Cargando…

Reaction of Perrhenate with Phthalocyanine Derivatives in the Presence of Reducing Agents and Rhenium Oxide Nanoparticles in Biomedical Applications

A novel alternative route to access rhenium(V)−phthalocyanine complexes through direct metalation of metal‐free phthalocyanines (H(2)Pcs) with a rhenium(VII) salt in the presence of various two‐electron reducing agents is presented. Direct ion metalation of tetraamino‐ or tetranitrophthalocyanine wi...

Descripción completa

Detalles Bibliográficos
Autores principales: Ntsimango, Songeziwe, Gandidzanwa, Sendibitiyosi, Joseph, Sinelizwi V., Hosten, Eric C., Randall, Marvin, Edkins, Adrienne L., Khene, Samson M., Mashazi, Philani, Nyokong, Tebello, Abrahams, Abubak'r, Tshentu, Zenixole R.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9297772/
https://www.ncbi.nlm.nih.gov/pubmed/35856692
http://dx.doi.org/10.1002/open.202200037
_version_ 1784750545825693696
author Ntsimango, Songeziwe
Gandidzanwa, Sendibitiyosi
Joseph, Sinelizwi V.
Hosten, Eric C.
Randall, Marvin
Edkins, Adrienne L.
Khene, Samson M.
Mashazi, Philani
Nyokong, Tebello
Abrahams, Abubak'r
Tshentu, Zenixole R.
author_facet Ntsimango, Songeziwe
Gandidzanwa, Sendibitiyosi
Joseph, Sinelizwi V.
Hosten, Eric C.
Randall, Marvin
Edkins, Adrienne L.
Khene, Samson M.
Mashazi, Philani
Nyokong, Tebello
Abrahams, Abubak'r
Tshentu, Zenixole R.
author_sort Ntsimango, Songeziwe
collection PubMed
description A novel alternative route to access rhenium(V)−phthalocyanine complexes through direct metalation of metal‐free phthalocyanines (H(2)Pcs) with a rhenium(VII) salt in the presence of various two‐electron reducing agents is presented. Direct ion metalation of tetraamino‐ or tetranitrophthalocyanine with perrhenate (ReO(4) (−)) in the presence of triphenylphosphine led to oxidative decomposition of the H(2)Pcs, giving their respective phthalonitriles. Conversely, treatment of H(2)Pcs with ReO(4) (−) employing sodium metabisulfite yielded the desired Re(V)O−Pc complex. Finally, reaction of H(2)Pcs with ReO(4) (−) and NaBH(4) as reducing agent led to the formation of rhenium oxide (Re(x)O(y)) nanoparticles (NPs). The NP synthesis was optimised, and the Re(x)O(y) NPs were capped with folic acid (FA) conjugated with tetraaminophthalocyanine (TAPc) to enhance their cancer cell targeting ability. The cytotoxicity profile of the resultant Re(x)O(y)−TAPc−FA NPs was assessed and found to be greater than 80 % viability in four cell lines, namely, MDA−MB‐231, HCC7, HCC1806 and HEK293T. Non‐cytotoxic concentrations were determined and employed in cancer cell localization studies. The particle size effect on localization of NPs was also investigated using confocal fluorescence and transmission electron microscopy. The smaller NPs (≈10 nm) were found to exhibit stronger fluorescence properties than the ≈50 nm NPs and exhibited better cell localization ability than the ≈50 nm NPs.
format Online
Article
Text
id pubmed-9297772
institution National Center for Biotechnology Information
language English
publishDate 2022
publisher John Wiley and Sons Inc.
record_format MEDLINE/PubMed
spelling pubmed-92977722022-07-22 Reaction of Perrhenate with Phthalocyanine Derivatives in the Presence of Reducing Agents and Rhenium Oxide Nanoparticles in Biomedical Applications Ntsimango, Songeziwe Gandidzanwa, Sendibitiyosi Joseph, Sinelizwi V. Hosten, Eric C. Randall, Marvin Edkins, Adrienne L. Khene, Samson M. Mashazi, Philani Nyokong, Tebello Abrahams, Abubak'r Tshentu, Zenixole R. ChemistryOpen Research Articles A novel alternative route to access rhenium(V)−phthalocyanine complexes through direct metalation of metal‐free phthalocyanines (H(2)Pcs) with a rhenium(VII) salt in the presence of various two‐electron reducing agents is presented. Direct ion metalation of tetraamino‐ or tetranitrophthalocyanine with perrhenate (ReO(4) (−)) in the presence of triphenylphosphine led to oxidative decomposition of the H(2)Pcs, giving their respective phthalonitriles. Conversely, treatment of H(2)Pcs with ReO(4) (−) employing sodium metabisulfite yielded the desired Re(V)O−Pc complex. Finally, reaction of H(2)Pcs with ReO(4) (−) and NaBH(4) as reducing agent led to the formation of rhenium oxide (Re(x)O(y)) nanoparticles (NPs). The NP synthesis