Química de la Coordinación con Ligandos de Interés Biológico

RESEARCH ACTIVITY

SYNTHESIS AND STRUCTURAL CHARACTERIZATION OF METAL COMPLEXES WITH BIOLOGICALLY INTERESTING LIGANDS

Department of Inorganic & Organic Chemistry

(Inorganic Chemistry)

The members of this research team are fitted, from an administrative point of view, in the group FQM-273 (Molecular and supported complexes with biological and technical interest) of the Andalusian Plan of Research& Development (PAIDI).

Inside the general previously indicated topic, the activity of this team is focused on the synthesis, structural characterization and study of the biological activity of complexes with two types of ligands, nucleobase analogs of biological interest:

N - and C-methylated lumazine (pteridin-2,4 (1H, 3H)-dione) derivatives, functionalized in the positions six and seven, in order to modify the N5-O4 chelating behaviour usually displayed by these heterocycles and to obtain folic acid analogs.
Schiff bases derived from uracil with structural analogies with some active compounds from the biological point of view.

Nowadays, we are really interested in the CO-releasing of metal-carbonyl fragments (CORMs) containing nucleobase analogs which might help to improve both the biocompatibility and bioavailability of these compounds; furthermore, we are trying to tune the CO-releasing abilities by changing ancillary ligands which may influence the M-CO bond strength.

HUMAN RESOURCES


Prof. Miguel N. Moreno Carretero Ph.D. Professor

Prof. Francisco Hueso Ureña Ph.D. Associate Professor	Prof. Nuria A. Illán Cabeza Ph.D. Associate Professor	Prof. Sonia B. Jiménez Pulido Ph.D. Associate Professor

GONE AWAY MEMBERS

Dr. Antonio L. Peñas Chamorro
H.S. Teacher (Music)

Dra. Esther R. Acuña Cueva

H.S. Teacher (Physics & Chemistry)

Dra. Fátima Linares Ordóñez
Research associate

University of Granada (Spain)

Lcda. Inmaculada Picón Ferrer
H.S. Teacher (Mathematics)

Dr. Antonio R. García García

RELEVANT PAPERS

Effects on estrogen-dependent and triple negative breast cancer cells growth of Ni(II), Zn(II) and Cd(II) complexes with the Schiff base derived from pyridine-2-carboxalhehyde and 5,6-diamino-1,3-dimethyluracil explored through renin-angiotensine system (RAS)-regulating aminopeptidases, N.A. Illán Cabeza, S.B. Jiménez Pulido, F. Hueso Ureña, M.J. Ramírez Expósito, P. Sánchez Sánchez, J.M. Martínez Martos y M.N. Moreno Carretero; Journal of Inorganic Biochemistry 185, 52-62 (2018).
DOI 10.1016/j.jinorgbio.2018.04.022

Interactions between 2,4-bis-pteridine-1,5-benzodiazepine and group 12 diahalides: synthesis, spectral and XRD structural studies and theoretical calculations, N.A. Illán Cabeza, S.B. Jiménez Pulido, F. Hueso Ureña, T. Peña Ruiz, M. Quirós Olozábal y M.N. Moreno Carretero; Dalton Transactions 45, 17896-17909 (2016).
DOI 10.1039/c6dt03583c

A combined experimental and DFT investigation on the structure and CO-releasing properties of mono and binuclear fac-Re^I(CO)₃ complexes with 5-pyridin-2-ylmethylene-amino uracils, S.B. Jiménez Pulido, N.A. Illán Cabeza, F. Hueso Ureña, C. Rodríguez Maldonado, P. Sánchez Sánchez, M.P. Fernández-Liencres, M. Fernández Gómez y M.N. Moreno Carretero; Dalton Transactions 45, 15142-15154 (2016).
DOI 10.1039/c6dt02208a

