Document Type
Article
Abstract
Bioactivity-guided fractionation of metabolites from the crinoid Holopus rangii led to the discovery of two new phenanthroperylenequinone derivatives, gymnochromes E (1) and F (2). Gymnochrome E showed cytotoxic activity toward the NCI/ADR-Res with an IC50 of 3.5 μM. It also inhibited histone deacetylase-1 with an IC50 of 3.3 μM. Gymnochrome F was a moderate inhibitor of myeloid cell leukemia sequence 1 (MCL-1) binding to Bak. Two anthraquinone metabolites, emodic acid (4) and its new bromo derivative (5), were also isolated from the crinoid and show remarkable similarity to the phenanthroperylenequinone core, suggesting that these metabolites share the same polyketide biosynthetic pathway.
DOI
10.1021/np900526y (doi)
Publication Date
2010
Recommended Citation
This document is the accepted manuscript version of a published work that appeared in final form in Journal of Natural Products after peer review and technical editing by the publisher. To access the final edited and published work see http://dx.doi.org/10.1021/np900526y. This article may be cited as: Wangun, H. V. K., Wood, A., Fiorilla, C., Reed, J. K., McCarthy, P. J., Wright, A. E. (2010). Gymnochromes E and F, cytotoxic phenanthroperylenequinones from a deep-water crinoid, Holopus rangii. Journal of Natural Products, 73(4), 712-715. doi:10.1021/np900526y
Comments
Florida Atlantic University. Harbor Branch Oceanographic Institute contribution #1799. Florida Atlantic University. Harbor Branch Oceanographic Institute contribution #1821.