Cytotoxicity modulation of ruthenium(II) tris-bathophenanthroline complexes with systematically varied charge

A series of four ruthenium(II) complexes Ru(bp)n(bps)3-n (n = 0-3; bp = 4,7-diphenyl-1,10-phenanthroline or bathophenanthroline; and bps = disulfonated 4,7-diphenyl-1,10-phenanthroline or bathophenanthroline disulfonate) bearing different charges were synthesized and characterized. In aqueous media,...

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محفوظ في:
التفاصيل البيبلوغرافية
المؤلف الرئيسي: Audi, Hassib (author)
مؤلفون آخرون: Azar, Daniel F. (author), Mahjoub, Farah (author), Farhat, Stephanie (author), El Masri, Zeinab (author), El-Sibai, Mirvat (author), Abi-Habib, Ralph J. (author), Khnayzer, Rony S. (author)
التنسيق: article
منشور في: 2018
الوصول للمادة أونلاين:http://hdl.handle.net/10725/11362
https://doi.org/10.1016/j.jphotochem.2017.10.007
http://libraries.lau.edu.lb/research/laur/terms-of-use/articles.php
https://www.sciencedirect.com/science/article/pii/S1010603017306172
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author Audi, Hassib
author2 Azar, Daniel F.
Mahjoub, Farah
Farhat, Stephanie
El Masri, Zeinab
El-Sibai, Mirvat
Abi-Habib, Ralph J.
Khnayzer, Rony S.
author2_role author
author
author
author
author
author
author
author_facet Audi, Hassib
Azar, Daniel F.
Mahjoub, Farah
Farhat, Stephanie
El Masri, Zeinab
El-Sibai, Mirvat
Abi-Habib, Ralph J.
Khnayzer, Rony S.
author_role author
dc.creator.none.fl_str_mv Audi, Hassib
Azar, Daniel F.
Mahjoub, Farah
Farhat, Stephanie
El Masri, Zeinab
El-Sibai, Mirvat
Abi-Habib, Ralph J.
Khnayzer, Rony S.
dc.date.none.fl_str_mv 2018
2019-10-02T10:53:27Z
2019-10-02T10:53:27Z
2019-10-02
dc.identifier.none.fl_str_mv 1010-6030
http://hdl.handle.net/10725/11362
https://doi.org/10.1016/j.jphotochem.2017.10.007
Audi, H., Azar, D. F., Mahjoub, F., Farhat, S., El Masri, Z., El-Sibai, M., ... & Khnayzer, R. S. (2018). Cytotoxicity modulation of ruthenium (II) tris-bathophenanthroline complexes with systematically varied charge. Journal of Photochemistry and Photobiology A: Chemistry, 351, 59-68.
http://libraries.lau.edu.lb/research/laur/terms-of-use/articles.php
https://www.sciencedirect.com/science/article/pii/S1010603017306172
dc.language.none.fl_str_mv en
dc.relation.none.fl_str_mv Journal of Photochemistry and Photobiology A: Chemistry
dc.rights.*.fl_str_mv info:eu-repo/semantics/openAccess
dc.title.none.fl_str_mv Cytotoxicity modulation of ruthenium(II) tris-bathophenanthroline complexes with systematically varied charge
dc.type.none.fl_str_mv Article
info:eu-repo/semantics/publishedVersion
info:eu-repo/semantics/article
description A series of four ruthenium(II) complexes Ru(bp)n(bps)3-n (n = 0-3; bp = 4,7-diphenyl-1,10-phenanthroline or bathophenanthroline; and bps = disulfonated 4,7-diphenyl-1,10-phenanthroline or bathophenanthroline disulfonate) bearing different charges were synthesized and characterized. In aqueous media, all complexes displayed similar photophysical properties which makes this series ideal to study the effect of charge on the cytotoxicity of Ru(II) complexes. Ru(bp)32+ (1) and Ru(bps)34− (4) are known photosensitizers that penetrate cancer cells and possess a significant light-induced cytotoxicity. The newly conceived neutral Ru(bp)2(bps)0 (2) and dianionic Ru(bp)(bps)22− (3) were also found to have significant uptake as well as light-activation properties. Importantly, the cytotoxicity in the dark was successfully tuned upon systematic charge modulation of the complexes. The cationic complex 1 was potent against 5 out of 6 cell lines tested (MDA-MB-231, MCF-7, B16, SF and ML2) and displayed the highest cytotoxicity among the tested complexes with IC50 values of 4.0, 3.6, 1.7, 1.0 and 2.9 μM, respectively. The two anionic complexes, 3 and 4, with respective overall charges of −2 and −4, were not potent against any of the cell lines in the dark (IC50 > 200 μM), whereas the neutral molecule, complex 2, was potent against 3 out of 6 cell lines in the dark (B16, SF and ML2) and exhibited an intermediate activity with IC50 values of 12.8, 3.0 and 10.3 μM, respectively. All complexes presented significant phototoxicity when activated at 6 h post-incubation, which is consistent with their fast uptake and ability to produce singlet oxygen. The localization of complexes 1–4 within the cells was found to be dependent on the charge and photoexcitation conditions. The charge-activity relationship elucidated in this work facilitates the development of new sensitizers for photodynamic therapy.
