The Influence of Some Axial Ligands on Ruthenium–Phthalocyanine Complexes: Chemical, Photochemical, and Photobiological Properties

This work presents a new procedure to synthesize ruthenium–phthalocyanine complexes and uses diverse spectroscopic techniques to characterize trans-[RuCl(Pc)DMSO] (I) (Pc = phthalocyanine) and trans-[Ru(Pc)(4-ampy)2] (II) (4-ampy = 4-aminopyridine). The triplet excited-state lifetimes of (I) measure...

Full description

Bibliographic Details
Main Authors: Tássia Joi Martins, Laisa Bonafim Negri, Laena Pernomian, Kelson do Carmo Freitas Faial, Congcong Xue, Regina N. Akhimie, Michael R. Hamblin, Claudia Turro, Roberto S. da Silva
Format: Article
Language:English
Published: Frontiers Media S.A. 2021-01-01
Series:Frontiers in Molecular Biosciences
Subjects:
Online Access:https://www.frontiersin.org/articles/10.3389/fmolb.2020.595830/full
id doaj-44a5bc978aea49659da864500449720d
record_format Article
spelling doaj-44a5bc978aea49659da864500449720d2021-01-12T06:05:32ZengFrontiers Media S.A.Frontiers in Molecular Biosciences2296-889X2021-01-01710.3389/fmolb.2020.595830595830The Influence of Some Axial Ligands on Ruthenium–Phthalocyanine Complexes: Chemical, Photochemical, and Photobiological PropertiesTássia Joi Martins0Tássia Joi Martins1Laisa Bonafim Negri2Laisa Bonafim Negri3Laisa Bonafim Negri4Laena Pernomian5Laena Pernomian6Kelson do Carmo Freitas Faial7Congcong Xue8Regina N. Akhimie9Michael R. Hamblin10Claudia Turro11Roberto S. da Silva12Roberto S. da Silva13Roberto S. da Silva14Roberto S. da Silva15Department of Chemistry, Faculty of Philosophy, Sciences and Letters of Ribeirão Preto University of São Paulo, Ribeirão Preto, BrazilDepartment of Chemistry and Biochemistry, The Ohio State University, Columbus, OH, United StatesDepartment of Physics and Chemistry, School of Pharmaceutical Sciences of Ribeirão Preto, University of São Paulo, Ribeirão Preto, BrazilWellman Center for Photomedicine, Massachusetts General Hospital, Boston, MA, United StatesDepartment of Dermatology, Harvard Medical School, Boston, MA, United StatesDepartment of Physics and Chemistry, School of Pharmaceutical Sciences of Ribeirão Preto, University of São Paulo, Ribeirão Preto, BrazilDepartment of Pharmacology of the School of Medicine of Ribeirão Preto, University of São Paulo, Ribeirão Preto, BrazilEnvironmental Section, Evandro Chagas Institute (SAMAM/IEC), Ananindeua, BrazilDepartment of Chemistry and Biochemistry, The Ohio State University, Columbus, OH, United StatesDepartment of Chemistry and Biochemistry, The Ohio State University, Columbus, OH, United StatesLaser Research Center, Faculty of Health Sciences, University of Johannesburg, Johannesburg, South AfricaDepartment of Chemistry and Biochemistry, The Ohio State University, Columbus, OH, United StatesDepartment of Chemistry, Faculty of Philosophy, Sciences and Letters of Ribeirão Preto University of São Paulo, Ribeirão Preto, BrazilDepartment of Physics and Chemistry, School of Pharmaceutical Sciences of Ribeirão Preto, University of São Paulo, Ribeirão Preto, BrazilWellman Center for Photomedicine, Massachusetts General Hospital, Boston, MA, United StatesDepartment of Dermatology, Harvard Medical School, Boston, MA, United StatesThis work presents a new procedure to synthesize ruthenium–phthalocyanine complexes and uses diverse spectroscopic techniques to characterize trans-[RuCl(Pc)DMSO] (I) (Pc = phthalocyanine) and trans-[Ru(Pc)(4-ampy)2] (II) (4-ampy = 4-aminopyridine). The triplet excited-state lifetimes of (I) measured by nanosecond transient absorption showed that two processes occurred, one around 15 ns and the other around 3.8 μs. Axial ligands seemed to affect the singlet oxygen quantum yield. Yields of 0.62 and 0.14 were achieved for (I) and (II), respectively. The lower value obtained for (II) probably resulted from secondary reactions of singlet oxygen in the presence of the ruthenium complex. We also investigate how axial ligands in the ruthenium–phthalocyanine complexes affect their photo-bioactivity in B16F10 murine melanoma cells. In the case of (I) at 1 μmol/L, photosensitization with 5.95 J/cm2 provided B16F10 cell viability of 6%, showing that (I) was more active than (II) at the same concentration. Furthermore, (II) was detected intracellularly in B16F10 cell extracts. The behavior of the evaluated ruthenium–phthalocyanine complexes point to the potential use of (I) as a metal-based drug in clinical therapy. Changes in axial ligands can modulate the photosensitizer activity of the ruthenium phthalocyanine complexes.https://www.frontiersin.org/articles/10.3389/fmolb.2020.595830/fullphotodynamic therapyphotobiological assaysruthenium-phthalocyanine complexesB16F10 murine melanoma cellscell viability