was optimised, and the Re(x)O(y) NPs were capped with folic acid (FA) conjugated with tetraaminophthalocyanine (TAPc) to enhance their cancer cell targeting ability. The cytotoxicity profile of the resultant Re(x)O(y)−TAPc−FA NPs was assessed and found to be greater than 80 % viability in four cell lines, namely, MDA−MB‐231, HCC7, HCC1806 and HEK293T. Non‐cytotoxic concentrations were determined and employed in cancer cell localization studies. The particle size effect on localization of NPs was also investigated using confocal fluorescence and transmission electron microscopy. The smaller NPs (≈10 nm) were found to exhibit stronger fluorescence properties than the ≈50 nm NPs and exhibited better cell localization ability than the ≈50 nm NPs. John Wiley and Sons Inc. 2022-07-20 /pmc/articles/PMC9297772/ /pubmed/35856692 http://dx.doi.org/10.1002/open.202200037 Text en © 2022 The Authors. Published by Wiley-VCH GmbH https://creativecommons.org/licenses/by/4.0/This is an open access article under the terms of the http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
spellingShingle Research Articles
Ntsimango, Songeziwe
Gandidzanwa, Sendibitiyosi
Joseph, Sinelizwi V.
Hosten, Eric C.
Randall, Marvin
Edkins, Adrienne L.
Khene, Samson M.
Mashazi, Philani
Nyokong, Tebello
Abrahams, Abubak'r
Tshentu, Zenixole R.
Reaction of Perrhenate with Phthalocyanine Derivatives in the Presence of Reducing Agents and Rhenium Oxide Nanoparticles in Biomedical Applications
title Reaction of Perrhenate with Phthalocyanine Derivatives in the Presence of Reducing Agents and Rhenium Oxide Nanoparticles in Biomedical Applications
title_full Reaction of Perrhenate with Phthalocyanine Derivatives in the Presence of Reducing Agents and Rhenium Oxide Nanoparticles in Biomedical Applications
title_fullStr Reaction of Perrhenate with Phthalocyanine Derivatives in the Presence of Reducing Agents and Rhenium Oxide Nanoparticles in Biomedical Applications
title_full_unstemmed Reaction of Perrhenate with Phthalocyanine Derivatives in the Presence of Reducing Agents and Rhenium Oxide Nanoparticles in Biomedical Applications
title_short Reaction of Perrhenate with Phthalocyanine Derivatives in the Presence of Reducing Agents and Rhenium Oxide Nanoparticles in Biomedical Applications
title_sort reaction of perrhenate with phthalocyanine derivatives in the presence of reducing agents and rhenium oxide nanoparticles in biomedical applications
topic Research Articles
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9297772/
https://www.ncbi.nlm.nih.gov/pubmed/35856692
http://dx.doi.org/10.1002/open.202200037
work_keys_str_mv AT ntsimangosongeziwe reactionofperrhenatewithphthalocyaninederivativesinthepresenceofreducingagentsandrheniumoxidenanoparticlesinbiomedicalapplications
AT gandidzanwasendibitiyosi reactionofperrhenatewithphthalocyaninederivativesinthepresenceofreducingagentsandrheniumoxidenanoparticlesinbiomedicalapplications
AT josephsinelizwiv reactionofperrhenatewithphthalocyaninederivativesinthepresenceofreducingagentsandrheniumoxidenanoparticlesinbiomedicalapplications
AT hostenericc reactionofperrhenatewithphthalocyaninederivativesinthepresenceofreducingagentsandrheniumoxidenanoparticlesinbiomedicalapplications
AT randallmarvin reactionofperrhenatewithphthalocyaninederivativesinthepresenceofreducingagentsandrheniumoxidenanoparticlesinbiomedicalapplications
AT edkinsadriennel reactionofperrhenatewithphthalocyaninederivativesinthepresenceofreducingagentsandrheniumoxidenanoparticlesinbiomedicalapplications
AT khenesamsonm reactionofperrhenatewithphthalocyaninederivativesinthepresenceofreducingagentsandrheniumoxidenanoparticlesinbiomedicalapplications
AT mashaziphilani reactionofperrhenatewithphthalocyaninederivativesinthepresenceofreducingagentsandrheniumoxidenanoparticlesinbiomedicalapplications
AT nyokongtebello reactionofperrhenatewithphthalocyaninederivativesinthepresenceofreducingagentsandrheniumoxidenanoparticlesinbiomedicalapplications
AT abrahamsabubakr reactionofperrhenatewithphthalocyaninederivativesinthepresenceofreducingagentsandrheniumoxidenanoparticlesinbiomedicalapplications
AT tshentuzenixoler reactionofperrhenatewithphthalocyaninederivativesinthepresenceofreducingagentsandrheniumoxidenanoparticlesinbiomedicalapplications