New steroids with a rearranged skeleton as (h)P300 inhibitors from the sponge Theonella swinhoei

TitleNew steroids with a rearranged skeleton as (h)P300 inhibitors from the sponge Theonella swinhoei
Publication TypeJournal Article
Year of Publication2014
AuthorsGong J., Sun P., Jiang N., Riccio R., Lauro G., Bifulco G., Li T.J, Gerwick WH, Zhang W.
JournalOrganic Letters
Volume16
Pagination2224-2227
Date Published2014/04
Type of ArticleArticle
ISBN Number1523-7060
Accession NumberWOS:000334823600039
Keywords4-methylene sterols; absolute-configuration; macrolides; marine origin; secosteroids
Abstract

Swinhoeisterols A (1) and B (2), two novel sterols with an unprecedented 6/6/5/7 ring system, were isolated from the sponge Theonella swinhoei. The structures and absolute configurations were elucidated by spectroscopic analysis, X-ray single-crystal diffraction, modified Mosher's method, and TDDFT/ECD calculations. The cytotoxicity of these compounds toward A549 and MG-63 cells encourages studies on their potential target using an inverse virtual screening approach. The predicted inhibitor of h(p300) was corroborated by an in vitro biological test.

DOI10.1021/ol5007345
Short TitleOrg. Lett.
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