Unusual Nitrogenous Phenalenone Derivatives from the Marine-Derived Fungus Coniothyrium cereale.

Molecules

Institut de Chimie de Nice (ICN), Faculté des Sciences, Université Nice Sophia Antipolis, UMR CNRS 7272, Parc Valrose, Nice 06108 Cedex 02, France.

Published: February 2016

The new phenalenone metabolites 1, 2, 4, and 6 were isolated from the marine-derived endophytic fungus Coniothyrium cereale, in addition to the ergostane-type sterol (3) and entatrovenetinone (5). Compounds 1 and 2 represent two unusual nitrogen-containing compounds, which are composed of a sterol portion condensed via two bonds to phenalenone derivatives. Compound 6, which contains unprecedented imine functionality between two carbonyl groups to form a oxepane -imine-dione ring, exhibited a moderate cytotoxicity against K562, U266, and SKM1 cancer cell lines. Moreover, molecular docking studies were done on estrogen receptor α-ligand binding domain (ERα-LBD) to compounds 1 and 2 to correlate with binding energies and affinities calculated from molecular docking to the anti-proliferative activity.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC6273853PMC
http://dx.doi.org/10.3390/molecules21020178DOI Listing

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