Literature DB >> 27175101

Hydrogen bonding and anticancer properties of water-soluble chiral p-cymene Ru(II) compounds with amino-oxime ligands.

Yosra Benabdelouahab1, Laura Muñoz-Moreno2, Malgorzata Frik3, Isabel de la Cueva-Alique1, Mohammed Amin El Amrani4, María Contel3, Ana M Bajo2, Tomás Cuenca1, Eva Royo1.   

Abstract

The investigation of the hydrogen-bonding effect on the aggregation tendency of ruthenium compounds [(η6-p-cymene)Ru(κNHR,κNOH)Cl]Cl (R = Ph (1a), Bn (1b)) and [(η6-p-cymene)Ru(κ2NH(2-pic),κNOH)][PF6]2 (1c), [(η6-p-cymene)Ru(κNHBn,κNO)Cl] (2b) and [(η6-p-cymene)RuNBn,κ2NO)] (3b), has been performed by means of concentration dependence 1H NMR chemical shifts and DOSY experiments. The synthesis and full characterization of new compounds 1c, [(η6-p-cymene)Ru(κNPh,κ2NO)] (3a) and 3b are also reported. The effect of the water soluble ruthenium complexes 1a-1c 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-1c with DNA and human serum albumin have also been studied. Altogether, the properties reported herein suggest that ruthenium compounds 1a-1c have considerable potential as anticancer agents against advanced prostate cancer.

Entities:  

Keywords:  anticancer; arene ruthenium compounds; chiral syntheses; non-covalent interactions; oxime

Year:  2015        PMID: 27175101      PMCID: PMC4862618          DOI: 10.1002/ejic.201500097

Source DB:  PubMed          Journal:  Eur J Inorg Chem        ISSN: 1434-1948            Impact factor:   2.524


  64 in total

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Authors:  Lukas F Dössel; Valentin Kamm; Ian A Howard; Frédéric Laquai; Wojciech Pisula; Xinliang Feng; Chen Li; Masayoshi Takase; Tibor Kudernac; Steven De Feyter; Klaus Müllen
Journal:  J Am Chem Soc       Date:  2012-03-21       Impact factor: 15.419

Review 2.  Metal-based antitumour drugs in the post genomic era.

Authors:  Paul J Dyson; Gianni Sava
Journal:  Dalton Trans       Date:  2006-03-28       Impact factor: 4.390

3.  Dual Action of NAMI-A in inhibition of solid tumor metastasis: selective targeting of metastatic cells and binding to collagen.

Authors:  Gianni Sava; Sonia Zorzet; Claudia Turrin; Francesca Vita; MariaRosa Soranzo; Giuliano Zabucchi; Moreno Cocchietto; Alberta Bergamo; Stefano DiGiovine; Gabriella Pezzoni; Luigi Sartor; Spiridione Garbisa
Journal:  Clin Cancer Res       Date:  2003-05       Impact factor: 12.531

4.  Arene-ruthenium complexes with salicyloxazolines: diastereoselective synthesis, configurational stability and applications as asymmetric catalysts for Diels-Alder reactions.

Authors:  Adam J Davenport; David L Davies; John Fawcett; David R Russell
Journal:  Dalton Trans       Date:  2004-04-06       Impact factor: 4.390

5.  Rhodium(III) and iridium(III) complexes with 1,2-naphthoquinone-1-oximate as a bidentate ligand: synthesis, structure, and biological activity.

Authors:  Stefan Wirth; Christoph J Rohbogner; Marcin Cieslak; Julia Kazmierczak-Baranska; Stefan Donevski; Barbara Nawrot; Ingo-Peter Lorenz
Journal:  J Biol Inorg Chem       Date:  2009-12-19       Impact factor: 3.358

6.  Highly selective binding of organometallic ruthenium ethylenediamine complexes to nucleic acids: novel recognition mechanisms.

Authors:  Haimei Chen; John A Parkinson; Robert E Morris; Peter J Sadler
Journal:  J Am Chem Soc       Date:  2003-01-08       Impact factor: 15.419

7.  Ruthenium(II) arene PTA (RAPTA) complexes: impact of enantiomerically pure chiral ligands.

Authors:  Kelly J Kilpin; Shona M Cammack; Catherine M Clavel; Paul J Dyson
Journal:  Dalton Trans       Date:  2013-02-14       Impact factor: 4.390

8.  Reactivity of the oxime/oximato group in ruthenium(II) complexes.

Authors:  Sanjay Kumar Singh; Sanjeev Sharma; Sudhakar Dhar Dwivedi; Ru-Qiang Zou; Qiang Xu; Daya Shankar Pandey
Journal:  Inorg Chem       Date:  2008-12-15       Impact factor: 5.165

9.  Novel cis- and trans-configured bis(oxime)platinum(II) complexes: synthesis, characterization, and cytotoxic activity.

Authors:  Yulia Yu Scaffidi-Domianello; Kristof Meelich; Michael A Jakupec; Vladimir B Arion; Vadim Yu Kukushkin; Mathea Sophia Galanski; Bernhard K Keppler
Journal:  Inorg Chem       Date:  2010-06-21       Impact factor: 5.165

10.  In vitro and in vivo evaluation of water-soluble iminophosphorane ruthenium(II) compounds. A potential chemotherapeutic agent for triple negative breast cancer.

Authors:  Malgorzata Frik; Alberto Martínez; Benelita T Elie; Oscar Gonzalo; Daniel Ramírez de Mingo; Mercedes Sanaú; Roberto Sánchez-Delgado; Tanmoy Sadhukha; Swayam Prabha; Joe W Ramos; Isabel Marzo; María Contel
Journal:  J Med Chem       Date:  2014-11-26       Impact factor: 7.446

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  4 in total

1.  Novel enantiopure cyclopentadienyl Ti(IV) oximato compounds as potential anticancer agents.

Authors:  Isabel de la Cueva-Alique; Laura Muñoz-Moreno; Yosra Benabdelouahab; Benelita T Elie; Mohammed Amin El Amrani; Marta E G Mosquera; María Contel; Ana M Bajo; Tomás Cuenca; Eva Royo
Journal:  J Inorg Biochem       Date:  2015-12-09       Impact factor: 4.155

Review 2.  Ruthenium(ii)-arene complexes as anti-metastatic agents, and related techniques.

Authors:  Chanchal Sonkar; Sayantan Sarkar; Suman Mukhopadhyay
Journal:  RSC Med Chem       Date:  2021-09-15

3.  Synthesis and anticancer activity of carbosilane metallodendrimers based on arene ruthenium(ii) complexes.

Authors:  Marta Maroto-Díaz; Benelita T Elie; Pilar Gómez-Sal; Jorge Pérez-Serrano; Rafael Gómez; María Contel; F Javier de la Mata
Journal:  Dalton Trans       Date:  2016-04-28       Impact factor: 4.390

4.  Systematic Study on the Cytotoxic Potency of Commonly Used Dimeric Metal Precursors in Human Cancer Cell Lines.

Authors:  Heiko Geisler; Sophia Harringer; Dominik Wenisch; Richard Urban; Michael A Jakupec; Wolfgang Kandioller; Bernhard K Keppler
Journal:  ChemistryOpen       Date:  2022-02-24       Impact factor: 2.630

  4 in total

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