Elsevier

Tetrahedron Letters

Volume 49, Issue 45, 3 November 2008, Pages 6398-6400
Tetrahedron Letters

Chaetominedione, a new tyrosine kinase inhibitor isolated from the algicolous marine fungus Chaetomium sp.

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Abstract

A marine fungal isolate, identified as Chaetomium sp., was cultivated and found to produce a novel benzonaphthyridinedione derivative, chaetominedione (1). In addition to the known fungal metabolites, 2-furancarboxylic acid (2) and 5-(hydroxymethyl)-2-furancarboxylic acid (3) were obtained. The structures of all the compounds were determined based on extensive spectroscopic measurements (1D and 2D NMR, MS, UV, and IR). The total extract and compound 1 had significant inhibitory activity toward p56lck tyrosine kinase (18.7% and 93.6% enzyme inhibition at 200 μg/mL, respectively).

Graphical abstract

The novel benzonaphthyridinedione derivative, chaetominedione, has significant inhibitory activity toward p56lck tyrosine kinase (93.6% enzyme inhibition at 200 μg/mL).

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Acknowledgments

The author wishes to express his sincere thanks to Professor G. M. König, Institute of Pharmaceutical Biology, Bonn, Germany, for the fungal strain and for performing the spectral analysis. This project is part of the DAAD project bioactive metabolites from marine derived fungi, Project code 134.104401.212.

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