Anti-inflammatory Biphenyls and Dibenzofurans from Rhaphiolepis indica

J Nat Prod. 2010 Oct 22;73(10):1628-31. doi: 10.1021/np100200s. Epub 2010 Sep 14.

Abstract

Bioassay-guided fractionation of the methanolic extract of the roots of Rhaphiolepis indica var. tashiroi afforded four new dibenzofurans, 2-hydroxy-3,4,6-trimethoxydibenzofuran (1), 2-hydroxy-3,4,9-trimethoxydibenzofuran (2), 2-hydroxy-3,4,6,9-tetramethoxydibenzofuran (3), and 1,2-methylenedioxy-3,4,6-trimethoxydibenzofuran (4), two new biphenyls, 3-hydroxy-2',5-dimethoxybiphenyl (5) and 2',3-dihydroxy-5-methoxybiphenyl (6), and 3-hydroxy-5-methoxybiphenyl (7). Among the isolates, 3, 5, and 6 exhibited inhibitory effects on N-formyl-methionyl-leucyl-phenylalanine (fMLP)-induced superoxide production, with in vitro IC50 values < 8.36 μM.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Inflammatory Agents / chemistry
  • Anti-Inflammatory Agents / isolation & purification*
  • Anti-Inflammatory Agents / pharmacology*
  • Benzofurans / chemistry
  • Benzofurans / isolation & purification*
  • Benzofurans / pharmacology*
  • Biphenyl Compounds / chemistry
  • Biphenyl Compounds / isolation & purification*
  • Biphenyl Compounds / pharmacology*
  • Humans
  • Inhibitory Concentration 50
  • Molecular Structure
  • N-Formylmethionine Leucyl-Phenylalanine / pharmacology
  • Neutrophils / drug effects
  • Nuclear Magnetic Resonance, Biomolecular
  • Plant Roots / chemistry
  • Rosaceae / chemistry*
  • Superoxides
  • Taiwan

Substances

  • Anti-Inflammatory Agents
  • Benzofurans
  • Biphenyl Compounds
  • Superoxides
  • diphenyl
  • N-Formylmethionine Leucyl-Phenylalanine
  • dibenzofuran