ISBN: 978-83-60043-10-3 - eurobic9

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Eurobic9, 2-6 September, 2008, Wrocław, Poland P39. Looking 7-azaindole as 1,6,7-trideazaadenine for Metal-complex Formation: Structure of [Cu(IDA)(H7azain)]n A. Domínguez-Martín a , D. Choquesillo-Lazarte b , C. Sánchez de Medina-Revilla a , J.M. González-Pérez a , A. Castiñeiras c , J. Niclós-Gutiérrez a a Department of Inorganic Chemistry, University of Granada, Fac. Pharmacy, Campus Cartuja; Granada (18071), Spain e-mail: alidmm@correo.ugr.es b Edif. Inst Lopez Neyra, University of Granada, Laboratorio de Estudios Cristalográgicos, IACT, Avda. del Conocimiento; Armilla, Granada (18100), Spain. c Department of Inorganic Chemistry, University of Santiago, Fac. Pharmacy, Campus sur; Santiago de Compostela (15782), Spain. 7-azaindole (H7azain = HL) can be looked as 1,6,7-trideazaadenine. The crystal structures reveal that one, two or four HL can be coordinated to the same Cu(II) centre occupying equatorial [1] or apical [2,3] sites, in all cases forming Cu-N3 bonds. We report the structure of [Cu(IDA)(HL)]n (293 K, final R = 0.026), where the Cu- N3(HL) bond (1.992(2) Å) is reinforced by an intramolecular H-bonding interaction (2.88 Å, 120.7º). A similar recognition mode Cu-N3 + H-bonding interaction exist in ternary Cu(II)-acetato-HL complexes [2,3]. The new compound grows as a polymer due to a syn-anti carboxylate bridge also reinforced by an N-H····O interaction (2.92 Å, 155.5º) between adjacent IDA ligands in the complex chain, along the b axis. Acknowledgement: Financial support from ERDF-EC, MEC-Spain (Project CTQ2006-15329-C02/BQU) is acknowledged. The project “Factoría de Cristalización, CONSOLIDER INGENIO-2010” provided X-ray structural facilities for this work. ADM thanks to the MEC for a Collaboration research grant. CSMR thanks to the CACOF for a research grant. DChL thanks CSIC-EU for an I3P postdoctoral research contract. References: [1] J. Poitras, A.L. Beauchamp, Can. J. Chem., 70, 2846 (1992). [2] Shie-Ming Peng, Chien-Hsien Lai, J.Chin. Chem. Soc. (Taipei), 35, 325 (1988). [3] Y. Kani, M. Tsuchimoto, S. Ohba, Acta Crystallogr., Sect. C:Cryst. Struct. Commun., 56, e193 (2000). _____________________________________________________________________ 158
Eurobic9, 2-6 September, 2008, Wrocław, Poland P40. Interaction Between Re(CO)3 Fragments and a PNA Monomer. D. Donghi a , M. Panigati a , G. D’Alfonso a , G. Prencipe b , E. Licandro b , S. Maiorana b , L. D’Alfonso c a Dipartimento di Chimica Inorganica, Metallorganica, Università degli Studi di Milano, Via Venezian 21, 20133, Milano, Italy e-mail: daniela.donghi@unimi.it b Dipartimento di Chimica Organica e Industriale, Università degli Studi di Milano, Via Venezian 21, 20133, Milano; c Dipartimento di Fisica, Università di Milano-Bicocca, Piazza delle Scienze 6, 20126 Milano, Italy Peptide nucleic acids (PNA) are mimics of DNA, with pseudo-peptide backbones based commonly on N-(2-aminoethyl)-glycine, which show high binding affinity and specificity for DNA and RNA.[1] The conjugation of organometallic complexes to biomolecules finds applications both in diagnostic and therapeutic fields. The incorporation of Re(I) fragments into PNA fragments can offer a double advantage, due both to its radiochemical [2] and photo-emitting properties. [3] In this work we have investigated two different approaches for binding the thymine-PNA monomer with Re(I)complexes. We synthesized the novel compound [Re2(CO)6(µ-Cl)2(µ-4-COOH-pdz)], belonging to a recently developed family of dimeric luminescent Re(I) complexes,[4] and conjugated it to the NH2 end of a thymine-PNA monomer, obtaining the adduct shown in Figure. It exhibits photoluminescence with both one and two photon excitation, but low quantum yield (~0.003) and short lifetime. Studies on the binding with the homo-thymine PNA decamer are in progress, as well as attempts to synthesize ligands with a spacer between the pyridazine ring and the COOH group, to increase lifetime and quantum yields. A different conjugation approach involved coupling of the easily obtainable anionic dimer [Re2(CO)6(µ-OH)3] - with a thymine-PNA monomer bearing a carboxylic acid function. The interaction gives an adduct, characterized by NMR spectroscopy, in which the binding occurs through a bridging carboxylate group. References: [1] P.E. Nielsen, Editor Peptide Nucleic Acids: Protocols and Applications, Second Editions, Horizon Bioscience, 2004, Wymondham, UK. [2] R. Alberto, Coord. Chem. Rev., 901, 190 (1999). [3] J. Zubieta, J.F. Valliant et al, J.Am. Chem. Soc., 126, 8598 (2004). [4] D. Donghi, G. D'Alfonso, M. Mauro, M. Panigati, P. Mercandelli, A. Sironi, P. Mussini, L. D'Alfonso., Inorg. Chem., DOI: 10.1021/ic7023692 (2008). _____________________________________________________________________ 159
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ISBN: 978-83-60043-10-3 - eurobic9

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