title: Catalytic asymmetric total synthesis of (S)-(-)-zearalenone, a novel lipoxygenase inhibitor.
abstract: A catalytic asymmetric synthesis of (S)-(-)-zearalenone is reported using asymmetric allylic alkylation for the introduction of the stereocenter. (S)-(-)-Zearalenone turned out to be a novel lipoxygenase inhibitor.
authors.affiliation: Stratingh Institute for Chemistry, University of Groningen, Nijenborgh 4, 9747 AG Groningen, The Netherlands.
authors.forename: Marc P
authors.initials: MP
authors.lastname: Baggelaar
authors.forename: Yange
authors.initials: Y
authors.lastname: Huang
authors.forename: Ben L
authors.initials: BL
authors.lastname: Feringa
authors.forename: Frank J
authors.initials: FJ
authors.lastname: Dekker
authors.forename: Adriaan J
authors.initials: AJ
authors.lastname: Minnaard
mesh_terms: D000478:Alkylation; D002384:Catalysis; D007700:Kinetics; D008084:Lipoxygenase / Q000737:chemistry* / Q000378:metabolism; D016859:Lipoxygenase Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism; D011485:Protein Binding; D013237:Stereoisomerism; D015025:Zearalenone / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism
chemical_list: D016859:Lipoxygenase Inhibitors; D015025:Zearalenone; D008084:Lipoxygenase
keywords: (S)-(−)-Zearalenone; Allylic alkylation; Lipoxygenase; Mycotoxin; Resorcyclic acid lactone