6533b7defe1ef96bd1276889
RESEARCH PRODUCT
Total synthesis of two potent anti-inflammatory macrolactones of the oxacyclododecindione type
Thorsten WalterMarkus RohrGerhard ErkelJohannes TauberTill Opatzsubject
Macrocyclic CompoundsMolecular StructureChemistrymedicine.drug_classDihydroxyphenylacetic acidStereochemistryAnti-Inflammatory Agents Non-SteroidalOrganic ChemistryTotal synthesisBiochemistrySubclassAnti-inflammatoryLactonesBiochemistryCyclizationmedicineOxacyclododecindionePhysical and Theoretical Chemistrydescription
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.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2015-06-25 | Organic & Biomolecular Chemistry |