Structural and theoretical studies on rhodium and iridium complexes with 5-nitrosopyrimidines. Effects on the proteolytic regulatory enzymes of the renin-angiotensin system in human tumoral brain cells, N.A. Illán Cabeza, S.B. Jiménez Pulido, M.J. Ramírez Expósito, A.R. García García, T. Peña Ruiz, J.M. Martínez Martos y M.N. Moreno Carretero; Journal of Inorganic Biochemistry 143, 20-33 (2015).
DOI 10.1016/j.jinorgbio.2014.11.004

Silver(I)/6-hydroxyiminolumazine compounds differently modify renin-angiotensin system-regulating aminopeptidases A and N in human neuroblastoma and glioma cells., M.J. Ramírez Expósito, M.D. Mayas Torres, M.P. Carrera González, S.B. Jiménez Pulido, N.A. Illán Cabeza, P. Sánchez Sánchez, F. Hueso Ureña, J.M. Martínez Martos y M.N. Moreno Carretero; Journal of Inorganic Biochemistry 138, 56-63 (2014).
DOI 10.1016/j.jinorgbio.2014.04.019

Antiproliferative effects of palladium(II) complexes of 5-nitrosopyrimidines and interactions with the proteolytic regulatory enzymes of the renin-angiotensin system in tumoral brain cells, N.A. Illán Cabeza, A.R. García García, M.J. Ramírez Expósito, J.M. Martínez Martos y M.N. Moreno Carretero; Journal of Inorganic Biochemistry 126, 118-127 (2013).

DOI 10.1016/j.jinorgbio.2013.06.005

A potential antitumor agent, (6-amino-1-methyl-5-nitrosouracilato-N3)-triphenylphosphine-gold(I): Structural studies and in vivo biological effects against experimental glioma, N.A. Illán Cabeza, A. García García, J.M. Martínez Martos, M.J. Ramírez Expósito, T. Peña Ruiz y M.N. Moreno Carretero; European Journal of Medicinal Chemistry 64, 260-272 (2013).

DOI 10.1016/j.ejmech.2013.03.067

Tautomerism in neutral and deprotonated 6-amino-5-formyluracils: A PM3-COSMO approach, S.B. Jiménez Pulido, N.A. Illán Cabeza, F. Hueso Ureña y M.N. Moreno Carretero; Journal of Theoretical and Computational Chemistry 12(5), 1350032 (2013).

DOI 10.1142/S0219633613500326

Re(I) and Ag(I) complexes containing the polydentate symmetric diazine derived from 6-acetyl-1,3,7-trimethylpteridine-2,4(1H,3H)-dione in two different binuclear modes; S.B. Jiménez Pulido, N.A. Illán Cabeza, F. Hueso Ureña y M.N. Moreno Carretero; Polyhedron 50, 10-15 (2013).
DOI: 10.1016/j.poly.2012.10.033

Heteropolyhedral silver compounds containing the polydentate ligand N,N,O-E-[6-(hydroxyimino)ethyl)]-1,3,7-trimethyllumazine. Preparation, spectral and XRD structural study and AIM calculation; S.B. Jiménez Pulido, F. Hueso Ureña, M.P. Fernández-Liencres, M. Fernández-Gómez y M.N. Moreno Carretero; Dalton Transactions 42, 530-541 (2013).

DOI: 10.1039/c2dt32044d

XRD and DFT-modelized structures of a pteridine-2,4(1H,3H)-dithione/N,N'-dimethylformamide H-bonded cluster (2:2). MO study of the coordination ability; N.A. Illán Cabeza, T. Peña Ruiz y M.N. Moreno Carretero; Journal of Molecular Modeling 18, 815-824 (2012).

DOI: 10.1007/s00894-011-1109-1

Complexes with 6-amino-5-nitroso-2-thiouracil and violuric acid derivatives containing the fac-ReI(CO)3 core: Synthesis, XRD structural and photoluminescence characterization; N.A. Illán Cabeza, A.R. García García y M.N. Moreno Carretero; Inorganica Chimica Acta 366, 262-267 (2011).

