Synthesis and Biological Activity of Octaketides from the Cytosporone Family. Issue 10 (7th July 2017)

• Record Type: Journal Article
• Authors: von Delius, Max; Le, Christine M.; Ellinger, Bernhard; Kuzikov, Maria; Gul, Sheraz; Dong, Vy M.
• Is Part Of: Israel journal of chemistry. Volume 57:Issue 10/11(2017)
• Page Start: 975
• Page End: 981
• Publication Date: 2017-07-07
• Subjects: C−H activation -- alkene hydroacylation -- homogeneous catalysis -- natural products -- biological activity; Chemistry -- Periodicals; 540.5
• DOI: 10.1002/ijch.201700023
• Languages: English
• ISSNs: 0021-2148

Abstract

Abstract: Cytosporone B and its simple analogues (e. g., amoitone B) were recently identified as unique agonists for nuclear orphan receptor Nur77. In this study, we have developed an aldehyde C‐H activation method for preparing natural and designer analogues from the cytosporone family. In addition, a comprehensive investigation of the compounds' biological activities and pharmacological liabilities has been conducted and new structure activity relationships (SAR) were derived from the data. Most notably, we found that increased cytotoxicity can be obtained by virtue of fluorine substitution on the hydrophobic acyl chain. Abstract :