Effect of electronic and steric properties of 8-substituted quinolines in gold(III) complexes: Synthesis, electrochemistry, stability, interactions and antiproliferative studies

Colloti, 2013, Mini-Rev. Med. Chem., 13, 211 Trudu, 2015, J. Appl. Biomed., 13, 79, 10.1016/j.jab.2015.03.003 Medici, 2015, Coord. Chem. Rev., 248, 329, 10.1016/j.ccr.2014.08.002 Zao, 2015, Chem. Soc. Rev., 44, 8786, 10.1039/C5CS00132C da Silva Maia, 2014, Future Med. Chem., 6, 1515, 10.4155/fmc.14.87 Cutillas, 2013, Coord. Chem. Rev., 257, 2784, 10.1016/j.ccr.2013.03.024 Ott, 2009, Coord. Chem. Rev., 253, 1670, 10.1016/j.ccr.2009.02.019 Casini, 2011, Curr. Top. Med. Chem., 11, 2647, 10.2174/156802611798040732 Marcon, 2002, J. Med. Chem., 45, 1672, 10.1021/jm010997w Messori, 2000, J. Med. Chem., 43, 3541, 10.1021/jm990492u Che, 2003, Chem. Commun., 1718, 10.1039/b303294a Bertrand, 2014, Dalton Trans., 43, 4209, 10.1039/C3DT52524D Choi, 2013, Neurobiol. Dis., 54, 382, 10.1016/j.nbd.2013.01.012 Dholariya, 2013, Med. Chem. Res., 22, 5848, 10.1007/s00044-013-0576-6 Darby, 2010, J. Antimicrob. Chemother., 65, 1424, 10.1093/jac/dkq145 K. J. Barnham, E. Gautier, L. Colette, G. B. Kong, G. Krippner, 8-Hydroxy Quinoline Derivatives WO 2004/007461. Prachayasittikul, 2013, Drug Des. Dev. Ther., 7, 1157, 10.2147/DDDT.S49763 Prashant, 2008, Curr. Bioact. Compd., 4, 57, 10.2174/157340708785294226 Bush, 2008, Neurotherapeutics, 5, 421, 10.1016/j.nurt.2008.05.001 Faux, 2010, J. Alzheimers Dis., 20, 509, 10.3233/JAD-2010-1390 Daniel, 2005, Breast Cancer Res., 7, R897, 10.1186/bcr1322 Chen, 2007, Cancer Res., 67, 1636, 10.1158/0008-5472.CAN-06-3546 Mao, 2009, Leukemia, 23, 585, 10.1038/leu.2008.232 Zhai, 2010, J. Biol. Inorg. Chem., 15, 259, 10.1007/s00775-009-0594-5 Yu, 2009, Biochem. J., 417, 133, 10.1042/BJ20081421 Timerbaev, 2009, Metallomics, 1, 193, 10.1039/b902861g Tardito, 2012, J. Med. Chem., 55, 10448, 10.1021/jm301053a Heidary, 2014, J. Med. Chem., 57, 8936, 10.1021/jm501043s Yang, 2014, Metallomics, 6, 518, 10.1039/C3MT00237C Kubanik, 2015, Organometallics, 34, 5658, 10.1021/acs.organomet.5b00868 Zhang, 2015, Med. Chem. Commun., 6, 2224, 10.1039/C5MD00406C Zhang, 2017, Med. Chem. Commun., 8, 184, 10.1039/C6MD00462H Martín Santos, 2013, Dalton Trans., 42, 13343, 10.1039/c3dt51720a Martín Santos, 2015, J. Inorg. Biochem., 153, 339, 10.1016/j.jinorgbio.2015.09.012 Yakushchenko, 2009, Russ. J. Coord. Chem., 35, 312, 10.1134/S1070328409040137 SAINT, 2004 Sheldrick, 2004 SHELXTL-NT version 6.12, 2001 Miranda, 2006, ChemMedChem, 1, 323, 10.1002/cmdc.200500057 Navas, 2017, Inorg. Chem. Kilpin, 2008, Dalton Trans., 3899, 10.1039/b803835j The crystallographic structure of complex 3b has been previously reported in ref. 40. However, our crystals present different crystal data compared to that of ref. 40. Yang, 2003, Dalton Trans., 3419, 10.1039/b305109a Patra, 2013, Chem. Eur. J., 19, 14768, 10.1002/chem.201303341 Hall, 2014, Cancer Res., 3913, 10.1158/0008-5472.CAN-14-0247 Monks, 1991, Natl. Cancer Inst., 83, 757, 10.1093/jnci/83.11.757 Boscutti, 2013, Chem. Eur. J., 19, 13428, 10.1002/chem.201302550 Marzo, 2015, Dalton Trans., 44, 14896, 10.1039/C5DT01196E