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Synthesis, crystal structure, and cytotoxicity studies of titanacalix[4 and 8]arene complexes

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posted on 29.06.2018, 12:27 by David M. Miller-Shakesby, Shubhanchi Nigam, David L. Hughes, Enrique Lopez-Estelles, Mark ElsegoodMark Elsegood, Cawthorne Cawthorne, Stephen J. Archibald, Carl Redshaw
Reaction of 5,11,17,23-tetra-tert-butyl-dihydroxy-26,28-bis(2-entoxy)calix[4]arene (L(OH)2(Opentyl)2) with [TiCl4] afforded the dichlorotitanoacalix[4]arene complex [TiCl2L(O)2(Opentyl)2] (1) in good yield. Hydrolysis of 1 led to the isolation of the complex {[TiL(O)3(Opentyl)]2(-OH)(-Cl)} (2). Reaction of 49,50,51,52,53,54,55,56-octapropoxycalix[8]arene (L/(Opropyl)8) with [TiCl4] in refluxing toluene afforded, following work-up, a 35:65 mixture (3) of the complex [Ti(NCMe)Cl]2[TiCl(-O)]2L/] and the silicone grease derived complex [Ti(NCMe)Cl]2[Ti(-O)]2[OSi(CH3)2OSi(CH3)2O]L/] in which the grease replaces two chloride ligands. The molecular structures of 1∙2MeCN, 2∙7¼MeCN, and 3∙10MeCN have been determined. The complexes were studied using in vitro cell assays and were found to have CC50 values in the range 111 - 186 µM, i.e. they have low toxicity.

Funding

CR thanks the Whitelaw Frater Cancer Trust for financial support.

History

School

  • Science

Department

  • Chemistry

Published in

Dalton Transactions

Citation

MILLER-SHAKESBY, D.M. ...et al., 2018. Synthesis, crystal structure, and cytotoxicity studies of titanacalix[4 and 8]arene complexes. Dalton Transactions, 47(27), pp.8992-8999.

Publisher

© Royal Society of Chemistry

Version

AM (Accepted Manuscript)

Publisher statement

This work is made available according to the conditions of the Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International (CC BY-NC-ND 4.0) licence. Full details of this licence are available at: https://creativecommons.org/licenses/by-nc-nd/4.0/

Acceptance date

11/06/2018

Publication date

2018

Notes

This paper was accepted for publication in the journal Dalton Transactions and the definitive published version is available at https://doi.org/10.1039/c8dt01992d

ISSN

1477-9226

Language

en

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