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Pure Appl. Chem., 2007, Vol. 79, No. 12, pp. 2243-2261

http://dx.doi.org/10.1351/pac200779122243

Metal-based anticancer drugs: From a past anchored in platinum chemistry to a post-genomic future of diverse chemistry and biology*

Michael J. Hannon

School of Chemistry, University of Birmingham, Edgbaston, Birmingham B15 2TT, UK

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  • Ali Ezadyar S., Kumbhar Avinash S., Kumbhar Anupa A., Khan Ayesha: Binuclear ruthenium (II) polypyridyl complexes: DNA cleavage and mitochondria mediated apoptosis induction. Polyhydron 2012. <http://dx.doi.org/10.1016/j.poly.2012.01.024>
  • Gautier Arnaud, Cisnetti Federico: Advances in metal–carbene complexes as potent anti-cancer agents. Metallomics 2012, 4, 23. <http://dx.doi.org/10.1039/c1mt00123j>
  • Hostetter Alethia A., Miranda Michelle L., DeRose Victoria J., McFarlane Holman Karen L.: Ru binding to RNA following treatment with the antimetastatic prodrug NAMI-A in Saccharomyces cerevisiae and in vitro. J  Biol Inorg Chem 2011, 16, 1177. <http://dx.doi.org/10.1007/s00775-011-0806-7>
  • Stringer Tameryn, Therrien Bruno, Hendricks Denver T., Guzgay Hajira, Smith Gregory S.: Mono- and dinuclear (η6-arene) ruthenium(II) benzaldehyde thiosemicarbazone complexes: Synthesis, characterization and cytotoxicity. J Inorg Chem Commun 2011, 14, 956. <http://dx.doi.org/10.1016/j.inoche.2011.03.041>
  • Ruiz José, Rodríguez Venancio, Cutillas Natalia, Espinosa Arturo, Hannon Michael J.: Novel C,N-chelate platinum(II) antitumor complexes bearing a lipophilic ethisterone pendant. J Inorg Biochem 2011, 105, 525. <http://dx.doi.org/10.1016/j.jinorgbio.2010.12.005>
  • Starosta Radosław, Stokowa Kamila, Florek Magdalena, Król Jarosław, Chwiłkowska Agnieszka, Kulbacka Julita, Saczko Jolanta, Skała Jacek, Jeżowska-Bojczuk Małgorzata: Biological activity and structure dependent properties of cuprous iodide complexes with phenanthrolines and water soluble tris (aminomethyl) phosphanes. J  Inorg Biochem 2011, 105, 1102. <http://dx.doi.org/10.1016/j.jinorgbio.2011.05.007>
  • Tang Li-Jun, Chen Xiang, Sun Yu-Na, Ye Jia, Lu Jing, Han Ying, Jiang Xing, Cheng Chan-Chan, He Cheng-Cheng, Qiu Pei-Hong: Synthesis and biological studies of 4′, 7, 8-trihydroxy-isoflavone metal complexes. J  Inorg Biochem 2011, 105, 1623. <http://dx.doi.org/10.1016/j.jinorgbio.2011.08.019>
  • Renfrew Anna K., Juillerat-Jeanneret Lucienne, Dyson Paul J.: Adding diversity to ruthenium(II)–arene anticancer (RAPTA) compounds via click chemistry: The influence of hydrophobic chains. J Organomet Chem 2011, 696, 772. <http://dx.doi.org/10.1016/j.jorganchem.2010.09.067>
  • Starosta Radosław, Bykowska Aleksandra, Barys Maciej, Wieliczko Anna K., Staroniewicz Zdzisław, Jeżowska-Bojczuk Małgorzata: Novel complexes of tris(aminomethyl)phosphanes with platinum(II): Structural, spectroscopic, DFT and biological activity studies. J Polyhedron 2011, 30, 2914. <http://dx.doi.org/10.1016/j.poly.2011.08.027>
  • Kilpin Kelly J., Gavey Emma L., McAdam C. John, Anderson Christopher B., Lind Samuel J., Keep Courtney C., Gordon Keith C., Crowley James D.: Palladium(II) Complexes of Readily Functionalized Bidentate 2-Pyridyl-1,2,3-triazole “Click” Ligands: A Synthetic, Structural, Spectroscopic, and Computational Study. Inorg Chem 2011, 50, 6334. <http://dx.doi.org/10.1021/ic200789b>
  • Ruiz José, Rodríguez Venancio, Cutillas Natalia, Espinosa Arturo, Hannon Michael J.: A Potent Ruthenium(II) Antitumor Complex Bearing a Lipophilic Levonorgestrel Group. Inrog Chem 2011, 110810142914075. <http://dx.doi.org/10.1021/ic201388n>
