Hydrogen Bonding and Anticancer Properties of Water-Soluble Chiral p-Cymene RuII Compounds with Amino-Oxime Ligands

被引:32
作者
Benabdelouahab, Yosra [1 ]
Munoz-Moreno, Laura [2 ]
Frik, Malgorzata [3 ,4 ]
de la Cueva-Alique, Isabel [1 ]
El Amrani, Mohammed Amin [5 ]
Contel, Maria [3 ,4 ]
Bajo, Ana M. [2 ]
Cuenca, Tomas [1 ]
Royo, Eva [1 ]
机构
[1] Univ Alcala de Henares, Fac Quim Biol & Ciencias Ambientales, Dept Quim Organ & Quim Inorgan, Madrid 28871, Spain
[2] Univ Alcala de Henares, Fac Med & Hlth Sci, Dept Syst Biol, Madrid 28871, Spain
[3] CUNY Brooklyn Coll, Dept Chem, Brooklyn, NY 11210 USA
[4] CUNY, Grad Ctr, Chem PhD Program, New York, NY 10016 USA
[5] Univ Abdelmalek Essaadi, Fac Sci, Dept Chim, Lab Chim Organ Appl, Tetouan, Morocco
关键词
Medicinal chemistry; Drug discovery; Antitumor agents; Ruthenium; Hydrogen bonds; PIANO-STOOL COMPLEXES; IN-VIVO EVALUATION; CYTOTOXIC ACTIVITY; SELF-ASSOCIATION; METAL-COMPLEXES; RUTHENIUM(II)-ARENE COMPLEXES; RUTHENIUM COMPLEXES; CRYSTAL-STRUCTURE; ALBUMIN-BINDING; ANTITUMOR DRUGS;
D O I
10.1002/ejic.201500097
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
An investigation into the effects of hydrogen bonding on the aggregation tendency of ruthenium compounds [((6)-p-cymene)Ru(NHR,NOH)Cl]Cl {R = Ph (1a), Bn (1b)} and [((6)-p-cymene)Ru((NH)-N-2(2-pic),NOH)][PF6](2) (1c), [((6)-p-cymene)Ru(NHBn,NO)Cl] (2b), and [((6)-p-cymene)Ru(NBn,(NO)-N-2)] (3b) has been performed by means of concentration-dependence H-1 NMR chemical shift and DOSY experiments. The synthesis and full characterization of new compounds 1c, [((6)-p-cymene)Ru(NPh,(NO)-N-2)] (3a) and 3b are also reported. The effect of the water-soluble ruthenium complexes 1a-c on cytotoxicity, cell adhesion, and cell migration of the androgen-independent prostate cancer PC3 cells have been assessed by MTT, adhesion to type-I-collagen, and recovery of monolayer wounds assays, respectively. Interactions of 1a-c with DNA and human serum albumin have also been studied. Together, the properties reported herein suggest that ruthenium compounds 1a-c have considerable potential as anticancer agents against advanced prostate cancer.
引用
收藏
页码:2295 / 2307
页数:13
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