title: Synthesis of analogues of gingerol and shogaol, the active pungent principles from the rhizomes of Zingiber officinale and evaluation of their anti-platelet aggregation effects.
abstract: The present study was aimed at discovering novel biologically active compounds based on the skeletons of gingerol and shogaol, the pungent principles from the rhizomes of Zingiber officinale. Therefore, eight groups of analogues were synthesized and examined for their inhibitory activities of platelet aggregation induced by arachidonic acid, collagen, platelet activating factor, and thrombin. Among the tested compounds, [6]-paradol (5b) exhibited the most significant anti-platelet aggregation activity. It was the most potent candidate, which could be used in further investigation to explore new drug leads.
authors.affiliation: Department of Chemistry, National Cheng Kung University, Tainan 701, Taiwan. l3894106@mail.ncku.edu.tw.
authors.forename: Hung-Cheng
authors.initials: HC
authors.lastname: Shih
authors.affiliation: Department of Applied Chemistry, National Chiayi University, Chiayi 600, Taiwan. cychern@mail.ncyu.edu.tw.
authors.forename: Ching-Yuh
authors.initials: CY
authors.lastname: Chern
authors.affiliation: Department of Biotechnology, National Formosa University, Yunlin 632, Taiwan. pcckuoo@nfu.edu.tw.
authors.forename: Ping-Chung
authors.initials: PC
authors.lastname: Kuo
authors.affiliation: Department of Chemistry, National Cheng Kung University, Tainan 701, Taiwan. hope.wu@ge.com.
authors.forename: You-Cheng
authors.initials: YC
authors.lastname: Wu
authors.affiliation: Department of Biotechnology, Southern Taiwan University, Tainan 710, Taiwan. yuyichan@mail.stust.edu.tw.
authors.forename: Yu-Yi
authors.initials: YY
authors.lastname: Chan
authors.affiliation: Department of Chemistry, National Cheng Kung University, Tainan 701, Taiwan. truthloveroy@yahoo.com.tw.
authors.forename: Yu-Ren
authors.initials: YR
authors.lastname: Liao
authors.affiliation: College of Medicine, Pharmacological Institute, National Taiwan University, Taipei 100, Taiwan. cmteng@ntu.edu.tw.
authors.forename: Che-Ming
authors.initials: CM
authors.lastname: Teng
authors.affiliation: Department of Chemistry, National Cheng Kung University, Tainan 701, Taiwan. tswu@mail.ncku.edu.tw.
authors.forename: Tian-Shung
authors.initials: TS
authors.lastname: Wu
mesh_terms: D000818:Animals; D002396:Catechols / Q000138:chemical synthesis / Q000494:pharmacology*; D004305:Dose-Response Relationship, Drug; D004353:Drug Evaluation, Preclinical; D005233:Fatty Alcohols / Q000138:chemical synthesis / Q000494:pharmacology*; D020939:Zingiber officinale / Q000737:chemistry*; D006865:Hydrogenation; D008956:Models, Chemical; D015394:Molecular Structure; D010084:Oxidation-Reduction; D010936:Plant Extracts / Q000737:chemistry / Q000494:pharmacology; D010974:Platelet Aggregation / Q000187:drug effects; D010975:Platelet Aggregation Inhibitors / Q000138:chemical synthesis / Q000494:pharmacology*; D010976:Platelet Count; D011817:Rabbits; D027343:Rhizome / Q000737:chemistry*
chemical_list: D002396:Catechols; D005233:Fatty Alcohols; D010936:Plant Extracts; D010975:Platelet Aggregation Inhibitors; C040115:shogaol; C007845:gingerol