Anticancer activity of new organo-ruthenium, rhodium and iridium complexes containing the 2-(pyridine-2-yl)thiazole N,N-chelating ligand

Michaël Gras; Bruno Therrien; Georg Süss-Fink; Angela Casini; Fabio Edafe; Paul J. Dyson

doi:10.1016/j.jorganchem.2010.01.020

Anticancer activity of new organo-ruthenium, rhodium and iridium complexes containing the 2-(pyridine-2-yl)thiazole N,N-chelating ligand

Michaël Gras, Bruno Therrien, Georg Süss-Fink, Angela Casini, Fabio Edafe, Paul J. Dyson

Publikation: Beitrag in Fachzeitschrift › Artikel › Begutachtung

125 Zitate (Scopus)

Abstract

The dinuclear dichloro complexes [(η⁶-arene)₂Ru₂(μ-Cl)₂Cl₂] and [(η⁵-C₅Me₅)₂M₂(μ-Cl)₂Cl₂] react with 2-(pyridine-2-yl)thiazole (pyTz) to afford the cationic complexes [(η⁶-arene)Ru(pyTz)Cl]⁺ (arene = C₆H₆ 1, p-ⁱPrC₆H₄Me 2 or C₆Me₆ 3) and [(η⁵-C₅Me₅)M(pyTz)Cl]⁺ (M = Rh 4 or Ir 5), isolated as the chloride salts. The reaction of 2 and 3 with SnCl₂ leads to the dinuclear heterometallic trichlorostannyl derivatives [(η⁶-p-ⁱPrC₆H₄Me)Ru(pyTz)(SnCl₃)]⁺ (6) and [(η⁶-C₆Me₆)Ru(pyTz)(SnCl₃)]⁺ (7), respectively, also isolated as the chloride salts. The molecular structures of 4, 5 and 7 have been established by single-crystal X-ray structure analyses of the corresponding hexafluorophosphate salts. The in vitro anticancer activities of the metal complexes on human ovarian cancer cell lines A2780 and A2780cisR (cisplatin-resistant), as well as their interactions with plasmid DNA and the model protein ubiquitin, have been investigated.

Originalsprache	Englisch
Seiten (von - bis)	1119-1125
Seitenumfang	7
Fachzeitschrift	Journal of Organometallic Chemistry
Jahrgang	695
Ausgabenummer	8
DOIs	https://doi.org/10.1016/j.jorganchem.2010.01.020
Publikationsstatus	Veröffentlicht - 15 Apr. 2010
Extern publiziert	Ja

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title = "Anticancer activity of new organo-ruthenium, rhodium and iridium complexes containing the 2-(pyridine-2-yl)thiazole N,N-chelating ligand",

abstract = "The dinuclear dichloro complexes [(η6-arene)2Ru2(μ-Cl)2Cl2] and [(η5-C5Me5)2M2(μ-Cl)2Cl2] react with 2-(pyridine-2-yl)thiazole (pyTz) to afford the cationic complexes [(η6-arene)Ru(pyTz)Cl]+ (arene = C6H6 1, p-iPrC6H4Me 2 or C6Me6 3) and [(η5-C5Me5)M(pyTz)Cl]+ (M = Rh 4 or Ir 5), isolated as the chloride salts. The reaction of 2 and 3 with SnCl2 leads to the dinuclear heterometallic trichlorostannyl derivatives [(η6-p-iPrC6H4Me)Ru(pyTz)(SnCl3)]+ (6) and [(η6-C6Me6)Ru(pyTz)(SnCl3)]+ (7), respectively, also isolated as the chloride salts. The molecular structures of 4, 5 and 7 have been established by single-crystal X-ray structure analyses of the corresponding hexafluorophosphate salts. The in vitro anticancer activities of the metal complexes on human ovarian cancer cell lines A2780 and A2780cisR (cisplatin-resistant), as well as their interactions with plasmid DNA and the model protein ubiquitin, have been investigated.",

keywords = "Anticancer agents, Arene ligands, Bioorganometallic, Iridium, Rhodium, Ruthenium",

author = "Micha{\"e}l Gras and Bruno Therrien and Georg S{\"u}ss-Fink and Angela Casini and Fabio Edafe and Dyson, {Paul J.}",

note = "Funding Information: The authors (A.C., F.E., P.J.D.) wish to thank COST D39 action for stimulating discussion. A.C. thanks the Swiss National Science Foundation for financial support ( AMBIZIONE project n° PZ00P2_121933). ",

year = "2010",

month = apr,

day = "15",

doi = "10.1016/j.jorganchem.2010.01.020",

language = "English",

volume = "695",

pages = "1119--1125",

journal = "Journal of Organometallic Chemistry",

issn = "0022-328X",

publisher = "Elsevier B.V.",

number = "8",

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TY - JOUR

T1 - Anticancer activity of new organo-ruthenium, rhodium and iridium complexes containing the 2-(pyridine-2-yl)thiazole N,N-chelating ligand

