Hydrogen bonding regulates the rigidity of liposome-encapsulated chlorin photosensitizers

Liposomal formulations facilitate the administration of hydrophobic drugs, avoiding precipitation and aggregation phenomena when injected in polar solvents. The integration of the photosensitizer into the liposome may alter the fluidity of the system and, thus, modify the delivery process of the dru...

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Bibliographic Details
Authors: De Vetta, Martina, González, Leticia, Nogueira, Juan J.
Format: article
Publication Date:2018
Country:España
Institution:Universidad Autónoma de Madrid
Repository:Biblos-e Archivo. Repositorio Institucional de la UAM
Language:English
OAI Identifier:oai:repositorio.uam.es:10486/687602
Online Access:http://hdl.handle.net/10486/687602
https://dx.doi.org/10.1002/open.201800050
Access Level:Open access
Keyword:Chlorin photosensitizers
Drug delivery
Hydrogen bonding
Liposome
Molecular dynamics
Química
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spelling Hydrogen bonding regulates the rigidity of liposome-encapsulated chlorin photosensitizersDe Vetta, MartinaGonzález, LeticiaNogueira, Juan J.Chlorin photosensitizersDrug deliveryHydrogen bondingLiposomeMolecular dynamicsQuímicaLiposomal formulations facilitate the administration of hydrophobic drugs, avoiding precipitation and aggregation phenomena when injected in polar solvents. The integration of the photosensitizer into the liposome may alter the fluidity of the system and, thus, modify the delivery process of the drug. Such a change has been observed for the liposomal formulation of Temoporfin, which is one of the most potent chlorin photosensitizers employed in photodynamic therapy. Here, all-atom molecular dynamics simulations have been performed to identify the nature of the intermolecular interactions that might be responsible of the different lipids freedom of motion when the drug is introduced in the bilayer. It is found that Temoporfin participates as a hydrogen donor in strong hydrogen-bonding interactions with the polar groups of the phospholipids. The theoretical analysis suggests that the rigidity of drug/liposome complexes can be modulated by considering the different hydrogen-bond ability of the photosensitizer and the carrier material.M.D.V. thanks the Marie Curie Actions, within the Innovative Training Network-European Join Doctorate in Theoretical Chemistry and Computational Modelling TCCM-ITN-EJD-642294, for financial support. L.G. and J.J.N. thank the University of ViennaWiley-V C H Verlag GmbH & Co. KGaADepartamento de QuímicaFacultad de Ciencias20182018-06-01research articlehttp://purl.org/coar/resource_type/c_2df8fbb1VoRhttp://purl.org/coar/version/c_970fb48d4fbd8a85info:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/10486/687602https://dx.doi.org/10.1002/open.201800050reponame:Biblos-e Archivo. Repositorio Institucional de la UAMinstname:Universidad Autónoma de MadridInglésengopen accesshttp://purl.org/coar/access_right/c_abf2info:eu-repo/semantics/openAccessoai:repositorio.uam.es:10486/6876022026-06-23T12:46:27Z
dc.title.none.fl_str_mv Hydrogen bonding regulates the rigidity of liposome-encapsulated chlorin photosensitizers
title Hydrogen bonding regulates the rigidity of liposome-encapsulated chlorin photosensitizers
spellingShingle Hydrogen bonding regulates the rigidity of liposome-encapsulated chlorin photosensitizers
De Vetta, Martina
Chlorin photosensitizers
Drug delivery
Hydrogen bonding
Liposome
Molecular dynamics
Química
title_short Hydrogen bonding regulates the rigidity of liposome-encapsulated chlorin photosensitizers
title_full Hydrogen bonding regulates the rigidity of liposome-encapsulated chlorin photosensitizers
title_fullStr Hydrogen bonding regulates the rigidity of liposome-encapsulated chlorin photosensitizers
title_full_unstemmed Hydrogen bonding regulates the rigidity of liposome-encapsulated chlorin photosensitizers
title_sort Hydrogen bonding regulates the rigidity of liposome-encapsulated chlorin photosensitizers
dc.creator.none.fl_str_mv De Vetta, Martina
González, Leticia
Nogueira, Juan J.
author De Vetta, Martina
author_facet De Vetta, Martina
González, Leticia
Nogueira, Juan J.
author_role author
author2 González, Leticia
Nogueira, Juan J.
author2_role author
author
dc.contributor.none.fl_str_mv Departamento de Química
Facultad de Ciencias
dc.subject.none.fl_str_mv Chlorin photosensitizers
Drug delivery
Hydrogen bonding
Liposome
Molecular dynamics
Química
topic Chlorin photosensitizers
Drug delivery
Hydrogen bonding
Liposome
Molecular dynamics
Química
description Liposomal formulations facilitate the administration of hydrophobic drugs, avoiding precipitation and aggregation phenomena when injected in polar solvents. The integration of the photosensitizer into the liposome may alter the fluidity of the system and, thus, modify the delivery process of the drug. Such a change has been observed for the liposomal formulation of Temoporfin, which is one of the most potent chlorin photosensitizers employed in photodynamic therapy. Here, all-atom molecular dynamics simulations have been performed to identify the nature of the intermolecular interactions that might be responsible of the different lipids freedom of motion when the drug is introduced in the bilayer. It is found that Temoporfin participates as a hydrogen donor in strong hydrogen-bonding interactions with the polar groups of the phospholipids. The theoretical analysis suggests that the rigidity of drug/liposome complexes can be modulated by considering the different hydrogen-bond ability of the photosensitizer and the carrier material.
publishDate 2018
dc.date.none.fl_str_mv 2018
2018-06-01
dc.type.none.fl_str_mv research article
http://purl.org/coar/resource_type/c_2df8fbb1
VoR
http://purl.org/coar/version/c_970fb48d4fbd8a85
dc.type.openaire.fl_str_mv info:eu-repo/semantics/article
format article
dc.identifier.none.fl_str_mv http://hdl.handle.net/10486/687602
https://dx.doi.org/10.1002/open.201800050
url http://hdl.handle.net/10486/687602
https://dx.doi.org/10.1002/open.201800050
dc.language.none.fl_str_mv Inglés
eng
language_invalid_str_mv Inglés
language eng
dc.rights.none.fl_str_mv open access
http://purl.org/coar/access_right/c_abf2
dc.rights.openaire.fl_str_mv info:eu-repo/semantics/openAccess
rights_invalid_str_mv open access
http://purl.org/coar/access_right/c_abf2
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
dc.publisher.none.fl_str_mv Wiley-V C H Verlag GmbH & Co. KGaA
publisher.none.fl_str_mv Wiley-V C H Verlag GmbH & Co. KGaA
dc.source.none.fl_str_mv reponame:Biblos-e Archivo. Repositorio Institucional de la UAM
instname:Universidad Autónoma de Madrid
instname_str Universidad Autónoma de Madrid
reponame_str Biblos-e Archivo. Repositorio Institucional de la UAM
collection Biblos-e Archivo. Repositorio Institucional de la UAM
repository.name.fl_str_mv
repository.mail.fl_str_mv
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score 15,300724

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