Self‐Assembly of Ambidentate Pyridyl‐Carboxylate Ligands with Octahedral Ruthenium Metal Centers: Self‐Selection for a Single‐Linkage Isomer and Anticancer‐Potency Studies |
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Authors: | Hyunji Jung Dr Abhishek Dubey Hyun Jung Koo Dr Vaishali Vajpayee Dr Timothy R Cook Dr Hyunuk Kim Prof Se Chan Kang Prof Peter J Stang Prof Ki‐Whan Chi |
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Institution: | 1. Department of Chemistry, University of Ulsan, Ulsan 680‐749 (Republic of Korea), Fax: (+82)?52‐259‐2348;2. Department of Life Science, Gachon University, Seongnam 461‐701 (Republic of Korea);3. Department of Chemistry, University of Utah, Salt Lake City, Utah 84112 (USA);4. Energy Materials and Convergence Research Department, Korea Institute of Energy, Research, Daejeon305‐343 (Republic of Korea) |
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Abstract: | The synthesis of six new 2+2] metallarectangles through the coordination‐driven self‐assembly of octahedral RuII‐based acceptors with ambidentate pyridyl‐carboxylate donors is described. These molecular rectangles are fully characterized by 1H NMR spectroscopy, high‐resolution electrospray mass spectrometry, and single‐crystal X‐ray diffraction. In each case, despite the possible formation of multiple isomers, based on the relative orientation of the pyridyl and carboxylate groups (head‐to‐head versus head‐to‐tail), evidence for the formation of a single preferred ensemble (head‐to‐tail) was found in the 1H NMR spectra. Furthermore, the cytotoxicities of all of the rectangles were established against A549 (lung), AGS (gastric), HCT‐15 (colon), and SK hep 1 (liver) human cancer cell lines. The cytotoxicities of rectangles that contained the 5,8‐dihydroxy‐1,4‐naphthaquinonato bridging moiety between the Ru centers ( 9 – 11 ) were particularly high against AGS cancer cells, with IC50 values that were comparable to that of reference drug cisplatin. |
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Keywords: | ambidentate ligands anticancer agents metallacycles ruthenium self‐assembly |
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