AU - Gras, Michaël

AU - Therrien, Bruno

AU - Süss-Fink, Georg

AU - Casini, Angela

AU - Edafe, Fabio

AU - Dyson, Paul J.

N1 - Funding Information: The authors (A.C., F.E., P.J.D.) wish to thank COST D39 action for stimulating discussion. A.C. thanks the Swiss National Science Foundation for financial support ( AMBIZIONE project n° PZ00P2_121933).

PY - 2010/4/15

Y1 - 2010/4/15

N2 - The dinuclear dichloro complexes [(η6-arene)2Ru2(μ-Cl)2Cl2] and [(η5-C5Me5)2M2(μ-Cl)2Cl2] react with 2-(pyridine-2-yl)thiazole (pyTz) to afford the cationic complexes [(η6-arene)Ru(pyTz)Cl]+ (arene = C6H6 1, p-iPrC6H4Me 2 or C6Me6 3) and [(η5-C5Me5)M(pyTz)Cl]+ (M = Rh 4 or Ir 5), isolated as the chloride salts. The reaction of 2 and 3 with SnCl2 leads to the dinuclear heterometallic trichlorostannyl derivatives [(η6-p-iPrC6H4Me)Ru(pyTz)(SnCl3)]+ (6) and [(η6-C6Me6)Ru(pyTz)(SnCl3)]+ (7), respectively, also isolated as the chloride salts. The molecular structures of 4, 5 and 7 have been established by single-crystal X-ray structure analyses of the corresponding hexafluorophosphate salts. The in vitro anticancer activities of the metal complexes on human ovarian cancer cell lines A2780 and A2780cisR (cisplatin-resistant), as well as their interactions with plasmid DNA and the model protein ubiquitin, have been investigated.

AB - The dinuclear dichloro complexes [(η6-arene)2Ru2(μ-Cl)2Cl2] and [(η5-C5Me5)2M2(μ-Cl)2Cl2] react with 2-(pyridine-2-yl)thiazole (pyTz) to afford the cationic complexes [(η6-arene)Ru(pyTz)Cl]+ (arene = C6H6 1, p-iPrC6H4Me 2 or C6Me6 3) and [(η5-C5Me5)M(pyTz)Cl]+ (M = Rh 4 or Ir 5), isolated as the chloride salts. The reaction of 2 and 3 with SnCl2 leads to the dinuclear heterometallic trichlorostannyl derivatives [(η6-p-iPrC6H4Me)Ru(pyTz)(SnCl3)]+ (6) and [(η6-C6Me6)Ru(pyTz)(SnCl3)]+ (7), respectively, also isolated as the chloride salts. The molecular structures of 4, 5 and 7 have been established by single-crystal X-ray structure analyses of the corresponding hexafluorophosphate salts. The in vitro anticancer activities of the metal complexes on human ovarian cancer cell lines A2780 and A2780cisR (cisplatin-resistant), as well as their interactions with plasmid DNA and the model protein ubiquitin, have been investigated.

KW - Anticancer agents

KW - Arene ligands

KW - Bioorganometallic

KW - Iridium

KW - Rhodium

KW - Ruthenium

UR - http://www.scopus.com/inward/record.url?scp=77949569320&partnerID=8YFLogxK

U2 - 10.1016/j.jorganchem.2010.01.020

DO - 10.1016/j.jorganchem.2010.01.020

M3 - Article

AN - SCOPUS:77949569320

SN - 0022-328X

VL - 695

SP - 1119

EP - 1125

JO - Journal of Organometallic Chemistry

JF - Journal of Organometallic Chemistry

IS - 8

ER -

Anticancer activity of new organo-ruthenium, rhodium and iridium complexes containing the 2-(pyridine-2-yl)thiazole N,N-chelating ligand

Abstract

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