Oxepinamides: Novel liver X receptor agonists from aspergillus puniceus

Xin Hua Lu, Qing Wen Shi, Zhi Hui Zheng, Ai Bing Ke, Hua Zhang, Chang Hong Huo, Ying Ma, Xiao Ren, Ye Ying Li, Jie Lin, Qin Jiang, Yu Cheng Gu, Hiromasa Kiyota

Research output: Contribution to journalArticle

20 Citations (Scopus)

Abstract

Four novel oxepin-containing pyrimidines, namely oxepinamides D-G (1-4), were isolated from cultures of Aspergillus puniceus F02Z-1744. The structures of 1-4 were elucidated by analyzing their spectroscopic data generated by 1D and 2D NMR and MS methods. The configurations of 1 and 2 were established based on single-crystal X-ray crystallographic analysis. All four compounds 1-4 showed transcriptional activation on Liver X Receptor α (LXRα) with EC 50 values of 10.6, 12.8, 13.6, and 12.1 μM, respectively. Oxepinamides D-G, which are four novel oxepin-containing pyrimidines, were isolated from cultures of Aspergillus puniceus F02Z-1744. All four compounds showed moderate transcriptional activation on LXRα (Liver X Receptor), whereas no effects were observed on FXRα, PPARα, PPARβ, PPARβ, RARα, RXRα, or ERα at concentrations of 30 μM.

Original languageEnglish
Pages (from-to)802-807
Number of pages6
JournalEuropean Journal of Organic Chemistry
Issue number4
DOIs
Publication statusPublished - Feb 1 2011
Externally publishedYes

Keywords

  • Aspergillus puniceus
  • Biological activity
  • Heterocycles
  • Natural products
  • Structure elucidation

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry

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  • Cite this

    Lu, X. H., Shi, Q. W., Zheng, Z. H., Ke, A. B., Zhang, H., Huo, C. H., Ma, Y., Ren, X., Li, Y. Y., Lin, J., Jiang, Q., Gu, Y. C., & Kiyota, H. (2011). Oxepinamides: Novel liver X receptor agonists from aspergillus puniceus. European Journal of Organic Chemistry, (4), 802-807. https://doi.org/10.1002/ejoc.201000812