Synthesis, structure, and cytotoxicity studies of oxidovanadium(IV and V) complexes bearing chelating phenolates

Miller-Shakesby, David M.; Nigam, Shubhanchi; Brookfield, Adam; McInnes, Eric J.L.; Prior, Timothy J.; Archibald, Stephen J.; Redshaw, Carl

Abstract

The interaction of [VO(acac)2] with 2,6-bis(hydroxymethyl)-4-methylphenol (L1H3) or 6,6/-methylenebis(4-tert-butyl-2-(hydroxymethyl)phenol) (L2H4) in refluxing toluene afforded, following work-up in ethanol, the complexes [VOL1]2 (1) and {[VO(acac)(HOEt)](VO)L2]}2 (2), respectively. Use of 4-[3,5-bis(2-hydroxyphenyl)-1,2,4-triazol-1-yl]benzoic acid (L3H2) or 4-[3,5-bis(2-hydroxyphenyl)-1,2,4-triazol-1-yl]benzosulfonic acid (L4H2) with [VOCl3] in refluxing acetonitrile, followed by methanol and THF work-up, afforded the complexes [Et3NH][VO(OMe)L3]2 (3) and [Et3NH][VO(OMe)L4]2 (4), respectively. The interaction of [VOSO4] and L3H2 in refluxing acetonitrile afforded, with extraction into methanol, the complex [VO(OMe)L3]2 (5). The molecular structures of 2, 3 and 5 have been determined; the structure of 1 has been reported previously. The complexes in this study have been determined to be of low toxicity using in vitro cell assays with 50% cytotoxicity values (CC50) values in the range 56 – 126 µM.

Citation

Miller-Shakesby, D. M., Nigam, S., Brookfield, A., McInnes, E. J., Prior, T. J., Archibald, S. J., & Redshaw, C. (2019). Synthesis, structure, and cytotoxicity studies of oxidovanadium(IV and V) complexes bearing chelating phenolates. Polyhedron, 171, 1-9. https://doi.org/10.1016/j.poly.2019.06.051

• Journal Article Type: Article
• Acceptance Date: Jun 26, 2019
• Online Publication Date: Jul 5, 2019
• Publication Date: Oct 1, 2019
• Deposit Date: Jul 30, 2019
• Publicly Available Date: Jul 6, 2020
• Journal: Polyhedron
• Print ISSN: 0277-5387
• Publisher: Elsevier
• Peer Reviewed: Peer Reviewed
• Volume: 171
• Pages: 1-9
• DOI: https://doi.org/10.1016/j.poly.2019.06.051
• Keywords: Vanadium; Phenolates; Chelates, crystal structures; Cytotoxicity
• Public URL: https://hull-repository.worktribe.com/output/2261340
• Publisher URL: https://www.sciencedirect.com/science/article/pii/S0277538719304620?via%3Dihub
• Additional Information: ©2019, Elsevier. This manuscript version is made available under the CC-BY-NC-ND 4.0 license http://creativecommons.org/licenses/by-nc-nd/4.0/
• Contract Date: Aug 5, 2019