collection DOAJ
language English
format Article
sources DOAJ
author Tássia Joi Martins
Tássia Joi Martins
Laisa Bonafim Negri
Laisa Bonafim Negri
Laisa Bonafim Negri
Laena Pernomian
Laena Pernomian
Kelson do Carmo Freitas Faial
Congcong Xue
Regina N. Akhimie
Michael R. Hamblin
Claudia Turro
Roberto S. da Silva
Roberto S. da Silva
Roberto S. da Silva
Roberto S. da Silva
spellingShingle Tássia Joi Martins
Tássia Joi Martins
Laisa Bonafim Negri
Laisa Bonafim Negri
Laisa Bonafim Negri
Laena Pernomian
Laena Pernomian
Kelson do Carmo Freitas Faial
Congcong Xue
Regina N. Akhimie
Michael R. Hamblin
Claudia Turro
Roberto S. da Silva
Roberto S. da Silva
Roberto S. da Silva
Roberto S. da Silva
The Influence of Some Axial Ligands on Ruthenium–Phthalocyanine Complexes: Chemical, Photochemical, and Photobiological Properties
Frontiers in Molecular Biosciences
photodynamic therapy
photobiological assays
ruthenium-phthalocyanine complexes
B16F10 murine melanoma cells
cell viability
author_facet Tássia Joi Martins
Tássia Joi Martins
Laisa Bonafim Negri
Laisa Bonafim Negri
Laisa Bonafim Negri
Laena Pernomian
Laena Pernomian
Kelson do Carmo Freitas Faial
Congcong Xue
Regina N. Akhimie
Michael R. Hamblin
Claudia Turro
Roberto S. da Silva
Roberto S. da Silva
Roberto S. da Silva
Roberto S. da Silva
author_sort Tássia Joi Martins
title The Influence of Some Axial Ligands on Ruthenium–Phthalocyanine Complexes: Chemical, Photochemical, and Photobiological Properties
title_short The Influence of Some Axial Ligands on Ruthenium–Phthalocyanine Complexes: Chemical, Photochemical, and Photobiological Properties
title_full The Influence of Some Axial Ligands on Ruthenium–Phthalocyanine Complexes: Chemical, Photochemical, and Photobiological Properties
title_fullStr The Influence of Some Axial Ligands on Ruthenium–Phthalocyanine Complexes: Chemical, Photochemical, and Photobiological Properties
title_full_unstemmed The Influence of Some Axial Ligands on Ruthenium–Phthalocyanine Complexes: Chemical, Photochemical, and Photobiological Properties
title_sort influence of some axial ligands on ruthenium–phthalocyanine complexes: chemical, photochemical, and photobiological properties
publisher Frontiers Media S.A.
series Frontiers in Molecular Biosciences
issn 2296-889X
publishDate 2021-01-01
description This work presents a new procedure to synthesize ruthenium–phthalocyanine complexes and uses diverse spectroscopic techniques to characterize trans-[RuCl(Pc)DMSO] (I) (Pc = phthalocyanine) and trans-[Ru(Pc)(4-ampy)2] (II) (4-ampy = 4-aminopyridine). The triplet excited-state lifetimes of (I) measured by nanosecond transient absorption showed that two processes occurred, one around 15 ns and the other around 3.8 μs. Axial ligands seemed to affect the singlet oxygen quantum yield. Yields of 0.62 and 0.14 were achieved for (I) and (II), respectively. The lower value obtained for (II) probably resulted from secondary reactions of singlet oxygen in the presence of the ruthenium complex. We also investigate how axial ligands in the ruthenium–phthalocyanine complexes affect their photo-bioactivity in B16F10 murine melanoma cells. In the case of (I) at 1 μmol/L, photosensitization with 5.95 J/cm2 provided B16F10 cell viability of 6%, showing that (I) was more active than (II) at the same concentration. Furthermore, (II) was detected intracellularly in B16F10 cell extracts. The behavior of the evaluated ruthenium–phthalocyanine complexes point to the potential use of (I) as a metal-based drug in clinical therapy. Changes in axial ligands can modulate the photosensitizer activity of the ruthenium phthalocyanine complexes.