eu_rights_str_mv openAccess
format article
id LAURepo_dd636cd29f087bd62baea0f897646ff9
identifier_str_mv 1010-6030
Audi, H., Azar, D. F., Mahjoub, F., Farhat, S., El Masri, Z., El-Sibai, M., ... & Khnayzer, R. S. (2018). Cytotoxicity modulation of ruthenium (II) tris-bathophenanthroline complexes with systematically varied charge. Journal of Photochemistry and Photobiology A: Chemistry, 351, 59-68.
language_invalid_str_mv en
network_acronym_str LAURepo
network_name_str Lebanese American University repository
oai_identifier_str oai:laur.lau.edu.lb:10725/11362
publishDate 2018
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spelling Cytotoxicity modulation of ruthenium(II) tris-bathophenanthroline complexes with systematically varied chargeAudi, HassibAzar, Daniel F.Mahjoub, FarahFarhat, StephanieEl Masri, ZeinabEl-Sibai, MirvatAbi-Habib, Ralph J.Khnayzer, Rony S.A series of four ruthenium(II) complexes Ru(bp)n(bps)3-n (n = 0-3; bp = 4,7-diphenyl-1,10-phenanthroline or bathophenanthroline; and bps = disulfonated 4,7-diphenyl-1,10-phenanthroline or bathophenanthroline disulfonate) bearing different charges were synthesized and characterized. In aqueous media, all complexes displayed similar photophysical properties which makes this series ideal to study the effect of charge on the cytotoxicity of Ru(II) complexes. Ru(bp)32+ (1) and Ru(bps)34− (4) are known photosensitizers that penetrate cancer cells and possess a significant light-induced cytotoxicity. The newly conceived neutral Ru(bp)2(bps)0 (2) and dianionic Ru(bp)(bps)22− (3) were also found to have significant uptake as well as light-activation properties. Importantly, the cytotoxicity in the dark was successfully tuned upon systematic charge modulation of the complexes. The cationic complex 1 was potent against 5 out of 6 cell lines tested (MDA-MB-231, MCF-7, B16, SF and ML2) and displayed the highest cytotoxicity among the tested complexes with IC50 values of 4.0, 3.6, 1.7, 1.0 and 2.9 μM, respectively. The two anionic complexes, 3 and 4, with respective overall charges of −2 and −4, were not potent against any of the cell lines in the dark (IC50 > 200 μM), whereas the neutral molecule, complex 2, was potent against 3 out of 6 cell lines in the dark (B16, SF and ML2) and exhibited an intermediate activity with IC50 values of 12.8, 3.0 and 10.3 μM, respectively. All complexes presented significant phototoxicity when activated at 6 h post-incubation, which is consistent with their fast uptake and ability to produce singlet oxygen. The localization of complexes 1–4 within the cells was found to be dependent on the charge and photoexcitation conditions. The charge-activity relationship elucidated in this work facilitates the development of new sensitizers for photodynamic therapy.PublishedN/A2019-10-02T10:53:27Z2019-10-02T10:53:27Z20182019-10-02Articleinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/article1010-6030http://hdl.handle.net/10725/11362https://doi.org/10.1016/j.jphotochem.2017.10.007Audi, H., Azar, D. F., Mahjoub, F., Farhat, S., El Masri, Z., El-Sibai, M., ... & Khnayzer, R. S. (2018). Cytotoxicity modulation of ruthenium (II) tris-bathophenanthroline complexes with systematically varied charge. Journal of Photochemistry and Photobiology A: Chemistry, 351, 59-68.http://libraries.lau.edu.lb/research/laur/terms-of-use/articles.phphttps://www.sciencedirect.com/science/article/pii/S1010603017306172enJournal of Photochemistry and Photobiology A: Chemistryinfo:eu-repo/semantics/openAccessoai:laur.lau.edu.lb:10725/113622021-03-19T10:47:37Z
spellingShingle Cytotoxicity modulation of ruthenium(II) tris-bathophenanthroline complexes with systematically varied charge
Audi, Hassib
status_str publishedVersion
title Cytotoxicity modulation of ruthenium(II) tris-bathophenanthroline complexes with systematically varied charge
title_full Cytotoxicity modulation of ruthenium(II) tris-bathophenanthroline complexes with systematically varied charge
title_fullStr Cytotoxicity modulation of ruthenium(II) tris-bathophenanthroline complexes with systematically varied charge
title_full_unstemmed Cytotoxicity modulation of ruthenium(II) tris-bathophenanthroline complexes with systematically varied charge
title_short Cytotoxicity modulation of ruthenium(II) tris-bathophenanthroline complexes with systematically varied charge
title_sort Cytotoxicity modulation of ruthenium(II) tris-bathophenanthroline complexes with systematically varied charge
url http://hdl.handle.net/10725/11362
https://doi.org/10.1016/j.jphotochem.2017.10.007
http://libraries.lau.edu.lb/research/laur/terms-of-use/articles.php
https://www.sciencedirect.com/science/article/pii/S1010603017306172