Literature DB >> 23484593

Embellicines A and B: absolute configuration and NF-κB transcriptional inhibitory activity.

Weaam Ebrahim1, Amal H Aly, Victor Wray, Attila Mándi, Marie-Hélène Teiten, François Gaascht, Barbora Orlikova, Matthias U Kassack, Wenhan Lin, Marc Diederich, Tibor Kurtán, Abdessamad Debbab, Peter Proksch.   

Abstract

Two new metabolites, embellicines A and B (1 and 2), were isolated from the EtOAc extract of the fungus Embellisia eureka , an endophyte of the Moroccan plant Cladanthus arabicus (Asteraceae). The structures of these new compounds were determined on the basis of extensive one- and two-dimensional NMR spectroscopy as well as by high-resolution mass spectrometry. The absolute configuration of embellicine A (1) was determined by TDDFT ECD calculations of solution conformers, whereas that of embellicine B (2) was deduced based on ROESY correlations and on biogenetic considerations in comparison to 1. Both embellicines (1 and 2) are cytostatic, cytotoxic, and inhibit NF-κB transcriptional activity, indicating that inhibition of NF-κB may be a possible mechanism of action of these compounds. Embellicine B (2) was the most active compound encountered in this study and acts at nanomolar concentrations without affecting tumor microenvironment.

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Year:  2013        PMID: 23484593     DOI: 10.1021/jm400034b

Source DB:  PubMed          Journal:  J Med Chem        ISSN: 0022-2623            Impact factor:   7.446


  9 in total

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  9 in total

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