DOI: 10.1016/j.ica.2010.11.009

Theoretical investigations on the structure and relative stabilities of the tautomeric forms of 6-amino-5-nitrosouracil and violuric acid derivatives (PM3-COSMO calculation); N.A. Illán Cabeza, A.R. García García y M.N. Moreno Carretero; Computational and Theoretical Chemistry 964, 83-90 (2011).

DOI: 10.1016/j.comptc.2010.12.006

(6-Acetyl-1,3,7-trimethyllumazine-O⁴,N⁵,O⁶)bis(triphenylphosphine-P) copper(I) hexafluoridophosphate; F. Hueso Ureña, N.A. Illán Cabeza, S.B. Jiménez Pulido y M.N. Moreno Carretero; Acta Crystallographica E66, m145-m146 (2010).

DOI: 10.1107/S1600536810000735

XRD structure of two seven-coordinated Mn(II) complexes containing 2,9-dimethyl-1,10-phenanthroline (phen), nitrato and nicotinato bidentate-anions: [Mn(phen)(nicot)(NO₃)(H₂O)]·EtOH·H₂O and [Mn(phen)(NO₃)₂(H₂O)]; N. El-Azzouzi, F. Hueso Ureña, N.A. Illán Cabeza y M.N. Moreno Carretero; Polyhedron 29, 1405-1410 (2010).

DOI: 10.1016/j.poly.2010.01.026

1,3,7-Trimethyl-2,4-dioxo-1,2,3,4-tetrahydropteridine-6-carboxylic acid hemihydrate; R. Faure, N.A. Illán Cabeza, S.B. Jiménez Pulido, F.M. Linares Ordóñez y M.N. Moreno Carretero; Acta Crystallographica E66, o719-o720 (2010).

DOI: 10.1107/S1600536810007166

Chloro-fac-tricarbonylrhenium(I) complexes of asymmetric azines derived from 6-acetyl-1,3,7-trimethylpteridine-2,4(1H,3H)-dione with hydrazine and aromatic aldehydes: Preparation, structural characterization and biological activity against several human tumor cell lines; I. Picón Ferrer, F. Hueso Ureña, N.A. Illán Cabeza, S.B. Jiménez Pulido, J.M. Martínez Martos, M.J. Ramírez Expósito y M.N. Moreno Carretero; Journal of Inorganic Biochemistry 103, 94-100 (2009).

DOI: 10.1016/j.jinorgbio.2008.09.014

Novel coordination behavior of a pteridine-benzoylhydrazone ligand (BZLMH): Theoretical calculations, XRD structures, and luminescence studies; S.B. Jiménez Pulido, F.M. Linares Ordóñez y M.N. Moreno Carretero; Polyhedron 28, 2641–2648 (2009).

DOI: 10.1016/j.poly.2009.05.061

New 2,6-bis-[uracil-imino] ethylpyridine complexes containing the CdN₆ core: Synthesis, crystal structures, luminescent properties and antiproliferative activity against C6 glioma cells; N.A. Illán Cabeza, S.B. Jiménez Pulido, J.M. Martínez Martos, M.J. Ramírez Expósito y M.N. Moreno Carretero; Journal of Inorganic Biochemistry 103, 1176-1184 (2009).

DOI: 10.1016/j.jinorgbio.2009.06.007

Versatile coordinative abilities of a new hybrid pteridine-thiosemicarbazone ligand: Crystal structure, spectroscopic characterization and luminescent properties; S.B. Jiménez Pulido, F.M. Linares Ordóñez, M.N. Moreno Carretero y M. Quirós Olozábal; Inorganic Chemistry 47, 1096-1106 (2008).

DOI:10.1021/ic701994s

Synthesis, characterization and antiproliferative activity of metal complexes with the Schiff base derived from the condensation 1:2 of 2,6-diformyl-4-methylphenol and 5,6-diamino-1,3-dimethyluracil; N.A. Illán Cabeza, F. Hueso Ureña, M.N. Moreno Carretero, J.M. Martínez Martos y M.J. Ramírez Expósito; Journal of Inorganic Biochemistry 102, 647-655 (2008).

