4.6 Article

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

Journal

JOURNAL OF INORGANIC BIOCHEMISTRY
Volume 218, Issue -, Pages -

Publisher

ELSEVIER SCIENCE INC
DOI: 10.1016/j.jinorgbio.2021.111387

Keywords

Curcumin; Bisdemethoxycurcumin; Ruthenium complexes; 1; 4; 7-trithiacyclononane; Anticancer activity; Metal complexes interaction with protein; lysozyme

Funding

  1. University of Camerino
  2. Ente Cassa Risparmio Firenze (ECR)
  3. AIRC [19650]
  4. Beneficentia Stiftung, Vaduz
  5. University of Pisa [PRA_2020_58]
  6. University of Pisa

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This study investigated the interactions between two cationic ruthenium(II) [9]aneS3 complexes and a model protein, revealing a limited reactivity and modest cytotoxicity against cancer cell lines. The moderate pharmacological activity is likely attributed to the relatively high stability of these complexes.
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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