Literature DB >> 31441186

Anticancer Potential of Diiron Vinyliminium Complexes.

Dalila Rocco1, Lucinda K Batchelor2, Gabriele Agonigi1, Simona Braccini1, Federica Chiellini1, Silvia Schoch1, Tarita Biver3, Tiziana Funaioli1, Stefano Zacchini4, Lorenzo Biancalana1, Marina Ruggeri1, Guido Pampaloni1, Paul J Dyson2, Fabio Marchetti1.   

Abstract

Although ferrocene derivatives have attracted considerable attention as possible anticancer agents, the medicinal potential of diiron complexes has remained largely unexplored. Herein, we describe the straightforward multigram-scale synthesis and the antiproliferative activity of a series of diiron cyclopentadienyl complexes containing bridging vinyliminium ligands. IC50 values in the low-to-mid micromolar range were determined against cisplatin sensitive and resistant human ovarian carcinoma (A2780 and A2780cisR) cell lines. Notable selectivity towards the cancerous cells lines compared to the non-tumoral human embryonic kidney (HEK-293) cell line was observed for selected compounds. The activity seems to be multimodal, involving reactive oxygen species (ROS) generation and, in some cases, a fragmentation process to afford monoiron derivatives. The large structural variability, amphiphilic character and good stability in aqueous media of the diiron vinyliminium complexes provide favorable properties compared to other widely studied classes of iron-based anticancer candidates.
© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  complexes; cytotoxicity; iron; metal-based drugs; vinyliminium ligands

Year:  2019        PMID: 31441186     DOI: 10.1002/chem.201902885

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  7 in total

1.  Automated approach for the evaluation of glutathione-S-transferase P1-1 inhibition by organometallic anticancer compounds.

Authors:  Sarah A P Pereira; A Catarina Baptista L; Lorenzo Biancalana; Fabio Marchetti; Paul J Dyson; M Lúcia M F S Saraiva
Journal:  J Enzyme Inhib Med Chem       Date:  2022-12       Impact factor: 5.756

2.  A New Family of Iron(II)-Cyclopentadienyl Compounds Shows Strong Activity Against Colorectal and Triple Negative Breast Cancer Cells.

Authors:  Adhan Pilon; Ana Rita Brás; Leonor Côrte-Real; Fernando Avecilla; Paulo J Costa; Ana Preto; M Helena Garcia; Andreia Valente
Journal:  Molecules       Date:  2020-03-30       Impact factor: 4.411

3.  Tethering Carbohydrates to the Vinyliminium Ligand of Antiproliferative Organometallic Diiron Complexes.

Authors:  Silvia Schoch; Dalila Iacopini; Maria Dalla Pozza; Sebastiano Di Pietro; Ilaria Degano; Gilles Gasser; Valeria Di Bussolo; Fabio Marchetti
Journal:  Organometallics       Date:  2022-02-28       Impact factor: 3.876

4.  Mono-, Di- and Tetra-iron Complexes with Selenium or Sulphur Functionalized Vinyliminium Ligands: Synthesis, Structural Characterization and Antiproliferative Activity.

Authors:  Gabriele Agonigi; Lucinda K Batchelor; Eleonora Ferretti; Silvia Schoch; Marco Bortoluzzi; Simona Braccini; Federica Chiellini; Lorenzo Biancalana; Stefano Zacchini; Guido Pampaloni; Biprajit Sarkar; Paul J Dyson; Fabio Marchetti
Journal:  Molecules       Date:  2020-04-03       Impact factor: 4.411

5.  Spectroscopic Analysis of the Binding of Paraquat and Diquat Herbicides to Biosubstrates.

Authors:  Francesca Macii; Rebecca Detti; Francesca Rita Bloise; Stefania Giannarelli; Tarita Biver
Journal:  Int J Environ Res Public Health       Date:  2021-03-02       Impact factor: 3.390

6.  Tetrasubstituted Selenophenes from the Stepwise Assembly of Molecular Fragments on a Diiron Frame and Final Cleavage of a Bridging Alkylidene.

Authors:  Giacomo Provinciali; Marco Bortoluzzi; Tiziana Funaioli; Stefano Zacchini; Beatrice Campanella; Guido Pampaloni; Fabio Marchetti
Journal:  Inorg Chem       Date:  2020-11-18       Impact factor: 5.165

7.  Aroylhydrazone Diorganotin Complexes Causes DNA Damage and Apoptotic Cell Death: From Chemical Synthesis to Biochemical Effects.

Authors:  Wujiu Jiang; Yuxing Tan; Yiyuan Peng
Journal:  Int J Mol Sci       Date:  2021-12-16       Impact factor: 5.923

  7 in total

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