Alpha-viniferin: a prostaglandin H2 synthase inhibitor from root of Carex humilis.
An inhibitor on cyclooxygenase activity of prostaglandin H2 synthase was purified from the root of Carex humilis Leyss (Cyperaceae) by a variety of column chromatographic methods. As a result of the structure analysis by FAB-mass, 1H-NMR, and 13C-NMR spectral data, the active compound was identified as (+)-alpha-viniferin, an oligomeric stilbene characterized originally from Caragana chamlagu Lamarck (Leguminosae). (+)-alpha-Viniferin exhibited a dose-dependent inhibition on cyclooxygenase activity, where 50% of inhibition (IC50) was shown at a final concentration of about 7 microM. Resveratrol, a putative building block of oligomeric stilbenes, also inhibited the cyclooxygenase activity. The inhibitory potency of (+)-alpha-viniferin was about 3- to 4-fold stronger than that of resveratrol on cyclooxygenase activity of prostaglandin H2 synthase partially purified from sheep seminal vesicles.
Lee
S H
SH
College of Pharmacy, Yeungnam University, Kyongsan, Korea.
Shin
N H
NH
Kang
S H
SH
Park
J S
JS
Chung
S R
SR
Min
K R
KR
Kim
Y
Y
D000818:Animals; D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000494:pharmacology*; D001572:Benzofurans / Q000494:pharmacology*; D016861:Cyclooxygenase Inhibitors / Q000494:pharmacology*; D066298:In Vitro Techniques; D008297:Male; D008861:Microsomes / Q000187:drug effects / Q000201:enzymology; D010936:Plant Extracts / Q000494:pharmacology*; D018517:Plant Roots; D006109:Poaceae / Q000737:chemistry; D011451:Prostaglandin-Endoperoxide Synthases / Q000378:metabolism*; D012669:Seminal Vesicles / Q000187:drug effects / Q000201:enzymology; D012756:Sheep
D000894:Anti-Inflammatory Agents, Non-Steroidal; D001572:Benzofurans; D016861:Cyclooxygenase Inhibitors; D010936:Plant Extracts; C064176:alpha-viniferin; D011451:Prostaglandin-Endoperoxide Synthases