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

Keratitis treatment has become more complicated due to the emergence of bacterial or fungal pathogens with enhanced antibiotic resistance. The pharmaceutical applications of N-heterocyclic carbene complexes have received remarkable attention due to their antimicrobial properties. In this paper, the...

Descripción completa

Guardado en:
Detalles Bibliográficos
Autores principales: Tapastaru Samanta, Gourisankar Roymahapatra, William F Porto, Saikat Seth, Sudipta Ghorai, Suman Saha, Jayangshu Sengupta, Octávio L Franco, Joydev Dinda, Santi M Mandal
Formato: article
Lenguaje:EN
Publicado: Public Library of Science (PLoS) 2013
Materias:
R
Q
Acceso en línea:https://doaj.org/article/64243071eccd4cd2a02599722a017080
Etiquetas: Agregar Etiqueta
Sin Etiquetas, Sea el primero en etiquetar este registro!
id oai:doaj.org-article:64243071eccd4cd2a02599722a017080
record_format dspace
spelling oai:doaj.org-article:64243071eccd4cd2a02599722a0170802021-11-18T07:53:19ZN, N'-Olefin functionalized bis-imidazolium gold(I) salt is an efficient candidate to control keratitis-associated eye infection.1932-620310.1371/journal.pone.0058346https://doaj.org/article/64243071eccd4cd2a02599722a0170802013-01-01T00:00:00Zhttps://www.ncbi.nlm.nih.gov/pmc/articles/pmid/23554886/?tool=EBIhttps://doaj.org/toc/1932-6203Keratitis treatment has become more complicated due to the emergence of bacterial or fungal pathogens with enhanced antibiotic resistance. The pharmaceutical applications 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.Tapastaru SamantaGourisankar RoymahapatraWilliam F PortoSaikat SethSudipta GhoraiSuman SahaJayangshu SenguptaOctávio L FrancoJoydev DindaSanti M MandalPublic Library of Science (PLoS)articleMedicineRScienceQENPLoS ONE, Vol 8, Iss 3, p e58346 (2013)
institution DOAJ
collection DOAJ
language EN
topic Medicine
R
Science
Q
spellingShingle Medicine
R
Science
Q
Tapastaru Samanta
Gourisankar Roymahapatra
William F Porto
Saikat Seth
Sudipta Ghorai
Suman Saha
Jayangshu Sengupta
Octávio L Franco
Joydev Dinda
Santi M Mandal
N, N'-Olefin functionalized bis-imidazolium gold(I) salt is an efficient candidate to control keratitis-associated eye infection.
description Keratitis treatment has become more complicated due to the emergence of bacterial or fungal pathogens with enhanced antibiotic resistance. The pharmaceutical applications 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.
format article
author Tapastaru Samanta
Gourisankar Roymahapatra
William F Porto
Saikat Seth
Sudipta Ghorai
Suman Saha
Jayangshu Sengupta
Octávio L Franco
Joydev Dinda
Santi M Mandal
author_facet Tapastaru Samanta
Gourisankar Roymahapatra
William F Porto
Saikat Seth
Sudipta Ghorai
Suman Saha
Jayangshu Sengupta
Octávio L Franco
Joydev Dinda
Santi M Mandal
author_sort Tapastaru Samanta
title N, N'-Olefin functionalized bis-imidazolium gold(I) salt is an efficient candidate to control keratitis-associated eye infection.
title_short N, N'-Olefin functionalized bis-imidazolium gold(I) salt is an efficient candidate to control keratitis-associated eye infection.
title_full N, N'-Olefin functionalized bis-imidazolium gold(I) salt is an efficient candidate to control keratitis-associated eye infection.
title_fullStr N, N'-Olefin functionalized bis-imidazolium gold(I) salt is an efficient candidate to control keratitis-associated eye infection.
title_full_unstemmed N, N'-Olefin functionalized bis-imidazolium gold(I) salt is an efficient candidate to control keratitis-associated eye infection.
title_sort n, n'-olefin functionalized bis-imidazolium gold(i) salt is an efficient candidate to control keratitis-associated eye infection.
publisher Public Library of Science (PLoS)
publishDate 2013
url https://doaj.org/article/64243071eccd4cd2a02599722a017080
work_keys_str_mv AT tapastarusamanta nnolefinfunctionalizedbisimidazoliumgoldisaltisanefficientcandidatetocontrolkeratitisassociatedeyeinfection
AT gourisankarroymahapatra nnolefinfunctionalizedbisimidazoliumgoldisaltisanefficientcandidatetocontrolkeratitisassociatedeyeinfection
AT williamfporto nnolefinfunctionalizedbisimidazoliumgoldisaltisanefficientcandidatetocontrolkeratitisassociatedeyeinfection
AT saikatseth nnolefinfunctionalizedbisimidazoliumgoldisaltisanefficientcandidatetocontrolkeratitisassociatedeyeinfection
AT sudiptaghorai nnolefinfunctionalizedbisimidazoliumgoldisaltisanefficientcandidatetocontrolkeratitisassociatedeyeinfection
AT sumansaha nnolefinfunctionalizedbisimidazoliumgoldisaltisanefficientcandidatetocontrolkeratitisassociatedeyeinfection
AT jayangshusengupta nnolefinfunctionalizedbisimidazoliumgoldisaltisanefficientcandidatetocontrolkeratitisassociatedeyeinfection
AT octaviolfranco nnolefinfunctionalizedbisimidazoliumgoldisaltisanefficientcandidatetocontrolkeratitisassociatedeyeinfection
AT joydevdinda nnolefinfunctionalizedbisimidazoliumgoldisaltisanefficientcandidatetocontrolkeratitisassociatedeyeinfection
AT santimmandal nnolefinfunctionalizedbisimidazoliumgoldisaltisanefficientcandidatetocontrolkeratitisassociatedeyeinfection
_version_ 1718422815132090368