topic photodynamic therapy
photobiological assays
ruthenium-phthalocyanine complexes
B16F10 murine melanoma cells
cell viability
url https://www.frontiersin.org/articles/10.3389/fmolb.2020.595830/full
work_keys_str_mv AT tassiajoimartins theinfluenceofsomeaxialligandsonrutheniumphthalocyaninecomplexeschemicalphotochemicalandphotobiologicalproperties
AT tassiajoimartins theinfluenceofsomeaxialligandsonrutheniumphthalocyaninecomplexeschemicalphotochemicalandphotobiologicalproperties
AT laisabonafimnegri theinfluenceofsomeaxialligandsonrutheniumphthalocyaninecomplexeschemicalphotochemicalandphotobiologicalproperties
AT laisabonafimnegri theinfluenceofsomeaxialligandsonrutheniumphthalocyaninecomplexeschemicalphotochemicalandphotobiologicalproperties
AT laisabonafimnegri theinfluenceofsomeaxialligandsonrutheniumphthalocyaninecomplexeschemicalphotochemicalandphotobiologicalproperties
AT laenapernomian theinfluenceofsomeaxialligandsonrutheniumphthalocyaninecomplexeschemicalphotochemicalandphotobiologicalproperties
AT laenapernomian theinfluenceofsomeaxialligandsonrutheniumphthalocyaninecomplexeschemicalphotochemicalandphotobiologicalproperties
AT kelsondocarmofreitasfaial theinfluenceofsomeaxialligandsonrutheniumphthalocyaninecomplexeschemicalphotochemicalandphotobiologicalproperties
AT congcongxue theinfluenceofsomeaxialligandsonrutheniumphthalocyaninecomplexeschemicalphotochemicalandphotobiologicalproperties
AT reginanakhimie theinfluenceofsomeaxialligandsonrutheniumphthalocyaninecomplexeschemicalphotochemicalandphotobiologicalproperties
AT michaelrhamblin theinfluenceofsomeaxialligandsonrutheniumphthalocyaninecomplexeschemicalphotochemicalandphotobiologicalproperties
AT claudiaturro theinfluenceofsomeaxialligandsonrutheniumphthalocyaninecomplexeschemicalphotochemicalandphotobiologicalproperties
AT robertosdasilva theinfluenceofsomeaxialligandsonrutheniumphthalocyaninecomplexeschemicalphotochemicalandphotobiologicalproperties
AT robertosdasilva theinfluenceofsomeaxialligandsonrutheniumphthalocyaninecomplexeschemicalphotochemicalandphotobiologicalproperties
AT robertosdasilva theinfluenceofsomeaxialligandsonrutheniumphthalocyaninecomplexeschemicalphotochemicalandphotobiologicalproperties
AT robertosdasilva theinfluenceofsomeaxialligandsonrutheniumphthalocyaninecomplexeschemicalphotochemicalandphotobiologicalproperties
AT tassiajoimartins influenceofsomeaxialligandsonrutheniumphthalocyaninecomplexeschemicalphotochemicalandphotobiologicalproperties
AT tassiajoimartins influenceofsomeaxialligandsonrutheniumphthalocyaninecomplexeschemicalphotochemicalandphotobiologicalproperties
AT laisabonafimnegri influenceofsomeaxialligandsonrutheniumphthalocyaninecomplexeschemicalphotochemicalandphotobiologicalproperties
AT laisabonafimnegri influenceofsomeaxialligandsonrutheniumphthalocyaninecomplexeschemicalphotochemicalandphotobiologicalproperties
AT laisabonafimnegri influenceofsomeaxialligandsonrutheniumphthalocyaninecomplexeschemicalphotochemicalandphotobiologicalproperties
AT laenapernomian influenceofsomeaxialligandsonrutheniumphthalocyaninecomplexeschemicalphotochemicalandphotobiologicalproperties
AT laenapernomian influenceofsomeaxialligandsonrutheniumphthalocyaninecomplexeschemicalphotochemicalandphotobiologicalproperties
AT kelsondocarmofreitasfaial influenceofsomeaxialligandsonrutheniumphthalocyaninecomplexeschemicalphotochemicalandphotobiologicalproperties
AT congcongxue influenceofsomeaxialligandsonrutheniumphthalocyaninecomplexeschemicalphotochemicalandphotobiologicalproperties
AT reginanakhimie influenceofsomeaxialligandsonrutheniumphthalocyaninecomplexeschemicalphotochemicalandphotobiologicalproperties
AT michaelrhamblin influenceofsomeaxialligandsonrutheniumphthalocyaninecomplexeschemicalphotochemicalandphotobiologicalproperties
AT claudiaturro influenceofsomeaxialligandsonrutheniumphthalocyaninecomplexeschemicalphotochemicalandphotobiologicalproperties
AT robertosdasilva influenceofsomeaxialligandsonrutheniumphthalocyaninecomplexeschemicalphotochemicalandphotobiologicalproperties
AT robertosdasilva influenceofsomeaxialligandsonrutheniumphthalocyaninecomplexeschemicalphotochemicalandphotobiologicalproperties
AT robertosdasilva influenceofsomeaxialligandsonrutheniumphthalocyaninecomplexeschemicalphotochemicalandphotobiologicalproperties
AT robertosdasilva influenceofsomeaxialligandsonrutheniumphthalocyaninecomplexeschemicalphotochemicalandphotobiologicalproperties
_version_ 1724340652454445056