Novel gallium(III) complexes containing phthaloyl derivatives of neutral aminoacids with apoptotic activity in cancer cells

Lippert, 1999 Abu-Surrah, 2006, Curr. Med. Chem., 13, 1337, 10.2174/092986706776872970 Allardyce, 2001, Platinum Met. Rev., 45, 62 Ott, 2007, Archiv. Pharm., 340, 117, 10.1002/ardp.200600151 Jakupec, 2008, Dalton Trans., 183, 10.1039/B712656P Yang, 1999, Coord. Chem. Rev., 185-186, 189, 10.1016/S0010-8545(98)00268-9 Hadjikakou, 2009, Coord. Chem. Rev., 253, 235, 10.1016/j.ccr.2007.12.026 Strohfeldt, 2008, Chem. Soc. Rev., 37, 1174, 10.1039/b707310k Abeysinghe, 2007, Dalton Trans., 3474, 10.1039/b707440a Gust, 2004, J. Med. Chem., 47, 5837, 10.1021/jm040763n Bernstein, 1998, Pharmacol. Rev., 50, 665 Green, 1989, Int. J. Radiat. Appl. Instrum. B, 16, 435, 10.1016/0883-2897(89)90053-6 Arion, 2002, J. Inorg. Biochem., 91, 298, 10.1016/S0162-0134(02)00419-1 Bernstein, 2005, 259 M.A. Jakupec, B.K. Keppler, in: A. Sigel, H. Sigel (Eds.), Metal Ions in Biological Systems, vol. 42, Marcel Dekker Inc., NewYork, 2004 (Metal Complexes in Tumour Diagnosis and as Anticancer Agents), p. 425. Jakupec, 2004, Curr. Top. Med. Chem., 4, 1575, 10.2174/1568026043387449 Chitambar, 1987, Cancer Res., 47, 3929 Chitambar, 1986, J. Clin. Invest., 78, 1538, 10.1172/JCI112746 Kinuya, 2004, Nucl. Med. Commun., 25, 49, 10.1097/00006231-200401000-00007 Davies, 2006, J. Pharmacol. Exp. Ther., 317, 153, 10.1124/jpet.105.099044 Narasimhan, 1992, Biochem. Pharmacol., 44, 2403, 10.1016/0006-2952(92)90686-D Chitambar, 2006, Mol. Cancer Ther., 5, 2834, 10.1158/1535-7163.MCT-06-0285 Yang, 2007, Mol. Cancer Ther., 6, 633, 10.1158/1535-7163.MCT-06-0557 Perchellet, 1999, Anti-Cancer Drugs, 10, 477, 10.1097/00001813-199906000-00008 Niesvitzky, 2003, Semin. Oncol., 30, 20, 10.1016/S0093-7754(03)00172-6 Chitambar, 2004, Curr. Opin. Oncol., 16, 547, 10.1097/01.cco.0000142071.22226.d2 Collery, 2002, Crit. Rev. Oncol. Hematol., 42, 283, 10.1016/S1040-8428(01)00225-6 M. Thiel, T. Schilling, D.C. Gey, R. Ziegler, P. Collery, B.K. Keppler, in: H.H. Fiebig, A.M. Burger (Eds.), Relevance of Tumour Models for Anticancer Drug Development, in: W. Queisser, W. Scheithauer (Eds.), Contributions to Oncology, Karger, Basel, vol. 54, 1999, p. 439. Bernstein, 2000, Met-Based Drug, 7, 33, 10.1155/MBD.2000.33 Collery, 2000, Anticancer Res., 20, 955 Chua, 2006, Anticancer Res., 26, 1739 Lum, 2003, Proc. Am. Soc. Clin. Oncol., 22, 943 Hofheinz, 2005, Int. J. Clin. Pharmacol. Ther., 43, 590, 10.5414/CPP43590 Allamneni, 2004, Proc. Am. Assoc. Cancer Res., 45, 230 Kowol, 2007, J. Med. Chem., 50, 1254, 10.1021/jm0612618 Harpstrite, 2007, J. Inorg. Biochem., 101, 1347, 10.1016/j.jinorgbio.2007.04.013 Rudnev, 2006, J. Inorg. Biochem., 100, 1819, 10.1016/j.jinorgbio.2006.07.003 I.C. Mendes, M.A. Soares, R.G. dos Santos, C. Pinheiro, H. Beraldo, Eur. J. Med. Chem. (in press), doi:10.1016/j.ejmech.2008.11.006. Stephens, 1998, Inorg. Chim. Acta, 273, 47, 10.1016/S0020-1693(97)06017-9 Keys, 1998, Polyhedron, 17, 3121, 10.1016/S0277-5387(98)00096-5 Keys, 2000, J. Chem. Soc., Dalton Trans., 577, 10.1039/a905281j Branch, 2001, J. Chem. Soc., Dalton Trans., 1253, 10.1039/b008858g Pal, 2007, J. Organomet. Chem., 692, 4237, 10.1016/j.jorganchem.2007.06.065 Hausen, 1978, J. Organomet. Chem., 160, 411, 10.1016/S0022-328X(00)89098-1 Gómez-Ruiz, 2008, J. Inorg. Biochem., 102, 1558, 10.1016/j.jinorgbio.2008.02.001 Gómez-Ruiz, 2008, J. Inorg. Biochem., 102, 2087, 10.1016/j.jinorgbio.2008.07.009 Kelly, 2008, Organometallics, 27, 4917, 10.1021/om800323z Gruric-Šipka, 2008, J. Serb. Chem. Soc., 73, 619, 10.2298/JSC0806619G S. Gómez-Ruiz, G.N. Kaluđerović, Ž. Žižak, I. Besu, Z.D. Juranić, S. Prashar, M. Fajardo, J. Organomet. Chem. (in press), doi: 10.1016/j.jorganchem.2009.01.054. S. Gómez-Ruiz, B. Gallego, M.R. Kaluđerović, E. Hey-Hawkins, R. Paschke, G.N. Kaluđerović, Eur. J. Med. Chem. (submitted for publication). Csikkel Szolnoki, 1991, Acta Pharm. Hun., 61, 253 Andre, 1998, Chem. Commun., 1301, 10.1039/a801294f Bellamy, 1975 Deacon, 1980, Coord. Chem. Rev., 33, 227, 10.1016/S0010-8545(00)80455-5 Bethley, 1997, Organometallics, 16, 329, 10.1021/om960576q Skehan, 1990, J. Natl. Cancer I, 82, 1107, 10.1093/jnci/82.13.1107 Billman, 1948, J. Am. Chem. Soc., 70, 473, 10.1021/ja01184a051 scale3 abspack: Empirical Absorption Correction, crysalis – Software Package, Oxford Diffraction Ltd., 2006. G.M. Sheldrick, shelxs-97, Program for Crystal Structure Solution, Göttingen, 1997. G.M. Sheldrick, shelxl-97, Program for the Refinement of Crystal Structures, Göttingen, 1997.