DOI :10.1016/j.jinorgbio.2007.10.008

Metal complexes with the ligand derived from 6-acetyl-1,3,7-trimethyllumazine and benzohydrazide. Molecular structures of two new Co(II) and Rh(III) complexes and analysis of in vitro antitumor activity; S.B. Jiménez Pulido, F.M. Linares Ordóñez, J.M. Martínez Martos, M.N. Moreno Carretero, M. Quirós Olozábal y M.J. Ramírez Expósito; Journal of Inorganic Biochemistry 102, 1677-1683 (2008).

DOI: 10.1016/j.jinorgbio.2008.04.004

A new five-coordinated Cu^IP₂NO₂ system: XRD structure of 6-acetyl-1,3,7‑trimethyl-pteridine‑2,4(1H,3H)‑dione and its Cu(I) (1+2-N⁵,O⁶¹,O⁴)-tridentate complex with triphenylphosphine. An AIM study of the nature of metal-ligand bonds; F. Hueso Ureña, S.B. Jiménez Pulido, M.P. Fernández-Liencres, M. Fernández Gómez y M.N. Moreno Carretero; Dalton Transactions 6461-6466 (2008).

DOI: 10.1039/b807634k

Preparation and characterisation of oxovanadium(IV) complexes derived from 2,6-diformyl-4-methylphenol and L-His and L-Ala. Spectroscopic study of the system V^IVO²⁺ + BDF-His; N.A. Illán Cabeza, M.N. Moreno Carretero y J. Costa Pessoa; Inorganica Chimica Acta 358, 2246-2254 (2005).

DOI :10.1016/j.ica.2004.11.050

Synthesis, characterization and antiproliferative behavior of tricarbonyl complexes of rhenium(I) with some 6-amino-5-nitrosouracil derivatives. Crystal structure of fac-[ReCl(CO)3(DANU-N⁵O⁴)] (DANU = 6-amino-1,3-dimethyl-5-nitrosouracil); N.A. Illán Cabeza, A.R. García García, M.N. Moreno Carretero, J.M. Martínez Martos y M.J. Ramírez Expósito; Journal of Inorganic Biochemistry 99, 1637-1645 (2005).

DOI :10.1016/j.jinorgbio.2005.05.003

Synthesis, structure and biological activity of a new and efficient Cd(II)-uracil derivative complex system for cleavage of DNA; N.A. Illán Cabeza, R.A. Vilaplana, Y. Álvarez, K. Akdi, S. Kamah, F. Hueso Ureña, M. Quirós, F. González Vílchez y M.N. Moreno Carretero; Journal of Biological Inorganic Chemistry 10, 924-934 (2005).

DOI:10.1007/s00775-005-0045-x

RESEARCH PROJECTS

þ 01/10/1998 - 01/10/2001

Pd(II), Pt(II) and Ag(I) complexes with N-heterocyclic ligands: Molecular modeling, synthesis, structural characterization and biological activity (MECD, PB97-0786-C03-03). IP Miguel Moreno Carretero.

þ 01/02/2001 – 31/01/2003

Olive oil physical properties prediction using quantitative structure-property relationships (QSPR) (Instituto de Estudios Giennenses). IP Miguel Moreno Carretero.

þ 01/01/2002 – 28/06/2005

Metal complexes with pyrazine-funcionalized lumazines (MCYT, BQU2001-2955-C02-02). IP Miguel Moreno Carretero.

þ 01/01/2006 - 31/12/2007

Synthesis and study of ternary complexes with nicotinic and isonicotinic acids with DNA intercalators as anti-inflammatory and anticonvulsive agents (AECI, A/2524/05 y A/4752/06). IP Miguel Moreno Carretero.

þ 01-01-2008 a 31-12-2008

Metal compounds with nucleobase analogs with biological interest: Preparation, structural characterization and evaluation of the citostatic activity (AECI, A/9895/07). IP Miguel Moreno Carretero.

