Synthesis, X-ray crystal structure and tubulin-binding properties of a benzofuran analogue of the potent cytotoxic agent combretastatin A4

Authors
Banwell, MG Flynn, BL Willis, AC Hamel, E
Citation
Mg. Banwell et al., Synthesis, X-ray crystal structure and tubulin-binding properties of a benzofuran analogue of the potent cytotoxic agent combretastatin A4, AUST J CHEM, 52(8), 1999, pp. 767-774
Citations number
44
Categorie Soggetti
Chemistry
Journal title
AUSTRALIAN JOURNAL OF CHEMISTRY
ISSN journal
00049425 → ACNP
Volume
52
Issue
8
Year of publication
1999
Pages
767 - 774
Database
ISI
SICI code
0004-9425(1999)52:8<767:SXCSAT>2.0.ZU;2-E
Abstract
The benzofuran (4), a ring-fused analogue of the potent antimitotic agent c ombretastatin A4 (1), has been prepared by a convergent route involving 5-e ndo-dig iodocyclization of o-hydroxytolan (5) as the key step. Compound (4) , which has been characterized crystallographically as well as spectroscopi cally, is inactive as a tubulin-binding agent.