Anti-inflammatory lanostanoids and lactone derivatives from Antrodia camphorata

J Nat Prod. 2013 Apr 26;76(4):489-94. doi: 10.1021/np300443p. Epub 2013 Mar 21.

Abstract

Four new lanostanoids, ethyl lucidenate A (1), ethyl lucidenate F (2), 15-O-acetylganolucidate A (3), and 3,11,15,23-tetraoxo-27ξ-lanosta-8,16-dien-26-oic acid (4), and two new lactone derivatives, 5-hydroxy-5-(methoxymethyl)-4-methylfuran-2(5H)-one (5) and 3-(4-methoxy-2-oxo-2H-pyran-6-yl)propanoic acid (6), together with four known compounds, 11α-hydroxy-3,7-dioxolanost-8,24(E)-dien-26- oic acid (7), 3,7,11-trioxo-5α-lanosta-8,24(E)-dien-26-oic acid (8), methyl 3,7,11,12,15,23-hexaoxo-5α-lanost-8-en-26-oate (9), and ethyl 3,7,11,12,15,23-hexaoxo-5α-lanost-8-en-26-oate (10), were characterized from Antrodia camphorata. The structures of these new compounds were determined by analysis of their spectroscopic data, including 1D and 2D NMR experiments. Ten components were evaluated for anti-inflammatory activity by examining their effect on LPS-iNOS-dependent NO production in murine macrophage (RAW 264.7) cells. Among them, compounds 1, 3, 7, 8, 9, and 10 significantly suppressed the NO concentration in LPS-treated RAW 264.7 cells with IC50 values ≤ 10 μM.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anti-Inflammatory Agents* / chemistry
  • Anti-Inflammatory Agents* / isolation & purification
  • Anti-Inflammatory Agents* / pharmacology
  • Antrodia / chemistry*
  • Lanosterol* / analogs & derivatives
  • Lanosterol* / chemistry
  • Lanosterol* / isolation & purification
  • Lanosterol* / pharmacology
  • Lipopolysaccharides / pharmacology
  • Macrophages / drug effects
  • Mice
  • Nitric Oxide / biosynthesis
  • Nuclear Magnetic Resonance, Biomolecular
  • Stereoisomerism
  • Taiwan

Substances

  • 15-O-acetylganolucidate A
  • Anti-Inflammatory Agents
  • Lipopolysaccharides
  • ethyl lucidenate A
  • Lanosterol
  • Nitric Oxide