title: Inhibitory effects of maesanin and analogs on arachidonic acid metabolizing enzymes.
abstract: The substituted 1,4-benzoquinone, maesanin (1), is a potent 5-lipoxygenase (5-LO) inhibitor present in the fruit of Maesa lanceolata Forssk. Thirteen natural, synthetic, semisynthetic, and microbially transformed analogs of 1 were tested for their in vitro inhibition of 5-lipoxygenase (5-LO) and cyclooxygenase-1 (COX-1). Maesanin was the most active 5-LO inhibitor. All other analogs were inactive or less active than the natural products as 5-LO inhibitors. None of the tested compounds was strongly active in the COX-1 inhibition assay.
authors.forename: E A
authors.initials: EA
authors.lastname: Abourashed
authors.forename: I
authors.initials: I
authors.lastname: Muhammad
authors.forename: M
authors.initials: M
authors.lastname: Resch
authors.forename: R
authors.initials: R
authors.lastname: Bauer
authors.forename: F S
authors.initials: FS
authors.lastname: el-Feraly
authors.forename: C D
authors.initials: CD
authors.lastname: Hufford
mesh_terms: D000818:Animals; D001094:Arachidonate 5-Lipoxygenase / Q000378:metabolism; D001095:Arachidonic Acids / Q000378:metabolism*; D016227:Benzoquinones / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D051545:Cyclooxygenase 1; D015232:Dinoprostone / Q000378:metabolism; D005638:Fruit / Q000737:chemistry; D007527:Isoenzymes / Q000037:antagonists & inhibitors* / Q000378:metabolism; D007962:Leukocytes / Q000187:drug effects / Q000201:enzymology; D016859:Lipoxygenase Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D008297:Male; D015394:Molecular Structure; D010946:Plants, Medicinal / Q000737:chemistry*; D011451:Prostaglandin-Endoperoxide Synthases / Q000378:metabolism; D012669:Seminal Vesicles / Q000187:drug effects / Q000201:enzymology; D012756:Sheep; D013552:Swine
chemical_list: D001095:Arachidonic Acids; D016227:Benzoquinones; D007527:Isoenzymes; D016859:Lipoxygenase Inhibitors; C064887:maesanin; D001094:Arachidonate 5-Lipoxygenase; D051545:Cyclooxygenase 1; D011451:Prostaglandin-Endoperoxide Synthases; D015232:Dinoprostone