Synthesis of DFGH-ring derivatives of physalins via one-pot construction of GH-ring and evaluation of their NF-κB-inhibitory activity

Amakoto Yoritate, Yuki Morita, Manuel Gemander, Masaki Morita, Tomohiro Yamashita, Mikiko Sodeoka, Go Hirai

Research output: Contribution to journalArticlepeer-review

Abstract

We designed and synthesized a series of derivatives containing the right-side DFGH-ring structure of physalin-type natural products, decorated with a hydrophobic substituent. The synthetic scheme utilizes a highly efficient, one-pot protocol for simultaneous construction of the GH-ring system, promoted by HF/pyridine. Among the compounds synthesized, 5d inhibited TNF-α-stimulated NF-κB activation with similar potency to physalin B.

Original languageEnglish
Pages (from-to)8877-8881
Number of pages5
JournalOrganic letters
Volume22
Issue number22
DOIs
Publication statusPublished - Nov 20 2020

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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