Ruthenium(II) 1,4,7-trithiacyclononane complexes of curcumin and bisdemethoxycurcumin: Synthesis, characterization, and biological activity

被引:5
|
作者
Pettinari, Riccardo [1 ]
Marchetti, Fabio [2 ]
Tombesi, Alessia [2 ]
Duan, Fenghe [1 ]
Zhou, Liming [3 ]
Messori, Luigi [4 ]
Giacomelli, Chiara [5 ]
Marchetti, Laura [5 ]
Trincavelli, Maria Letizia [5 ]
Marzo, Tiziano [5 ]
La Mendola, Diego [5 ]
Balducci, Gabriele [6 ]
Alessio, Enzo [6 ]
机构
[1] Univ Camerino, Sch Pharm, Via S Agostino 1, I-62032 Camerino, MC, Italy
[2] Univ Camerino, Sch Sci & Technol, Via S Agostino 1, I-62032 Camerino, MC, Italy
[3] Zhengzhou Univ Light Ind, Henan Prov Key Lab Surface & Interface Sci, Zhengzhou 450002, Peoples R China
[4] Univ Florence, Dept Chem, Via Lastruccia 3-13, Florence, Italy
[5] Univ Pisa, Dept Pharm, Via Bonanno Pisano 6, I-56126 Pisa, Italy
[6] Univ Trieste, Dept Chem & Pharmaceut Sci, Via Giorgieri 1, Trieste, Italy
关键词
Curcumin; Bisdemethoxycurcumin; Ruthenium complexes; 1; 4; 7-trithiacyclononane; Anticancer activity; Metal complexes interaction with protein; lysozyme; HALF-SANDWICH;
D O I
10.1016/j.jinorgbio.2021.111387
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Two cationic ruthenium(II) 1,4,7-trithiacyclononane ([9]aneS3) complexes of curcumin (curcH) and bisdemethoxycurcumin (bdcurcH), namely [Ru(curc)(dmso-S)([9]aneS3)]Cl (1) and [Ru(bdcurc)(dmso-S)([9]aneS3)]Cl (2) were prepared from the [RuCl2(dmso-S)([9]-aneS3)] precursor and structurally characterized, both in solution and in the solid state by X-ray crystallography. The corresponding PTA complexes [Ru(curc)(PTA)([9] aneS3)]Cl (3) and [Ru(bdcurc)(PTA)([9]aneS3)]Cl (4) have been also synthesized and characterized (PTA = 1,3,5-triaza-7-phosphaadamantane). Bioinorganic studies relying on mass spectrometry were performed on complexes 1?4 to assess their interactions with the model protein lysozyme. Overall, a rather limited reactivity with lysozyme was highlighted accompanied by a modest cytotoxic potency against three representative cancer cell lines. The moderate pharmacological activity is likely connected to the relatively high stability of these complexes.
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页数:7
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