Novel platinum(II)-based anticancer complexes and molecular hosts as their drug delivery vehicles

Platinum(II)-based DNA intercalators where the intercalating ligand is 1,10-phenanthroline or a phenanthroline derivative and where the ancillary ligand is either achiral (e.g. ethylenediamine) or chiral (e.g. diaminocyclohexane) show a range of cytotoxicities with a defined structure–activity relat...

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محفوظ في:
التفاصيل البيبلوغرافية
المؤلف الرئيسي: Taleb, Robin I. (author)
مؤلفون آخرون: Wheate, Nial J. (author), Krause-Heuer, Anwen M. (author), Cook, Rebekah L. (author), Wang, Shaoyu (author), Higgins, Vincent J. (author), Aldrich-Wright, Janice R. (author)
التنسيق: article
منشور في: 2007
الوصول للمادة أونلاين:http://hdl.handle.net/10725/3494
http://dx.doi.org/10.1039/b704973k
http://pubs.rsc.org/en/content/articlehtml/2007/dt/b704973k
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author Taleb, Robin I.
author2 Wheate, Nial J.
Krause-Heuer, Anwen M.
Cook, Rebekah L.
Wang, Shaoyu
Higgins, Vincent J.
Aldrich-Wright, Janice R.
author2_role author
author
author
author
author
author
author_facet Taleb, Robin I.
Wheate, Nial J.
Krause-Heuer, Anwen M.
Cook, Rebekah L.
Wang, Shaoyu
Higgins, Vincent J.
Aldrich-Wright, Janice R.
author_role author
dc.creator.none.fl_str_mv Taleb, Robin I.
Wheate, Nial J.
Krause-Heuer, Anwen M.
Cook, Rebekah L.
Wang, Shaoyu
Higgins, Vincent J.
Aldrich-Wright, Janice R.
dc.date.none.fl_str_mv 2007
2016-04-06T05:47:11Z
2016-04-06T05:47:11Z
2016-04-06
dc.identifier.none.fl_str_mv 1477-9226
http://hdl.handle.net/10725/3494
http://dx.doi.org/10.1039/b704973k
Wheate, N. J., Taleb, R. I., Krause-Heuer, A. M., Cook, R. L., Wang, S., Higgins, V. J., & Aldrich-Wright, J. R. (2007). Novel platinum (II)-based anticancer complexes and molecular hosts as their drug delivery vehicles. Dalton Transactions, (43), 5055-5064.
http://pubs.rsc.org/en/content/articlehtml/2007/dt/b704973k
dc.language.none.fl_str_mv en
dc.relation.none.fl_str_mv Dalton Transactions
dc.rights.*.fl_str_mv info:eu-repo/semantics/openAccess
dc.title.none.fl_str_mv Novel platinum(II)-based anticancer complexes and molecular hosts as their drug delivery vehicles
dc.type.none.fl_str_mv Article
info:eu-repo/semantics/publishedVersion
info:eu-repo/semantics/article
description Platinum(II)-based DNA intercalators where the intercalating ligand is 1,10-phenanthroline or a phenanthroline derivative and where the ancillary ligand is either achiral (e.g. ethylenediamine) or chiral (e.g. diaminocyclohexane) show a range of cytotoxicities with a defined structure–activity relationship. The most cytotoxic are those that contain methylated-phenanthroline ligands and 1S,2S-diaminocyclohexane (S,S-dach) as the ancillary ligand. We have developed a new purification method using Sep-Pak R C-18 reverse phase columns, which means these metal complexes can be made faster and cheaper compared to published methods. Platinum(II)-based complexes containing imidazole, pyrrole and b-alanine subunits, that are capable of recognising specific DNA base-pair sequences have also been synthesised. These include linear or hairpin polyamide ligands that can recognise DNA sequences up to seven base-pairs in length and contain single platinum centres capable of forming monofunctional adducts with DNA. We have now synthesised and characterised, by 1 H and 195Pt NMR, ESI-MS and elemental analysis, the first dinuclear platinum(II) DNA sequence selective agent. Finally, using 1 H NMR we have examined the encapsulation of our platinum(II)-based DNA intercalators by cucurbit[6]uril (CB[6]). Encapsulation by CB[6] was found to not significantly change the cytotoxicity of five platinum(II)-based DNA intercalators, indicating it may have utility as a molecular carrier for improved drug delivery.
