Chemical, Spectroscopic Characterization And Antibacterial Activities In Vitro Of A Novel Gold(i)-ibuprofen Complex

A novel gold(I) complex with ibuprofen was synthesized and characterized by chemical and spectroscopic measurements. Elemental analysis led to the composition AuC14H18O2N. Infrared, 1H and 13C NMR data suggest coordination of the ligand to Au(I) through the oxygen atom of the carboxylic group in a monodentate form. An antibiotic sensitive profile indicated antibacterial activity in vitro of the complex against Gram-negative (E. coli and P. aeruginosa) and Gram-positive (S. aureus) microorganisms. © 2010 Elsevier B.V. All rights reserved.145738740Sadler, P.J., Sue, R.E., The chemistry of gold drugs (1994) Met.-Based Drugs, 1, pp. 107-144Fricker, S.P., Metal based drugs: From serendipity to design (2007) Dalton Transactions, (43), pp. 4903-4917. , DOI 10.1039/b705551jYoun, H.S., Lee, J.Y., Saitoh, S.I., Miyake, K., Hwang, D.H., Auranofin, as an anti-rheumatic gold compound, suppresses LPS-induced homodimerization of TLR4 (2006) Biochemical and Biophysical Research Communications, 350 (4), pp. 866-871. , DOI 10.1016/j.bbrc.2006.09.097, PII S0006291X06021462Fox, C.L., Modak, S.M., Mechanism of silver sulfadiazine action on burn wound infections (1974) Antimicrob. Agents Chemother., 5, pp. 582-588Elsome, A.M., Hamilton-Miller, J.M.T., Brumfitt, W., Noble, W.C., Antimicrobial activities in vitro and in vivo of transition element complexes containing gold(I) and osmium(VI) (1996) Journal of Antimicrobial Chemotherapy, 37 (5), pp. 911-918. , DOI 10.1093/jac/37.5.911Corbi, P.P., Quintão, F.A., Ferraresi, D.K.D., Lustri, W.R., Amaral, A.C., Massabni, A.C., Chemical, spectroscopic characterization, and in vitro antibacterial studies of a new gold(I) complex with N-acetyl-L-cysteine (2010) J. Coord. Chem., 63, pp. 1390-1397Abbehausen, C., Heinrich, T.A., Abrão, E.P., Costa-Neto, C.M., Lustri, W.R., Formiga, A.L.B., Corbi, P.P., Chemical, spectroscopic characterization, DFT studies and initial pharmacological assays of a silver(I) complex with N-acetyl-l-cysteine (2011) Polyhedron, 30, pp. 579-583Cavicchioli, M., Massabni, A.C., Heinrich, T.A., Costa-Neto, C.M., Abrão, E.P., Fonseca, B.A.L., Castellano, E.E., Leite, C.Q.F., Pt(II) and Ag(I) complexes with acesulfame: Crystal structure and a study of their antitumoral, antimicrobial and antiviral activities (2010) J. Inorg. Biochem., 104, pp. 533-540El-Gamel, N.E.A., The interactions of metal ions with nonsteroidal anti-inflammatory drugs (oxicams) (2009) J. Coord. Chem., 62, pp. 2239-2260Defazio, S., Cini, R., Synthesis, X-ray structural characterization and solution studies of metal complexes containing the anti-inflammatory drugs meloxicam and tenoxicam (2003) Polyhedron, 22, pp. 1355-1366Kovala-Demertzi, D., Transition metal complexes of diclofenac with potentially interesting anti-inflammatory activity (2000) Journal of Inorganic Biochemistry, 79 (1-4), pp. 153-157. , DOI 10.1016/S0162-0134(99)00175-0, PII S0162013499001750Harrak, Y., Casula, G., Basset, J., Rosell, G., Plescia, S., Raffa, D., Cusimano, M.G., Pujol, M.D., Synthesis, anti-inflammatory activity, and in vitro antitumor effect of a novel class of cyclooxygenase inhibitors: 4-(Aryloyl)phenyl methyl sulfones (2010) J. Med. Chem., 53, pp. 6560-6571Zawidlak-Wegrzynska, B., Kawalec, M., Bosek, I., Luczyk-Juzwa, M., Adamus, G., Rusin, A., Filipczak, P., Kurcok, P., Synthesis and antiproliferative properties of ibuprofeneoligo(3- hydroxybutyrate) conjugates (2010) Eur. J. Med. Chem., 45, pp. 1833-1842Nakamoto, K., (1997) Infrared and Raman Spectra of Inorganic and Coordination Compounds, Part B, , fifth ed. John Wiley & Sons New YorkBauer, A.W., Kirby, W.M., Sheris, J.C., Turck, M., Antibiotic susceptibility testing by a standardized single disk method (1966) Am. J. Clin. Pathol., 45, pp. 493-496Clinical, L., (2007) Performance Standards for Antimicrobial Susceptibility TestingSeventeenth Informational Supplement, , Wayne, PA USALemaire, S., Glupczynski, Y., Duval, V., Joris, B., Tulkens, P.M., Bambeke, F.V., Activities of ceftobiprole and other cephalosporins against extracellular and intracellular (THP-1 macrophages and keratinocytes) forms of methicillin-susceptible and methicillin-resistant Staphylococcus aureus (2009) Antimicrob. Agents Chem., 53, pp. 2289-2297Nomiya, K., Noguchi, R., Ohsawa, K., Tsuda, K., Oda, M., Synthesis, crystal structure and antimicrobial activities of two isomeric gold(I) complexes with nitrogen-containing heterocycle and triphenylphosphine ligands, [Au(L)(PPh3)] (HL = pyrazole and imidazole) (2000) J. Inorg. Biochem., 78, pp. 363-37