Water-Soluble Rhenium Phosphine Complexes Incorporating the Ph2C(X) Motif (X = O-, NH-): Structural and Cytotoxicity Studies

Alshamrani, AF; Prior, TJ; Burke, BP; Roberts, DP; Archibald, SJ; Higham, LJ; Stasiuk, G; Redshaw, C

doi:10.1021/acs.inorgchem.9b03239

Water-Soluble Rhenium Phosphine Complexes Incorporating the Ph₂C(X) Motif (X = O^-, NH^-): Structural and Cytotoxicity Studies

Lookup NU author(s): Dr Lee Higham ORCiD

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Abstract

Reaction of [ReOCl3(PPh3)2] or [ReO2I(PPh3)2] with 2,2'-diphenylglycine (dpgH2) in refluxing ethanol afforded the air-stable complex [ReO(dpgH)(dpg)(PPh3)] (1). Treatment of [ReO(OEt)I2(PPh3)2] with 1,2,3-triaza-7-phosphaadamantane (PTA) afforded the complex [ReO(OEt)I2(PTA)2] (2). Reaction of [ReOI2(PTA)3] with dpgH2 led to the isolation of the complex [Re(NCPh2)I2(PTA)3]·0.5EtOH (3·0.5EtOH). A similar reaction but using [ReOX2(PTA)3] (X = Cl, Br) resulted in the analogous halide complexes [Re(NCPh2)Cl2(PTA)3]·2EtOH (4·2EtOH) and [Re(NCPh2)(PTA)3Br2]·1.6EtOH (5·1.6EtOH). Using benzilic acid (2,2'-diphenylglycolic acid, benzH) with 2 afforded the complex [ReO(benz)2(PTA)][PTAH]·EtOH (6·EtOH). The potential for the formation of complexes using radioisotopes with relatively short half-lives suitable for nuclear medicine applications by developing conditions for [Re(NCPh2)(dpg)I(PTA)3] (7)[ReO4]- in a 4 h time scale was investigated. A procedure for the technetium analog of complex [Re(NCPh2)I2(PTA)3] (3) from 99mTc[TcO4]- was then investigated. The molecular structures of 1-7 are reported; complexes 3-7 have been studied using in vitro cell assays (HeLa, HCT116, HT-29, and HEK 293) and were found to have IC50 values in the range of 29-1858 μM.

Publication metadata

Author(s): Alshamrani AF, Prior TJ, Burke BP, Roberts DP, Archibald SJ, Higham LJ, Stasiuk G, Redshaw C

Publication type: Article

Publication status: Published

Journal: Inorganic Chemistry

Year: 2020

Volume: 59

Issue: 4

Pages: 2367-2378

Print publication date: 17/02/2020

Online publication date: 27/01/2020

Acceptance date: 05/11/2019

Date deposited: 29/04/2020

ISSN (print): 0020-1669

ISSN (electronic): 1520-510X

Publisher: American Chemical Society

URL: https://doi.org/10.1021/acs.inorgchem.9b03239

DOI: 10.1021/acs.inorgchem.9b03239

PubMed id: 31984731

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