Ruthenafuran Complexes Supported by the Bipyridine-Bis(diphenylphosphino)methane Ligand Set: Synthesis and Cytotoxicity Studies |
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Authors: | Chi-Fung Yeung Sik-Him Tang Zhe Yang Tsun-Yin Li Ka-Kit Li Yuen-Man Chan Hau-Lam Shek Kai-Wa Io King-Ting Tam Shek-Man Yiu Man-Kit Tse Chun-Yuen Wong |
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Institution: | 1.Department of Chemistry, City University of Hong Kong, Tat Chee Avenue, Kowloon, Hong Kong; (C.-F.Y.); (S.-H.T.); (Z.Y.); (T.-Y.L.); (K.-K.L.); (Y.-M.C.); (H.-L.S.); (K.-W.I.); (K.-T.T.); (S.-M.Y.); (M.-K.T.);2.State Key Laboratory of Terahertz and Millimeter Waves, City University of Hong Kong, Tat Chee Avenue, Kowloon, Hong Kong |
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Abstract: | Mononuclear and dinuclear Ru(II) complexes cis-Ru(κ2-dppm)(bpy)Cl2] (1), cis-Ru(κ2-dppe)(bpy)Cl2] (2) and Ru2(bpy)2(μ-dpam)2(μ-Cl)2](Cl)2 (3](Cl)2) were prepared from the reactions between cis(Cl), cis(S)-Ru(bpy)(dmso-S)2Cl2] and diphosphine/diarsine ligands (bpy = 2,2′-bipyridine; dppm = 1,1-bis(diphenylphosphino)methane; dppe = 1,2-bis(diphenylphosphino)ethane; dpam = 1,1-bis(diphenylarsino)methane). While methoxy-substituted ruthenafuran Ru(bpy)(κ2-dppe)(C^O)]+ (7]+; C^O = anionic bidentate C(OMe)CHC(Ph)O]− chelate) was obtained as the only product in the reaction between 2 and phenyl ynone HC≡C(C=O)Ph in MeOH, replacing 2 with 1 led to the formation of both methoxy-substituted ruthenafuran Ru(bpy)(κ2-dppm)(C^O)]+ (4]+) and phosphonium-ring-fused bicyclic ruthenafuran Ru(bpy)(P^C^O)Cl]+ (5]+; P^C^O = neutral tridentate (Ph)2PCH2P(Ph)2CCHC(Ph)O] chelate). All of these aforementioned metallafuran complexes were derived from Ru(II)–vinylidene intermediates. The potential applications of these metallafuran complexes as anticancer agents were evaluated by in vitro cytotoxicity studies against cervical carcinoma (HeLa) cancer cell line. All the ruthenafuran complexes were found to be one order of magnitude more cytotoxic than cisplatin, which is one of the metal-based anticancer agents being widely used currently. |
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Keywords: | ruthenium alkyne activation metallafuran cytotoxicity |
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