  • Nguyen Tam Trinh Thi Nhu, Stürup Stefan, Østergaard Jesper, Franzen Ulrik, Gammelgaard Bente: Simultaneous measurement of phosphorus and platinum by Size Exclusion Chromatography coupled to Inductively Coupled Plasma Mass Spectrometry (SEC-ICPMS) using xenon as reactive collision gas for characterization of platinum drug liposomes. J Anal Spectrom 2011, 26, 1466. <http://dx.doi.org/10.1039/c0ja00266f>
  • Cardo Lucia, Sadovnikova Victoria, Phongtongpasuk Siriporn, Hodges Nikolas J., Hannon Michael J.: Arginine conjugates of metallo-supramolecular cylinders prescribe helicity and enhance DNA junction binding and cellular activity. Chem Commun 2011, 47, 6575. <http://dx.doi.org/10.1039/c1cc11356a>
  • Luísa Ramos M., Justino Licínia L. G., Branco Adriana, Duarte Cláudia M. G., Abreu Paulo E., Fonseca Sofia M., Burrows Hugh D.: NMR, DFT and luminescence studies of the complexation of Zn(ii) with 8-hydroxyquinoline-5-sulfonate. DALTON T 2011, 40, 11732. <http://dx.doi.org/10.1039/c1dt10978b>
  • Smith Gregory S., Therrien Bruno: Targeted and multifunctional arene ruthenium chemotherapeutics. DALTON T 2011, 40, 10793. <http://dx.doi.org/10.1039/c1dt11007a>
  • Ducani Cosimo, Leczkowska Anna, Hodges Nikolas J., Hannon Michael J.: Noncovalent DNA-Binding Metallo-Supramolecular Cylinders Prevent DNA Transactions in vitro. Angew Chem 2010, 122, 9126. <http://dx.doi.org/10.1002/ange.201004471>
  • Ducani Cosimo, Leczkowska Anna, Hodges Nikolas J., Hannon Michael J.: Noncovalent DNA-Binding Metallo-Supramolecular Cylinders Prevent DNA Transactions in vitro. Angew Chem Int Ed 2010, 49, 8942. <http://dx.doi.org/10.1002/anie.201004471>
  • Zobi Fabio, Alberto Roger: Redox-Induced Binding of [(tacn)ReIIBr(CO)2]+ to Guanine, Oligonucleotides, and Peptides. Chem Eur J 2010, 16, 2710. <http://dx.doi.org/10.1002/chem.200902760>
  • Harper Benjamin W., Krause-Heuer Anwen M., Grant Maxine P., Manohar Madhura, Garbutcheon-Singh K. Benjamin, Aldrich-Wright Janice R.: Advances in Platinum Chemotherapeutics. Chem Eur J 2010, n/a. <http://dx.doi.org/10.1002/chem.201000148>
  • Crowley James D., Bandeen Pauline H., Hanton Lyall R.: A one pot multi-component CuAAC “click” approach to bidentate and tridentate pyridyl-1,2,3-triazole ligands: Synthesis, X-ray structures and copper(II) and silver(I) complexes. J Polyhedron 2010, 29, 70. <http://dx.doi.org/10.1016/j.poly.2009.06.010>
  • Kilpin Kelly J., Crowley James D.: Palladium(II) and platinum(II) complexes of bidentate 2-pyridyl-1,2,3-triazole “click” ligands: Synthesis, properties and X-ray structures. J Polyhedron 2010, 29, 3111. <http://dx.doi.org/10.1016/j.poly.2010.08.021>
  • Crowley James D., Bandeen Pauline H.: A multicomponent CuAAC “click” approach to a library of hybrid polydentate 2-pyridyl-1,2,3-triazole ligands: new building blocks for the generation of metallosupramolecular architectures. Dalton Trans 2010, 39, 612. <http://dx.doi.org/10.1039/b911276f>
  • Gower Martin L., Crowley James D.: Self-assembly of silver(i) metallomacrocycles using unsupported 1,4-substituted-1,2,3-triazole “click” ligands. Dalton Trans 2010, 39, 2371. <http://dx.doi.org/10.1039/b923211g>
  • Pope Alexandra. J., Bruce Christopher, Kysela Boris, Hannon Michael. J.: Issues surrounding standard cytotoxicity testing for assessing activity of non-covalent DNA-binding metallo-drugs. Dalton Trans 2010, 39, 2772. <http://dx.doi.org/10.1039/b927129p>
  • Kennedy David C., James Brian R.: Syntheses of ruthenium(II)-4,4 ′ -biimidazole complexes and their potential anti-tumour activity. Can J Chem 2010, 88, 886. <http://dx.doi.org/10.1139/V10-076>
