Tubulin-binding dibenz[c,e]oxepines: Part 2.1 Structural variation and biological evaluation as tumour vasculature disrupting agents

Hadfield, JA, Rossington, SB, Wallace, TW, Shnyder, SD and Williams, KJ 2017, 'Tubulin-binding dibenz[c,e]oxepines: Part 2.1 Structural variation and biological evaluation as tumour vasculature disrupting agents' , Bioorganic and Medicinal Chemistry .

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Abstract

5,7-Dihydro-3,9,10,11-tetramethoxybenz[c,e]oxepin-4-ol 1, prepared from a dibenzyl ether precursor via Pd-catalysed intramolecular direct arylation, possesses broad-spectrum in vitro cytotoxicity towards various tumour cell lines, and induces vascular shutdown, necrosis and growth delay in tumour xenografts in mice at sub-toxic doses. The biological properties of 1 and related compounds can be attributed to their ability to inhibit microtubule assembly at the micromolar level, by binding reversibly to the same site of the tubulin αβ-heterodimer as colchicine 2 and the allocolchinol, N-acetylcolchinol 4.

Item Type: Article
Schools: Schools > School of Environment and Life Sciences > Biomedical Research Centre
Journal or Publication Title: Bioorganic and Medicinal Chemistry
Publisher: Elsevier
ISSN: 0968-0896
Related URLs:
Funders: UMIP
Depositing User: JA Hadfield
Date Deposited: 30 Jan 2017 09:55
Last Modified: 08 Aug 2017 20:31
URI: http://usir.salford.ac.uk/id/eprint/41266

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