Tricarbonyl M(I) (M = Re, 99mTc) complexes bearing acridine fluorophores: synthesis, characterization, DNA interaction studies and nuclear targeting

Teresa Esteves; Catarina Xavier; Sofia Gama; Filipa Mendes; Paula D. Raposinho; Fernanda Marques; António Paulo; João Costa Pessoa; José Rino; Giampietro Viola; Isabel Santos

doi:10.1039/C0OB00073F

This website uses cookies to give you the best user experience. If you continue without changing your settings we'll assume you are happy to receive all RSC cookies. You can change your cookie settings by navigating to our Privacy and Cookies page and following the instructions. These instructions are also obtainable from the privacy link at the bottom of any RSC page.

skip RSC | ChemSpider | Feedback

Home > Journals > Organic & Biomolecular ... > Tricarbonyl M(I) (M = R...

For Authors & Referees | For Librarians | For Members

You do not have JavaScript enabled. Please enable JavaScript to access the full features of the site or access our non-JavaScript page.

Organic & Biomolecular Chemistry

Issue 18, 2010

The international home of synthetic, physical and biomolecular organic chemistry.

Impact Factor 3.696 48 Issues per Year Indexed in MEDLINE

Journal Home

Previous Article | Next Article

Paper

Tricarbonyl M(I) (M = Re, ^99mTc) complexes bearing acridine fluorophores: synthesis, characterization, DNA interaction studies and nuclear targeting

Teresa Esteves,^a Catarina Xavier,^a Sofia Gama,^a Filipa Mendes,^a Paula D. Raposinho,^a Fernanda Marques,^a António Paulo,^a João Costa Pessoa,^b José Rino,^c Giampietro Viola^d and Isabel Santos*^a

Show Affiliations

Hide Affiliations

Corresponding authors

Unidade de Ciências Químicas e Radiofarmacêuticas, ITN, Estrada Nacional 10, 2686-953 Sacavém, Portugal
E-mail: isantos@itn.pt

Centro de Química Estrutural, IST, TU Lisbon, Av.Rovisco Pais, 1049-001 Lisboa, Portugal

IMM, Faculdade de Medicina da Universidade de Lisboa, Av. Prof. Egas Moniz, 1649-028 Lisboa, Portugal

Department of Pharmaceutical Sciences, University of Padova, via Marzolo 5, 35131 Padova, Italy

Org. Biomol. Chem., 2010,8, 4104-4116

DOI: 10.1039/C0OB00073F
Received 03 May 2010, Accepted 15 Jun 2010
First published online 20 Jul 2010

Please wait while Download options loads

Download Citation

Request Permissions

Abstract
Cited by
Compounds
Related Content

New pyrazolyl-diamine ligands with acridine derivatives at the 4-position of the pyrazolyl ring were synthesized and characterized (L1 and L2). Coordination towards the fac-[M(CO)₃]⁺ (M = Re, ^99mTc) led to complexes fac-[M(CO)₃(κ³-L)] (L = L1: M = Re1, Tc1; L = L2: M = Re2, Tc2). The interaction of the novel pyrazolyl-diamine ligands (L1 and L2) and rhenium(I) complexes (Re1 and Re2) with calf thymus DNA (CT-DNA) was investigated by a variety of techniques, namely UV-visible, fluorescence spectroscopy and circular and linear dichroism. Compounds L1 and Re1 have moderate affinity to CT-DNA and bind to DNA by intercalation, while L2 and Re2 have a poor affinity for CT-DNA. Moreover, LD measurements showed that L1 and Re1 act as perfect intercalators. By confocal fluorescence microscopy we found that L1 and Re1 internalize and localize in the nucleus of B16F1 murine melanoma cells. The congener Tc1 complex also targets the cell nucleus exhibiting a time-dependent cellular uptake and a fast and high nuclear internalization (67.2% of activity after 30 min). Plasmid DNA studies have shown that Tc1 converts supercoiled (sc) puc19 DNA to the open circular (oc) form.

This may take some time to load.

Organic & Biomolecular Chemistry - Information Point

About this Journal

People and Contacts

Submit to this Journal

Editorial Board

Authors and Referees

Subscription Information

Follow Journal | |

Terms & Conditions|Privacy and Cookies |Accessibility|ACAP Enabled

Organic & Biomolecular Chemistry

Tricarbonyl M(I) (M = Re, ^99mTc) complexes bearing acridine fluorophores: synthesis, characterization, DNA interaction studies and nuclear targeting

Log in (Free Access)

Log in (Subscriber Access)

Supplementary Info

Search Articles By

Related Patents

Organic & Biomolecular Chemistry

Tricarbonyl M(I) (M = Re, 99mTc) complexes bearing acridine fluorophores: synthesis, characterization, DNA interaction studies and nuclear targeting

This text is added as a work around for heading error in Accessibility testing

Log in (Free Access)

Log in (Subscriber Access)

Supplementary Info

Search Articles By

Related Patents

Tricarbonyl M(I) (M = Re, ^99mTc) complexes bearing acridine fluorophores: synthesis, characterization, DNA interaction studies and nuclear targeting