Cationic carboxylate and thioacetate ruthenium(ii) complexes: synthesis and cytotoxic activity against anaplastic thyroid cancer cells.

Dalton Transactions : an International Journal of Inorganic Chemistry
Denise LovisonWalter Baratta

Abstract

The cationic acetate ruthenium complex [Ru(η1-OAc)(CO)(dppb)(phen)]OAc (1) is easily prepared in 83% yield from [Ru(η1-OAc)(η2-OAc)(CO)(dppb)] (dppb = 1,4-bis(diphenylphosphino)butane) and 1,10-phenanthroline (phen) in MeOH. The derivative 1 undergoes easy substitution of the coordinated acetate by reaction with NaOPiv, KSAc, and KSCN in MeOH, affording the corresponding complexes [RuX(CO)(dppb)(phen)]X (X = OPiv, 2; SAc, 3; and NCS, 4), whereas its reaction with NaCl and NH4PF6 affords [RuCl(CO)(dppb)(phen)]PF6 (5). Carboxylate complexes 1 and 2 show high solubility in water, enabling easy exchange of the coordinated carboxylate by water and other ligands (CH3CN, glutathione). Cationic complexes 1-5, compared to Cisplatin, display a strong cell viability decrease in two human anaplastic thyroid cancer cell lines (SW1736 and 8505C), ranging from 3.10 μM to 0.09 μM EC50 values. The most active compounds 1-3 show a marked increment of apoptosis and decrease of cancer cell aggressiveness, making them promising candidates for further evaluation studies.

References

Jan 1, 1995·Head & Neck·R K TanD P Shedd
Nov 2, 2004·Nature Reviews. Cancer·Robert A Gatenby, Robert J Gillies
Feb 26, 2005·Chemical Reviews·Michael Meot-Ner
Feb 23, 2007·Nature Clinical Practice. Endocrinology & Metabolism·Martin SchlumbergerJean-Michel Bidart
Sep 25, 2008·Inorganic Chemistry·Lucas VandenburghDaniel A Freedman
Jan 27, 2009·Chemical Society Reviews·Christian G Hartinger, Paul J Dyson
Mar 27, 2009·Asian Journal of Surgery·Yasuhiro ItoAkira Miyauchi
Dec 23, 2009·Thyroid : Official Journal of the American Thyroid Association·Takuya HigashiyamaAkira Miyauchi
May 26, 2011·World Journal of Clinical Oncology·Francesco PerriCarlo Buonerba
Aug 13, 2011·Dalton Transactions : an International Journal of Inorganic Chemistry·Ludivine FetzerMichel Pfeffer
Nov 10, 2011·Inorganic Chemistry·Timothy P BrewsterRobert H Crabtree
Apr 6, 2012·Journal of Applied Crystallography·Christian B HübschleBirger Dittrich
Sep 1, 2012·Chemical Reviews·Percia Beatrice ArockiamPierre H Dixneuf
Nov 8, 2012·Thyroid : Official Journal of the American Thyroid Association·Robert C SmallridgeUNKNOWN American Thyroid Association Anaplastic Thyroid Cancer Guidelines Taskforce
May 3, 2013·Chemical Communications : Chem Comm·Nicolas P E Barry, Peter J Sadler
Oct 5, 2013·OncoTargets and Therapy·Nerina DenaroMarco C Merlano
Oct 15, 2014·Journal of Medicinal Chemistry·Huaiyi HuangHui Chao
Dec 30, 2014·Acta Crystallographica. Section A, Foundations and Advances·George M Sheldrick
Jan 9, 2015·Acta Crystallographica. Section C, Structural Chemistry·George M Sheldrick
Mar 15, 2015·Current Opinion in Chemical Biology·Joan J Soldevila-Barreda, Peter J Sadler
Aug 4, 2016·Thyroid : Official Journal of the American Thyroid Association·Naoyoshi OnodaIwao Sugitani
Mar 16, 2017·Molecular and Cellular Endocrinology·Valentina MaggisanoStefania Bulotta
Nov 28, 2017·Chemical Society Reviews·Fergus E PoyntonThorfinnur Gunnlaugsson
Dec 5, 2017·Journal of Cancer Research and Clinical Oncology·Lorenzo AllegriGiuseppe Damante
Mar 10, 2018·Current Medicinal Chemistry·Andrea Erxleben
Mar 16, 2018·Journal of Nippon Medical School = Nippon Ika Daigaku Zasshi·Iwao SugitaniShinichi Suzuki
Apr 14, 2018·Dalton Transactions : an International Journal of Inorganic Chemistry·Feng ChenPeter J Sadler
Oct 10, 2018·Chemical Reviews·Xiaohui WangZijian Guo
Jan 9, 2019·Journal of Oral Pathology & Medicine : Official Publication of the International Association of Oral Pathologists and the American Academy of Oral Pathology·Federica BaldanJelena Milasin
Mar 20, 2019·Dalton Transactions : an International Journal of Inorganic Chemistry·Daniela A HeyFritz E Kühn
Apr 20, 2019·Bioorganic Chemistry·Sumit Ghosh
May 29, 2019·Drug Discovery Today·A Prasanth SaraswatiGiuseppe Campiani
Aug 2, 2019·Dalton Transactions : an International Journal of Inorganic Chemistry·Steven GiboulotWalter Baratta

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