These authors contributed equally to this work.
Calmodulin Inhibitors from Aspergillus stromatoides
Article first published online: 13 MAR 2013
Copyright © 2013 Verlag Helvetica Chimica Acta AG, Zürich
Chemistry & Biodiversity
Volume 10, Issue 3, pages 328–337, March 2013
How to Cite
González-Andrade, M., Del Valle, P., Macías-Rubalcava, M. ;L., Sosa-Peinado, A., Del Carmen González, M. and Mata, R. (2013), Calmodulin Inhibitors from Aspergillus stromatoides. Chemistry & Biodiversity, 10: 328–337. doi: 10.1002/cbdv.201200321
- Issue published online: 13 MAR 2013
- Article first published online: 13 MAR 2013
- Manuscript Received: 13 SEP 2012
- Aspergillus stromatoides;
- Marine fungi;
- X-Ray crystallography
An organic extract was prepared from the culture medium and mycelia of the marine fungus Aspergillus stromatoides Raper & Fennell. The extract was fractionated via column chromatography, and the resulting fractions were tested for their abilities to quench the fluorescence of the calmodulin (CaM) biosensor hCaM M124C-mBBr. From the active fraction, emodin (1) and ω-hydroxyemodin (2) were isolated as CaM inhibitors. Anthraquinones 1 and 2 quenched the fluorescence of the hCaM M124C-mBBr biosensor in a concentration-dependent manner with Kd values of 0.33 and 0.76 μM, respectively. The results were compared with those of chlorpromazine (CPZ), a classical inhibitor of CaM, with a Kd value of 1.25 μM. Docking analysis revealed that 1 and 2 bind to the same pocket of CPZ. The CaM inhibitor properties of 1 and 2 were correlated with some of their reported biological properties. Citrinin (3), methyl 8-hydroxy-6-methyl-9-oxo-9H-xanthene-1-carboxylate (4), and coniochaetone A (5) were also isolated in the present study. The X-ray structure of 5 is reported for the first time.