Effects of 6-(10-hydroxydecyl)-2,3-dimethoxy-5-methyl-1,4-benzoquinone (idebenone) and related benzoquinones on porcine pancreas phospholipase A2 activity.
6-(10-Hydroxydecyl)-2,3-dimethoxy-5-methyl-1,4-benzoquinone (idebenone) has been found to have a membrane-stabilizing activity in studies using lysosomes. Using dimyristoyl L-alpha-phosphatidylcholine (DMPC) as a substrate, the effects of idebenone and related benzoquinones on phospholipid digestion by phospholipase A2 (PLA2) was investigated. Free myristic acid, released from DMPC upon PLA2 treatment, was anthrylmethylated with 9-anthryldiazomethane (ADAM) and determined by reversed-phase HPLC. Idebenone and a related benzoquinone, 2,3-dimethoxy-5-methyl-6-(10-morpholinodecyl)-1, 4-benzquinone hydrochloride (QS-10.Mor), inhibited the hydrolysis of the substrate with PLA2 in a dose-dependent manner. It is suggested that the effect of idebenone on PLA2, in addition to its antioxidant activity lipid peroxidation, can be attributed to membrane-stabilizing activity.
D000818:Animals; D016227:Benzoquinones / Q000494:pharmacology*; D002851:Chromatography, High Pressure Liquid; D004134:Dimyristoylphosphatidylcholine / Q000378:metabolism; D004546:Elapid Venoms / Q000201:enzymology; D005227:Fatty Acids / Q000378:metabolism; D015227:Lipid Peroxidation / Q000187:drug effects; D010179:Pancreas / Q000737:chemistry / Q000187:drug effects / Q000201:enzymology*; D010741:Phospholipases A / Q000037:antagonists & inhibitors*; D054467:Phospholipases A2; D010743:Phospholipids / Q000737:chemistry; D013552:Swine; D014451:Ubiquinone / Q000031:analogs & derivatives
D016227:Benzoquinones; D004546:Elapid Venoms; D005227:Fatty Acids; D010743:Phospholipids; D014451:Ubiquinone; D010741:Phospholipases A; D054467:Phospholipases A2; C036619:idebenone; D004134:Dimyristoylphosphatidylcholine