Please use this identifier to cite or link to this item: https://hdl.handle.net/10356/103650
Title: Synthesis, Characterization, and Biological Properties of Osmium-Based Tamoxifen Derivatives - Comparison with Their Homologues in the Iron and Ruthenium Series
Authors: Lee, Hui Zhi Shirley
Buriez, Olivier
Chau, François
Labbé, Eric
Ganguly, Rakesh
Amatore, Christian
Jaouen, Gérard
Vessières, Anne
Leong, Weng Kee
Top, Siden
Keywords: DRNTU::Science::Chemistry
Issue Date: 2015
Source: Lee, H. Z. S., Buriez, O., Chau, F., Labbé, E., Ganguly, R., Amatore, C., et al. (2015). Synthesis, Characterization, and Biological Properties of Osmium-Based Tamoxifen Derivatives - Comparison with Their Homologues in the Iron and Ruthenium Series. European Journal of Inorganic Chemistry, 2015(25), 4217-4226.
Series/Report no.: European Journal of Inorganic Chemistry
Abstract: Three osmium analogues 3a–3c of hydroxytamoxifen were prepared. The antiproliferative effects of these complexes were measured against two breast cancer cell lines (MCF-7 and MDA-MB-231) and compared with those of their homologues of ferrocene (1a–1c) and ruthenocene (2a–2c). The tamoxifen-like complexes 2c and 3c derived from osmium and ruthenium show good cytotoxicities against the two cell lines (IC50 values between 2 and 3 μM), albeit lower than those of ferrocifen 1c (IC50 between 0.5 and 0.8 μM). These complexes induce senescence of the cells at low concentration (0.5 μM). The mono- and diphenol complexes of osmium and ruthenium show little cytotoxicity against the two cell lines (2a, 2b, 3a, 3b; IC50 ≈ 30 μM), whereas the iron analogues show high cytotoxicity (1a and 1b; IC50 = 0.6–1.1 μM against MDA-MB-231). Further studies show that the cytotoxicity of the tamoxifen-like complexes of ruthenium and osmium is multifactorial and is partly due to the presence of the amino chain. Added to this is an effect of the metal center that could be due to a difference in the rate of formation, solubility, and stability of the corresponding quinone methides or to a difference in the acidity of the phenol protons. This work reveals the differences in the mechanisms of action that exist among the complexes of these three metallocenes. The uniqueness of the ferrocene complexes is underlined, but the cytotoxicity of the tamoxifen-like complexes of osmium and ruthenium is also demonstrated.
URI: https://hdl.handle.net/10356/103650
http://hdl.handle.net/10220/38791
ISSN: 1434-1948
DOI: http://dx.doi.org/10.1002/ejic.201500770
Rights: © 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
Fulltext Permission: none
Fulltext Availability: No Fulltext
Appears in Collections:SPMS Journal Articles

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