Modulation of lipoxygenase activity by bacterial hopanoids.
Tetrahydroxybacteriohopane (1), a bacterial hopanoid, inhibited soybean 15-lipoxygenase with an IC50 of about 10 microM. After per-O-acetylation of 1 no inhibition of the 15-lipoxygenase was observed. Two other bacterial hopanoids, tetrahydroxybacteriohopane glucosamine (2) and tetrahydroxybacteriohopane ether (3), stimulated the activity of soybean 15-lipoxygenase. The activities of two other arachidonic acid-metabolizing enzymes, human 5-lipoxygenase and prostaglandin H synthase, were unaffected by 1.
Moreau
R A
RA
Eastern Regional Research Center, U.S. Department of Agriculture, Wyndmoor, Pennsylvania 19038, USA. rmoreau@arserrc.gov
Agnew
J
J
Hicks
K B
KB
Powell
M J
MJ
D001094:Arachidonate 5-Lipoxygenase / Q000378:metabolism; D006801:Humans; D016859:Lipoxygenase Inhibitors / Q000302:isolation & purification* / Q000494:pharmacology; D011451:Prostaglandin-Endoperoxide Synthases / Q000378:metabolism; D011994:Recombinant Proteins / Q000737:chemistry; D013025:Glycine max / Q000201:enzymology; D014315:Triterpenes / Q000302:isolation & purification* / Q000494:pharmacology; D017355:Zymomonas / Q000737:chemistry
D016859:Lipoxygenase Inhibitors; D011994:Recombinant Proteins; D014315:Triterpenes; C054760:32,33,34,35-bacteriohopanetetrol; D001094:Arachidonate 5-Lipoxygenase; D011451:Prostaglandin-Endoperoxide Synthases