• Journal of the Optical Society of Korea
• /
• v.14 no.4
• /
• pp.403-408
• /
• 2010

The acoustic properties of anti-inflammatory egonol were investigated by using micro-Brillouin scattering spectroscopy, by use of a 6-pass tandem Fabry-Perot interferometer and an optical microscope specially modified for spectroscopic purposes. The measured Brillouin spectrum was composed of a central peak centered at zero and a Brillouin doublet arising from the longitudinal acoustic waves, i.e. propagating density fluctuations. For the first time, the glass transition of egonol was identified to be about $5^{\circ}C$ at which the Brillouin peak position and the half width showed abrupt changes. The substantial damping of acoustic phonons of egonol near the glass transition temperature indicated that the contribution of internal relaxation processes such as small-amplitude librations of side chains to the damping of acoustic phonons may be substantial depending on the internal structure of molecules.

• Archives of Pharmacal Research
• /
• v.23 no.5
• /
• pp.438-440
• /
• 2000

The total synthesis of a demethoxy-egonol isolated from Styrax obassia, 5-(3-hydroxypropyl)-2-(3',4'-methylenedioxyphenyl)benzofuran (9), is described. The key steps involve the construction of a 2-arylbenzofuran skeleton 7 from methyl 3-(4-hydroxyphenyl)propionate with 2-chloro-2-methylthio-(3',4'-methylenedioxy) acetophenone (6) in the presence of ZnCl$_2$ and successive desulfurization of the resulting product 7.

• Bulletin of the Korean Chemical Society
• /
• v.29 no.8
• /
• pp.1594-1596
• /
• 2008

• Bulletin of the Korean Chemical Society
• /
• v.28 no.10
• /
• pp.1874-1876
• /
• 2007

• Bulletin of the Korean Chemical Society
• /
• v.31 no.4
• /
• pp.965-970
• /
• 2010

An efficient and practical preparation of 2-arylbenzo[b]furan molecules including natural egonol, XH-14, ailanthoidol, and unnatural derivatives is demonstrated using Sonogashira coupling, iodine induced cyclization and Wittig reaction. Anti-inflammatory effects of the prepared benzo[b]furans were examined in lipopolysaccharide (LPS)-stimulated RAW 264-7 macrophages. The results showed that ailanthoidol, XH-14 and three other unnatural derivatives (9-10, 13) inhibited significantly the production of inflammatory mediator nitric oxide without showing cytotoxicity.