Bruguiesulfurol, a new sulfur compound from Bruguiera gymnorrhiza

  • Sudarat Homhual
  • , Hongjie ZHANG
  • , Nuntavan Bunyapraphatsara*
  • , Tamara P. Kondratyuk
  • , Bernard D. Santarsiero
  • , Andrew D. Mesecar
  • , Angkana Herunsalee
  • , Wongsatit Chaukul
  • , John M. Pezzuto
  • , Harry H.S. Fong
  • *Corresponding author for this work

Research output: Contribution to journalJournal articlepeer-review

34 Citations (Scopus)

Abstract

A new cyclic 4-hydroxy-dithiosulfonato, bruguiesulfurol (1), as well as two known 4-hydroxydithiolane 1-oxides, brugierol (2) and isobrugierol (3) were isolated from the flowers of Bruguiera gymnorrhiza. With stably-transfected HepG2 cells, the three isolates activated antioxidant response element (ARE) luciferase activation with (EC50) values of 56.7, 3.7 and 1.8 μM, respectively. Compounds 2 and 3 also inhibited phorbol ester-induced NF-κB (nuclear factor-κB) luciferase activity with IC50 values of 85.0 and 14.5 μM, respectively. In addition, compound 2 inhibited enzyme cyclooxygenase-2 (COX-2) activity with an IC50 value of 6.1 μM. The structures of these isolates were determined by spectral data, and that of compound 1 was confirmed by X-ray crystallographic analysis.

Original languageEnglish
Pages (from-to)255-260
Number of pages6
JournalPlanta Medica
Volume72
Issue number3
DOIs
Publication statusPublished - Feb 2006

User-Defined Keywords

  • ARE induction
  • Bruguiera gymnorrhiza
  • Bruguiesulfurol
  • COX-1
  • COX-2
  • Dithiosulfonate
  • NF-κB inhibition
  • NMR
  • Rhizophoraceae
  • X-ray

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