Hypoxia-inducible factor-1 and nuclear factor-κB inhibitory meroterpene analogues of bakuchiol, a constituent of the seeds of Psoralea corylifolia

Cheng Zhu Wu, Seong Su Hong, Xing Fu Cai, Nguyen Tien Dat, Ji Xing Nan, Bang Yeon Hwang, Jung Joon Lee, Dongho Lee

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25 Citations (Scopus)

Abstract

Two new meroterpenoids, 12,13-dihydro-12,13-dihydroxybakuchiol (2) and (12′S)-bisbakuchiol C (3), were isolated from the seeds of Psoralea corylifolia L. (Fabaceae). The structures of 2 and 3 were elucidated by spectroscopic and chemical methods. Six meroterpenoids isolated from P. corylifolia and three semi-synthetic analogues were evaluated for HIF-1 and NF-κB inhibition, and O-methyl and O-ethylbakuchiols (6 and 7) inhibited HIF-1 and NF-κB activation without significantly decreasing the viability of the AGS and HeLa cells, respectively.

Original languageEnglish
Pages (from-to)2619-2623
Number of pages5
JournalBioorganic and Medicinal Chemistry Letters
Volume18
Issue number8
DOIs
Publication statusPublished - 2008 Apr 15

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Keywords

  • Fabaceae
  • Hypoxia-inducible factor-1
  • Meroterpenoids
  • Nuclear factor-κB
  • Psoralea corylifolia

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Biology
  • Organic Chemistry
  • Drug Discovery
  • Pharmaceutical Science

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