title: Semisynthetic routes to PF1022H--A precursor for new derivatives of the anthelmintic cyclooctadepsipeptide PF1022A.
abstract: The cyclooctadepsipeptide PF1022A and its semisynthetic, commercial analogue emodepside show excellent anthelmintic properties. Bis-hydroxy PF1022 (PF1022H), a minor fermentative side-product represents an interesting precursor for new PF1022 related anthelmintics. We report herein two complementary routes which allow a highly efficient conversion of PF1022A to a regioisomeric mixture consisting mainly of the bis-para isomer PF1022H and the meta-para analogue.
authors.affiliation: Department of Chemistry, University of Wuppertal, Gaußstraße 20, 42119 Wuppertal, Germany.
authors.forename: Sivatharushan
authors.initials: S
authors.lastname: Sivanathan
authors.affiliation: Department of Chemistry, University of Wuppertal, Gaußstraße 20, 42119 Wuppertal, Germany.
authors.forename: Florian
authors.initials: F
authors.lastname: Körber
authors.affiliation: Department of Chemistry, University of Wuppertal, Gaußstraße 20, 42119 Wuppertal, Germany. Electronic address: Scherkenbeck@uni-wuppertal.de.
authors.forename: Jürgen
authors.initials: J
authors.lastname: Scherkenbeck
mesh_terms: D000871:Anthelmintics / Q000138:chemical synthesis* / Q000737:chemistry; D047630:Depsipeptides / Q000138:chemical synthesis* / Q000737:chemistry; D010084:Oxidation-Reduction; D010456:Peptides, Cyclic / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000871:Anthelmintics; D047630:Depsipeptides; D010456:Peptides, Cyclic; C075544:PF 1022A; C468987:emodepside
keywords: Anthelmintic; Baeyer–Villiger oxidation; Cylooctadepsipeptide; PF1022H