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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 J., Tizzard, Graham J., Coles, Simon J., Bingham, John P., Hartley, John A., 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 (print) 1520-6041 (online)

Full text not available from this repository.
Official URL: http://dx.doi.org/10.1021/om200278j

Abstract

1,3-Dihydro-2H-indol-2-one (1) undergoes microwave-mediated Knoevenagel condensations with 1,2,3,4,5-pentaphenylferrocene carboxaldehyde (2b) or (η4-tetraphenylcyclobutadiene)(η5-cyclopentadienylcarboxaldehyde)cobalt (2c) to afford 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
Uncontrolled Keywords: metallocene, kinase inhibitor, 3-Methylidene-Oxindoles
Subjects: R Medicine > RM Therapeutics. Pharmacology
School / Department / Research Groups: School of Science
School of Science > Department of Pharmaceutical, Chemical & Environmental Sciences
Related URLs:
Last Modified: 10 Jan 2013 13:06
URI: http://gala.gre.ac.uk/id/eprint/5842

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