Size does matter. Sterically demanding metallocene-substituted 3-methylidene-oxindoles exhibit poor kinase inhibitory action

Spencer, John, Amin, Jahangir, Coxhead, Peter, McGeehan, John, Richards, Christopher, Tizzard, Graham, Coles, Simon, Bingham, John, Hartley, John, Feng, Li, Meggers, Eric and Guille, Matthew (2011) Size does matter. Sterically demanding metallocene-substituted 3-methylidene-oxindoles exhibit poor kinase inhibitory action. Organometallics, 30 (11). pp. 3177-3181. ISSN 0276-7333

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Abstract

1,3-Dihydro-2H-indol-2-one (1) undergoes microwave-mediated Knoevenagel condensations with 1,2,3,4,5- pentaphenylferrocene carboxaldehyde (2b) or (? 4 -tetraphenylcyclobutadiene)(? 5 -cyclopentadienylcarboxaldehyde)cobalt (2c) to a?ord metallocene-substituted 3-methylidene-1,3-dihydro-2H-indol-2-one 4 or 5, respectively, in excellent yields as separable E,Z-stereoisomeric mixtures. Both 4 and 5 exhibited poor kinase inhibition and no appreciable cytotoxicity toward a leukemia cell line, attributed to the steric bulk of the metallocene substituents.

Item Type: Article
Schools and Departments: School of Life Sciences > Chemistry
Subjects: Q Science
Depositing User: Deeptima Massey
Date Deposited: 22 Oct 2012 11:13
Last Modified: 22 Oct 2012 11:13
URI: http://sro.sussex.ac.uk/id/eprint/41262
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