title: Antiplatelet activities of newly synthesized derivatives of piperlongumine.
abstract: Piperlongumine, a pyridone alkaloid isolated from Piper longum L., exhibited a potential inhibitory effect on washed rabbit platelet aggregation induced by collagen, arachidonic acid (AA) and platelet activating factor (PAF), without any inhibitory effect on that induced by thrombin. Piperlongumine was used as a lead compound for the synthesis of new antiplatelet agents. Seven synthetic compounds were newly synthesized from 3,4,5-trimethoxycinnamic acid (TMCA). They were 1-piperidin-1-yl-3-(3,4,5-trimethoxy-phenyl)prop-2-en-1-one (1'), 1-morpholin-4-yl-3-(3,4,5-trimethoxyphenyl)prop-2-en-1-one (2'), 1-(3,5-dimethylpiperidin-1-yl)-3-(3,4,5-trimethoxyphenyl)prop-2-en-1-one (3'), 1-(2-methylpiperidin-1-yl)-3-(3,4,5-tri-methoxyphenyl)prop-2-en-1-one (4'), 1-(3-hydroxypiperidin-1-yl)-3-(3,4,5-trimethoxyphenyl)- prop-2-en-1-one (5'), 1-[3-(3,4,5-tri-methoxyphenyl) acryloyl]-piperidin-2-one (6') and ethyl 1-[3-(3,4,5-trimethoxyphenyl)-acryloyl]piperidine-4-carboxylate (7'). Among those seven synthetic derivatives, 1-(3,5-dimethylpiperidin-1-yl)-3-(3,4,5-trimethoxyphenyl)prop-2-en-1-one (3') had the most inhibitory effect on platelet aggregation induced by collagen, AA and PAF.
authors.affiliation: Institute of Ecological Phytochemistry, Hankyong National University, Ansung-City, Kyonggi-Do 456-749, Korea.
authors.forename: Byeoung-Soo
authors.initials: BS
authors.lastname: Park
authors.forename: Dong-Ju
authors.initials: DJ
authors.lastname: Son
authors.forename: Won-Sik
authors.initials: WS
authors.lastname: Choi
authors.forename: Gary R
authors.initials: GR
authors.lastname: Takeoka
authors.forename: Sung Ok
authors.initials: SO
authors.lastname: Han
authors.forename: Tae-Wan
authors.initials: TW
authors.lastname: Kim
authors.forename: Sung-Eun
authors.initials: SE
authors.lastname: Lee
mesh_terms: D000818:Animals; D004148:Dioxolanes / Q000737:chemistry / Q000494:pharmacology*; D066298:In Vitro Techniques; D008297:Male; D010975:Platelet Aggregation Inhibitors / Q000737:chemistry / Q000494:pharmacology*; D011817:Rabbits; D013057:Spectrum Analysis / Q000379:methods; D010881:Piperidones
chemical_list: D004148:Dioxolanes; D010975:Platelet Aggregation Inhibitors; C498077:piperlongumine; D010881:Piperidones