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 journalArticlepeer-review

28 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

Scopus Subject Areas

  • Analytical Chemistry
  • Molecular Medicine
  • Pharmacology
  • Pharmaceutical Science
  • Drug Discovery
  • Complementary and alternative medicine
  • Organic Chemistry

User-Defined Keywords

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

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