þ 01-01-2009 a 31-12-2010

Preparation and structural characterization of heterocycle-metal complexes with potential therapeutic activity (UJA, PP2008/08_16_08). IP Miguel Moreno Carretero.

þ 01-04-2016 a 31-12-2016

Carbon monoxide releasing ability of manganese and rhenium metalorganic compounds with biomolecule analogs (UJA, PP2016/00090/001). IP Sonia Jiménez Pulido.

þ 01-01-2017 a 31-12-2018

CO-releasing evaluation of manganese and rhenium metalorganic compounds with biomolecule analogs (UJA, PP2017/00301/001). IP Sonia Jiménez Pulido.

þ 01-01-2016 a 31-12-2020

MetalBio research network “Metal ions in biological systems” (MINECO, CTQ2015-71211-REDTy CTQ2017-90802-REDT). IP Ezequiel Vázquez López.

Ph.D. THESES

· Complejos de Ag(I), Zn(II), Cd(II) y Hg(II) con el 6-amino-5-nitrosouracilo y sus derivados metilados

Miguel N. Moreno Carretero (1983), Facultad de Ciencias, Universidad de Granada.

· Complejos metálicos con los ácidos isoorótico y 2-tioisoorótico

Francisco Hueso Ureña (1990), Fac. de CC. Experimentales de Jaén, Universidad de Granada.

· Síntesis y estudio estructural de complejos metálicos de la 1,3-dimetillumazina y la 1,3,6,7-tetrametillumazina

Sonia B. Jiménez Pulido (1997), Facultad de Ciencias Experimentales, Universidad de Jaén.

· Síntesis y caracterización estructural de complejos metálicos con hidrazonas derivadas del 6-amino-5-formil-1,3-dimetiluracilo

Antonio L. Peñas Chamorro (1998), Facultad de Ciencias Experimentales, Universidad de Jaén.

· Preparación y estudio de complejos metálicos de bases de Schiff derivadas de la condensación 2:1 de 5-aminouracilos con ciclos 2,6-dicarbonílicos

Nuria A. Illán Cabeza (2000), Facultad de Ciencias Experimentales, Universidad de Jaén.

· Estudio estructural de compuestos de coordinación con derivados de lumazina

Esther R. Acuña Cueva (2002), Facultad de Ciencias Experimentales, Universidad de Jaén.

· Preparación, estructura y actividad biológica de compuestos metalados con derivados de la 6-acetil-1,3,7-trimetillumazina

Fátima Mª Linares Ordóñez (2007), Facultad de Ciencias Experimentales, Universidad de Jaén.

· Complejos de 5-nitrosopirimidinas con iones de la segunda y tercera serie de transición: Estructura, propiedades luminiscentes y actividad biológica

Antonio R. García García (2011), Facultad de Ciencias Experimentales, Universidad de Jaén.

PHOTOS

[1] Our group some years ago (november 1998)

[2] A more recent photo (september 2002).

[3] Opening the academic year 2002-03.

[4] Inorganic Chemistry Meeting, Córdoba 2002.

[5] Bioinorganic Chemistry Meeting, Valencia 2003.

[6] Bioinorganic Chemistry Meeting, Calella 2005.

[7] In the new lab (23-03-2006).

[8] In Tetouan, with Nabila (november 2006).

[9] In Tetouan, with Zoubaïda and Redouane (november 2006).

[10] Opening the academic year 2006-07.

[11] Bioinorganic Chemistry Meeting, Santiago 2007.

[12] Opening the academic year 2007-08.

[13] Periodic Table opening, 2007.

[14] Bioinorganic Chemistry Meeting, Águilas 2011.

[15] Seminario de Química del Estado Sólido.

[16] EI-FQM03 team, 2018.

PÁGINA MANTENIDA POR:

M.M.C.. Dpto. Química Inorgánica y Orgánica

Last update: viernes, 02 de octubre de 2015