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Conjugation of testosterone modifies the interaction of mono-functional cationic platinum(II) complexes with DNA, causing significant alterations to the DNA helix
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Sanchez-Cano, Carlos, Huxley, Martin, Ducani, Cosimo, Hamad, Amal E., Browning, Michael J., Navarro-Ranninger, Carmen, Quiroga, Adoracion G., Rodger, Alison and Hannon, M. J. (2010) Conjugation of testosterone modifies the interaction of mono-functional cationic platinum(II) complexes with DNA, causing significant alterations to the DNA helix. Dalton Transactions, Vol.39 (No.47). pp. 11365-11374. doi:10.1039/c0dt00839g ISSN 1477-9226.
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Official URL: http://dx.doi.org/10.1039/c0dt00839g
Abstract
Previously a range of androgen conjugates with non-conventional platinum(II) complexes have been synthesised with the aim of enhancing cellular delivery, and which have shown increased cytotoxic activity compared with non-steroidal compounds (M. J. Hannon et al., Dalton Trans., 2010, DOI: 10.1039/c0dt00838a). To further study this, the complexes have been assessed for their ability to bind to and alter the structure of DNA. All platinum(II) complexes studied herein bind to model nucleo-bases and DNA, but to our surprise, testosterone-based complexes caused the DNA helix to undergo significant unwinding and bending, whereas non-steroidal control complexes caused minimal structural alterations. These effects are similar to those cisplatin induces on DNA structure despite the fact that these compounds produce a monofunctional lesion. This ability attributed to interactions between the DNA helix and bulky steroidal skeleton of testosterone, coupled with the enhanced cellular delivery induced by the steroid make the steroid approach an exciting way to explore non-conventional platinum drug delivery.
Item Type: | Journal Article | ||||
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Subjects: | Q Science > QD Chemistry Q Science > QP Physiology |
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Divisions: | Faculty of Science, Engineering and Medicine > Science > Chemistry | ||||
Library of Congress Subject Headings (LCSH): | Bioconjugates, Testosterone, Metal complexes, Platinum, Drug delivery systems, DNA | ||||
Journal or Publication Title: | Dalton Transactions | ||||
Publisher: | Royal Society of Chemistry | ||||
ISSN: | 1477-9226 | ||||
Official Date: | 21 December 2010 | ||||
Dates: |
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Volume: | Vol.39 | ||||
Number: | No.47 | ||||
Number of Pages: | 10 | ||||
Page Range: | pp. 11365-11374 | ||||
DOI: | 10.1039/c0dt00839g | ||||
Status: | Peer Reviewed | ||||
Publication Status: | Published | ||||
Access rights to Published version: | Restricted or Subscription Access | ||||
Funder: | Biotechnology and Biological Sciences Research Council (Great Britain) (BBSRC), University of Birmingham, University of Warwick, European Union, Spain. Comisión Interministerial de Ciencia y Tecnología (CICYT) | ||||
Grant number: | SAF 2006-03296 (CICYT), SAF 2009-0431 (CICYT) |
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