yang; Helgard G Raubenheimer; Martin Albrecht
Journal:  Chem Rev       Date:  2009-08       Impact factor: 60.622

3.  Identification and characterization of a bactericidal and proapoptotic peptide from Cycas revoluta seeds with DNA binding properties.

Authors:  Santi M Mandal; Ludovico Migliolo; Subhasis Das; Mahitosh Mandal; Octavio L Franco; Tapas K Hazra
Journal:  J Cell Biochem       Date:  2012-01       Impact factor: 4.429

4.  Pyrazine functionalized Ag(I) and Au(I)-NHC complexes are potential antibacterial agents.

Authors:  G Roymahapatra; S M Mandal; W F Porto; T Samanta; S Giri; J Dinda; O L Franco; P K Chattaraj
Journal:  Curr Med Chem       Date:  2012       Impact factor: 4.530

5.  Synthesis and antimicrobial studies of silver N-heterocyclic carbene complexes bearing a methyl benzoate substituent.

Authors:  Amanda R Knapp; Matthew J Panzner; Doug A Medvetz; Brian D Wright; Claire A Tessier; Wiley J Youngs
Journal:  Inorganica Chim Acta       Date:  2010-12-15       Impact factor: 2.545

6.  Phosphatidylethanolamine-phosphatidylglycerol bilayer as a model of the inner bacterial membrane.

Authors:  Krzysztof Murzyn; Tomasz Róg; Marta Pasenkiewicz-Gierula
Journal:  Biophys J       Date:  2004-11-19       Impact factor: 4.033

7.  Epidemiological profile of fungal keratitis in urban population of West Bengal, India.

Authors:  Suman Saha; Debdulal Banerjee; Archana Khetan; Jayangshu Sengupta
Journal:  Oman J Ophthalmol       Date:  2009-09

8.  Atomic force microscopic study on morphological alterations induced by photodynamic action of Toluidine Blue O in Staphylococcus aureus and Escherichia coli.

Authors:  Khageswar Sahu; Harsha Bansal; Chandrachur Mukherjee; Mrinalini Sharma; Pradeep Kumar Gupta
Journal:  J Photochem Photobiol B       Date:  2009-04-02       Impact factor: 6.252

9.  In vivo antitumor activity and in vitro cytotoxic properties of bis[1,2-bis(diphenylphosphino)ethane]gold(I) chloride.

Authors:  S J Berners-Price; C K Mirabelli; R K Johnson; M R Mattern; F L McCabe; L F Faucette; C M Sung; S M Mong; P J Sadler; S T Crooke
Journal:  Cancer Res       Date:  1986-11       Impact factor: 12.701

10.  Homology modeling of dopamine D2 and D3 receptors: molecular dynamics refinement and docking evaluation.

Authors:  Chiara Bianca Maria Platania; Salvatore Salomone; Gian Marco Leggio; Filippo Drago; Claudio Bucolo
Journal:  PLoS One       Date:  2012-09-06       Impact factor: 3.240

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  11 in total

1.  Glucose directly promotes antifungal resistance in the fungal pathogen, Candida spp.

Authors:  Santi M Mandal; Denial Mahata; Ludovico Migliolo; Aditya Parekh; Partha S Addy; Mahitosh Mandal; Amit Basak
Journal:  J Biol Chem       Date:  2014-07-22       Impact factor: 5.157

2.  Purification, biochemical characterization and self-assembled structure of a fengycin-like antifungal peptide from Bacillus thuringiensis strain SM1.

Authors:  Anupam Roy; Denial Mahata; Debarati Paul; Suresh Korpole; Octavio L Franco; Santi M Mandal
Journal:  Front Microbiol       Date:  2013-11-21       Impact factor: 5.640

3.  Lignin-graft-Polyoxazoline Conjugated Triazole a Novel Anti-Infective Ointment to Control Persistent Inflammation.

Authors:  Denial Mahata; Malabendu Jana; Arundhuti Jana; Abhishek Mukherjee; Nibendu Mondal; Tilak Saha; Subhajit Sen; Golok B Nando; Chinmay K Mukhopadhyay; Ranadhir Chakraborty; Santi M Mandal
Journal:  Sci Rep       Date:  2017-04-12       Impact factor: 4.379

4.  Targeted Modification of a Novel Amphibian Antimicrobial Peptide from Phyllomedusa tarsius to Enhance Its Activity against MRSA and Microbial Biofilm.

Authors:  Yitian Gao; Di Wu; Lei Wang; Chen Lin; Chengbang Ma; Xinping Xi; Mei Zhou; Jinao Duan; Olaf R P Bininda-Emonds; Tianbao Chen; Chris Shaw
Journal:  Front Microbiol       Date:  2017-04-19       Impact factor: 5.640

5.  Discovery of Distinctin-Like-Peptide-PH (DLP-PH) From the Skin Secretion of Phyllomedusa hypochondrialis, a Prototype of a Novel Family of Antimicrobial Peptide.

Authors:  Di Wu; Yitian Gao; Yining Tan; Yuzhang Liu; Lei Wang; Mei Zhou; Xinping Xi; Chengbang Ma; Olaf R P Bininda-Emonds; Tianbao Chen; Chris Shaw
Journal:  Front Microbiol       Date:  2018-03-23       Impact factor: 5.640

6.  Selective cytotoxicity and antifungal properties of copper(II) and cobalt(II) complexes with imidazole-4-acetate anion or 1-allylimidazole.

Authors:  Katarzyna Gałczyńska; Karol Ciepluch; Łukasz Madej; Krystyna Kurdziel; Barbara Maciejewska; Zuzanna Drulis-Kawa; Aneta Węgierek-Ciuk; Anna Lankoff; Michał Arabski
Journal:  Sci Rep       Date:  2019-07-05       Impact factor: 4.379

Review 7.  Gold-Derived Molecules as New Antimicrobial Agents.

Authors:  Carlos Ratia; Raquel G Soengas; Sara M Soto
Journal:  Front Microbiol       Date:  2022-03-23       Impact factor: 5.640

8.  A CS-Cyclometallated Gold(III) Complex as a Novel Antibacterial Candidate Against Drug-Resistant Bacteria.

Authors:  Carlos Ratia; Virginio Cepas; Raquel Soengas; Yolanda Navarro; María Velasco-de Andrés; María José Iglesias; Francisco Lozano; Fernando López-Ortiz; Sara M Soto
Journal:  Front Microbiol       Date:  2022-03-03       Impact factor: 5.640

9.  1-((2,4-Dichlorophenethyl)Amino)-3-Phenoxypropan-2-ol Kills Pseudomonas aeruginosa through Extensive Membrane Damage.

Authors:  Valerie Defraine; Veerle Liebens; Evelien Loos; Toon Swings; Bram Weytjens; Carolina Fierro; Kathleen Marchal; Liam Sharkey; Alex J O'Neill; Romu Corbau; Arnaud Marchand; Patrick Chaltin; Maarten Fauvart; Jan Michiels
Journal:  Front Microbiol       Date:  2018-02-08       Impact factor: 5.640

10.  An Organogold Compound as Potential Antimicrobial Agent against Drug-Resistant Bacteria: Initial Mechanistic Insights.

Authors:  Parichita Chakraborty; Dorenda Oosterhuis; Riccardo Bonsignore; Angela Casini; Peter Olinga; Dirk-Jan Scheffers
Journal:  ChemMedChem       Date:  2021-07-23       Impact factor: 3.466

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