Dalton Transactions (Print Edition) 2009-02-14

Structural and biological investigation of ferrocene-substituted 3-methylidene-1,3-dihydro-2H-indol-2-ones.

John Spencer, Andrew P Mendham, Arun K Kotha, Simon C W Richardson, Elizabeth A Hillard, Gérard Jaouen, Louise Male, Michael B Hursthouse

Index: Dalton Trans. (6) , 918-21, (2009)

Full Text: HTML

Abstract

The Knoevenagel condensation of 1,3-dihydro-2H-indol-2-one with ferrocene carboxaldehyde afforded an approximate 2:1 mixture of the geometrical isomers (E)- and (Z)-3-ferrocenylmethylidene-1,3-dihydro-2H-indol-2-one respectively in an overall 67% yield; the air and solution-stable isomers were readily separated by preparative thin layer chromatography and their structures were unequivocally elucidated in solution, by (1)H NMR spectroscopy, and in the solid phase, by X-ray crystallography; both isomers of displayed in vitro toxicity against B16 melanoma and Vero cell lines in the micromolar range and inhibited the kinase VEGFR-2 with IC(50) values of ca. 200 nM.

Related Compounds

  • Ferrocenecarboxald...

Related Articles:

Photocytotoxic oxovanadium(IV) complexes of ferrocenyl-terpyridine and acetylacetonate derivatives.

2015-03-06

[Eur. J. Med. Chem. 92 , 332-41, (2015)]

Interaction of ferrocene appended Ru(II), Rh(III) and Ir(III) dipyrrinato complexes with DNA/protein, molecular docking and antitumor activity.

2014-09-12

[Eur. J. Med. Chem. 84 , 17-29, (2014)]

A carbon nanotube/poly [Ni-(Protoporphyrin IX)] composite for amperometric detection of long chain aliphatic amines.

2015-08-01

[Bioelectrochemistry 104 , 51-7, (2015)]

New zinc(II)-based catalyst for asymmetric azomethine ylide cycloaddition reactions.

2006-10-12

[Org. Lett. 8 , 4687, (2006)]

Antileishmanial activity of quinazoline derivatives: synthesis, docking screens, molecular dynamic simulations and electrochemical studies.

2015-03-06

[Eur. J. Med. Chem. 92C , 314-331, (2014)]

More Articles...