TY - JOUR
T1 - Constituents of the stem bark of Discopodium penninervium and their LTB4 and COX-1 and -2 inhibitory activities
AU - Wube, Abraham Abebe
AU - Wenzig, Eva-Maria
AU - Gibbons, Simon
AU - Asres, Kaleab
AU - Bauer, Rudolf
AU - Bucar, Franz
PY - 2008/2/1
Y1 - 2008/2/1
N2 - The stem bark of Discopodium penninervium afforded a withanolide, 6α,7α-epoxy-1-oxo-5α,12α,17α-trihydroxywitha-2,24-dienolide (1) and a coloratane sesquiterpene, 7α,11α-dihydroxy-4(13),8-coloratadien-12,11-olide (4) along with five known compounds, withanone (2), 5α,17β-dihydroxy-6α,7α-epoxy-1-oxowitha-2,24-dienolide (3), 7α,11α-dihydroxy-8-drimen-12,11-olide (5), withasomnine (6), and (E,Z)-9-hydroxyoctadeca-10,12-dienoic acid (7). The identity of the compounds was established on the basis of spectroscopic data analysis. All compounds were assessed for inhibition of leukotriene metabolism in an in vitro bioassay using activated human neutrophile granulocytes, and for in vitro cycloxygenase-1 and -2 inhibition from sheep cotyledons and seminal vesicles, respectively. In the leukotriene biosynthesis assay all compounds tested at a concentration of 50 μM exhibited activity with percentage inhibitions ranging from 11.5 to 36.6. The withanolide, 1, displayed a 46.4% inhibition of COX-2 and a 22.9% inhibition of LTB4 formation at 50 μM concentration. Compounds 4 and 6 inhibited LTB4 biosynthesis but showed minor inhibition of COX-1 and COX-2. The remaining compounds, on the other hand, were found to be inactive on COX enzymes.
AB - The stem bark of Discopodium penninervium afforded a withanolide, 6α,7α-epoxy-1-oxo-5α,12α,17α-trihydroxywitha-2,24-dienolide (1) and a coloratane sesquiterpene, 7α,11α-dihydroxy-4(13),8-coloratadien-12,11-olide (4) along with five known compounds, withanone (2), 5α,17β-dihydroxy-6α,7α-epoxy-1-oxowitha-2,24-dienolide (3), 7α,11α-dihydroxy-8-drimen-12,11-olide (5), withasomnine (6), and (E,Z)-9-hydroxyoctadeca-10,12-dienoic acid (7). The identity of the compounds was established on the basis of spectroscopic data analysis. All compounds were assessed for inhibition of leukotriene metabolism in an in vitro bioassay using activated human neutrophile granulocytes, and for in vitro cycloxygenase-1 and -2 inhibition from sheep cotyledons and seminal vesicles, respectively. In the leukotriene biosynthesis assay all compounds tested at a concentration of 50 μM exhibited activity with percentage inhibitions ranging from 11.5 to 36.6. The withanolide, 1, displayed a 46.4% inhibition of COX-2 and a 22.9% inhibition of LTB4 formation at 50 μM concentration. Compounds 4 and 6 inhibited LTB4 biosynthesis but showed minor inhibition of COX-1 and COX-2. The remaining compounds, on the other hand, were found to be inactive on COX enzymes.
U2 - 10.1016/j.phytochem.2007.11.001
DO - 10.1016/j.phytochem.2007.11.001
M3 - Article
VL - 69
SP - 982
EP - 987
JO - Phytochemistry
JF - Phytochemistry
SN - 0031-9422
IS - 4
ER -