title: Total synthesis of two potent anti-inflammatory macrolactones of the oxacyclododecindione type.
abstract: An esterification/Friedel-Crafts-cyclization approach permitted the first successful synthetic entry into the oxacyclododecindione subclass of the dihydroxyphenylacetic acid lactone-type natural products. This route allowed the preparation of two highly active anti-inflammatory fungal secondary metabolites 14-deoxyoxacyclododecindione and 14-deoxy-4-dechlorooxacyclododecindione as well as their 14-desmethyl analogues.
authors.affiliation: Institute of Organic Chemistry, Johannes Gutenberg-University, Duesbergweg 10-14, 55128 Mainz, Germany. opatz@uni-mainz.de.
authors.forename: Johannes
authors.initials: J
authors.lastname: Tauber
authors.forename: Markus
authors.initials: M
authors.lastname: Rohr
authors.forename: Thorsten
authors.initials: T
authors.lastname: Walter
authors.forename: Gerhard
authors.initials: G
authors.lastname: Erkel
authors.forename: Till
authors.initials: T
authors.lastname: Opatz
mesh_terms: D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000138:chemical synthesis* / Q000737:chemistry; D003500:Cyclization; D007783:Lactones / Q000138:chemical synthesis* / Q000737:chemistry; D047028:Macrocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure
chemical_list: D000894:Anti-Inflammatory Agents, Non-Steroidal; D007783:Lactones; D047028:Macrocyclic Compounds; C532274:oxacyclododecindione