  • Alberto Roger: The Chemistry of Technetium-Water Complexes within the Manganese Triad: Challenges and Perspectives. Eur J Inorg Chem 2009, 2009, 21. <http://dx.doi.org/10.1002/ejic.200800909>
  • Schmitt Frédéric, Govindaswamy Padavattan, Zava Olivier, Süss-Fink Georg, Juillerat-Jeanneret Lucienne, Therrien Bruno: Combined arene ruthenium porphyrins as chemotherapeutics and photosensitizers for cancer therapy. J Biol Inorg Chem 2009, 14, 101. <http://dx.doi.org/10.1007/s00775-008-0427-y>
  • Cardo Lucia, Hannon Michael J.: Design and DNA-binding of metallo-supramolecular cylinders conjugated to peptides. Inorg Chim Ada 2009, 362, 784. <http://dx.doi.org/10.1016/j.ica.2008.02.050>
  • Marqués-Gallego Patricia, Kalayda Ganna V., Jaehde Ulrich, Dulk Hans den, Brouwer Jaap, Reedijk Jan: Cellular accumulation and DNA platination of two new platinum(II) anticancer compounds based on anthracene derivatives as carrier ligands. J  Inorg Biochem 2009, 103, 791. <http://dx.doi.org/10.1016/j.jinorgbio.2009.02.005>
  • Timerbaev Andrei R.: Advances in developing tris(8-quinolinolato)gallium(iii) as an anticancer drug: critical appraisal and prospects. Metallomics 2009, 1, 193. <http://dx.doi.org/10.1039/b902861g>
  • Levina Aviva, Mitra Anannya, Lay Peter A.: Recent developments in ruthenium anticancer drugs. Metallomics 2009, 1, 458. <http://dx.doi.org/10.1039/b904071d>
  • Teyssot Marie-Laure, Jarrousse Anne-Sophie, Manin Michèle, Chevry Aurélien, Roche Stéphane, Norre Frédéric, Beaudoin Claude, Morel Laurent, Boyer Damien, Mahiou Rachid: Metal-NHC complexes: a survey of anti-cancer properties. Dalton Trans 2009, 6894. <http://dx.doi.org/10.1039/b906308k>
  • Sanchez-Cano Carlos, Hannon Michael J.: Novel and emerging approaches for the delivery of metallo-drugs. Dalton Trans 2009, 10702. <http://dx.doi.org/10.1039/b912708a>
  • Sánchez-Cano Carlos, Hannon Michael J.: Cytotoxicity, cellular localisation and biomolecular interaction of non-covalent metallo-intercalators with appended sex hormone steroid vectors. Dalton Trans 2009, 10765. <http://dx.doi.org/10.1039/b912711a>
  • Wang Rong-Min, He Nai-Pu, Song Peng-Fei, He Yu-Feng, Ding Lan, Lei Ziqiang: Preparation of low-molecular-weight chitosan derivative zinc complexes and their effect on the growth of liver cancer cells in vitro. Pure and App Chemis 2009, 81, 2397. <http://dx.doi.org/10.1351/PAC-CON-08-11-15>
  • Page Simon M, Boss Sally R, Barker Paul D: Tuning heavy metal compounds for anti-tumor activity: is diversity the key to ruthenium’s success?. Future Med Chem 2009, 1, 541. <http://dx.doi.org/10.4155/fmc.09.25>
  • Hotze Anna C.G., Hodges Nikolas J., Hayden Rachel E., Sanchez-Cano Carlos, Paines Christopher, Male Natalia, Tse Man-Kit, Bunce Chris M., Chipman J. Kevin, Hannon Michael J.: Supramolecular Iron Cylinder with Unprecedented DNA Binding Is a Potent Cytostatic and Apoptotic Agent without Exhibiting Genotoxicity. CHEM BIOL 2008, 15, 1258. <http://dx.doi.org/10.1016/j.chembiol.2008.10.016>
  • Christopoulos Konstantinos, Karidi Konstantina, Tsipis Athanassios, Garoufis Achilleas: Synthesis, characterization, DNA-binding properties and electronic structure (DFT) of ruthenium oligopyridine complexes. J Inorg Chem Commun 2008, 11, 1341. <http://dx.doi.org/10.1016/j.inoche.2008.08.015>
  • McDonnell Ursula, Hicks Matthew R., Hannon Michael J., Rodger Alison: DNA binding and bending by dinuclear complexes comprising ruthenium polypyridyl centres linked by a bis(pyridylimine) ligand. J Inorg Biochem 2008, 102, 2052. <http://dx.doi.org/10.1016/j.jinorgbio.2008.06.006>