PMID: 11731031Dec 4, 2001Paper

Studies on the inhibition of tumor cell growth and microtubule assembly by 3-hydroxy-4-[(E)-(2-furyl)methylidene]methyl-3-cyclopentene-1,2-dione, an intensively coloured Maillard reaction product

Food and Chemical Toxicology : an International Journal Published for the British Industrial Biological Research Association
Doris MarkoT Hofmann

Abstract

Very recently, 3-hydroxy-4-[(E)-(2-furyl)methylidene]methyl-3-cyclopentene-1,2-dione (1) has been successfully identified as an intensively coloured Maillard product formed from glucose and L-proline upon thermal food processing. Using a biomimetic synthetic strategy, reference material of compound 1 was prepared and purified, and then used to study its effect on the growth of human tumor cells. Compound 1 was found to potently inhibit the growth of human tumor cells in vitro. Using a reporter gene assay we could show that in growth inhibitory concentrations compound 1 effectively inhibits the phosphorylation of the transcription factor Elk-1. In addition, 1 was found to affect the microtubule skeleton. The human mammary carcinoma cell line MCF-7 exhibits a decrease of the microtubule organisation when treated for 24 h with 1 (> or =20 microM). At concentrations of 30 microM and above a loss of microtubule integrity is observed after 1 h incubation. In vitro studies demonstrated that the polymerisation and, to a minor extent, also the depolymerisation of tubulin, isolated and purified from bovine brain, is inhibited in a dose-dependent manner at concentrations of 30 microM and above. This is the first time that a non-enzymatica...Continue Reading

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Citations

Dec 19, 2003·Advances in Renal Replacement Therapy·T Henle, Toshio Miyata
Dec 22, 2015·Carbohydrate Polymers·Lionel LeclereCarine Michiels
Jul 23, 2005·Annals of the New York Academy of Sciences·Katarína SebekováVeronika Somoza
Jul 22, 2014·Angewandte Chemie·Michael Hellwig, T Henle
Jul 11, 2006·Journal of Pharmaceutical and Biomedical Analysis·José Manuel SilvánMaria Dolores Del Castillo
Oct 25, 2016·Journal of Chemical Technology and Biotechnology·Hemalata RameshJohn M Woodley
Jan 22, 2004·Journal of Agricultural and Food Chemistry·Michael Lindenmeier, Thomas Hofmann
Apr 16, 2003·Chemical Research in Toxicology·Doris MarkoThomas Hofmann

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