eu_rights_str_mv openAccess
format article
id LAURepo_9bc41697ffac7aebcded83e9bdd3462a
identifier_str_mv 1477-9226
Wheate, N. J., Taleb, R. I., Krause-Heuer, A. M., Cook, R. L., Wang, S., Higgins, V. J., & Aldrich-Wright, J. R. (2007). Novel platinum (II)-based anticancer complexes and molecular hosts as their drug delivery vehicles. Dalton Transactions, (43), 5055-5064.
language_invalid_str_mv en
network_acronym_str LAURepo
network_name_str Lebanese American University repository
oai_identifier_str oai:laur.lau.edu.lb:10725/3494
publishDate 2007
repository.mail.fl_str_mv
repository.name.fl_str_mv
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spelling Novel platinum(II)-based anticancer complexes and molecular hosts as their drug delivery vehiclesTaleb, Robin I.Wheate, Nial J.Krause-Heuer, Anwen M.Cook, Rebekah L.Wang, ShaoyuHiggins, Vincent J.Aldrich-Wright, Janice R.Platinum(II)-based DNA intercalators where the intercalating ligand is 1,10-phenanthroline or a phenanthroline derivative and where the ancillary ligand is either achiral (e.g. ethylenediamine) or chiral (e.g. diaminocyclohexane) show a range of cytotoxicities with a defined structure–activity relationship. The most cytotoxic are those that contain methylated-phenanthroline ligands and 1S,2S-diaminocyclohexane (S,S-dach) as the ancillary ligand. We have developed a new purification method using Sep-Pak R C-18 reverse phase columns, which means these metal complexes can be made faster and cheaper compared to published methods. Platinum(II)-based complexes containing imidazole, pyrrole and b-alanine subunits, that are capable of recognising specific DNA base-pair sequences have also been synthesised. These include linear or hairpin polyamide ligands that can recognise DNA sequences up to seven base-pairs in length and contain single platinum centres capable of forming monofunctional adducts with DNA. We have now synthesised and characterised, by 1 H and 195Pt NMR, ESI-MS and elemental analysis, the first dinuclear platinum(II) DNA sequence selective agent. Finally, using 1 H NMR we have examined the encapsulation of our platinum(II)-based DNA intercalators by cucurbit[6]uril (CB[6]). Encapsulation by CB[6] was found to not significantly change the cytotoxicity of five platinum(II)-based DNA intercalators, indicating it may have utility as a molecular carrier for improved drug delivery.PublishedN/A2016-04-06T05:47:11Z2016-04-06T05:47:11Z20072016-04-06Articleinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/article1477-9226http://hdl.handle.net/10725/3494http://dx.doi.org/10.1039/b704973kWheate, N. J., Taleb, R. I., Krause-Heuer, A. M., Cook, R. L., Wang, S., Higgins, V. J., & Aldrich-Wright, J. R. (2007). Novel platinum (II)-based anticancer complexes and molecular hosts as their drug delivery vehicles. Dalton Transactions, (43), 5055-5064.http://pubs.rsc.org/en/content/articlehtml/2007/dt/b704973kenDalton Transactionsinfo:eu-repo/semantics/openAccessoai:laur.lau.edu.lb:10725/34942020-05-26T08:35:10Z
spellingShingle Novel platinum(II)-based anticancer complexes and molecular hosts as their drug delivery vehicles
Taleb, Robin I.
status_str publishedVersion
title Novel platinum(II)-based anticancer complexes and molecular hosts as their drug delivery vehicles
title_full Novel platinum(II)-based anticancer complexes and molecular hosts as their drug delivery vehicles
title_fullStr Novel platinum(II)-based anticancer complexes and molecular hosts as their drug delivery vehicles
title_full_unstemmed Novel platinum(II)-based anticancer complexes and molecular hosts as their drug delivery vehicles
title_short Novel platinum(II)-based anticancer complexes and molecular hosts as their drug delivery vehicles
title_sort Novel platinum(II)-based anticancer complexes and molecular hosts as their drug delivery vehicles
url http://hdl.handle.net/10725/3494
http://dx.doi.org/10.1039/b704973k
http://pubs.rsc.org/en/content/articlehtml/2007/dt/b704973k