title: Synthesis of antimicrobial natural products targeting FtsZ: (+)-totarol and related totarane diterpenes.
abstract: An efficient, convergent synthesis of totarol by a diastereoselective epoxide/alkene/arene bicyclization is described. The reported synthesis enables the preparation of related diterpenes totaradiol and totarolone as well as previously unavailable derivatives that exhibit comparable inhibition of the bacterial cell division protein FtsZ.
authors.affiliation: Department of Chemistry, One Shields Ave, University of California, Davis, California 95616, USA.
authors.forename: Michelle B
authors.initials: MB
authors.lastname: Kim
authors.forename: Jared T
authors.initials: JT
authors.lastname: Shaw
mesh_terms: D045784:Abietanes; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D001426:Bacterial Proteins / Q000037:antagonists & inhibitors*; D001688:Biological Products / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D003598:Cytoskeletal Proteins / Q000037:antagonists & inhibitors*; D004224:Diterpenes / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D045784:Abietanes; D000900:Anti-Bacterial Agents; D001426:Bacterial Proteins; D001688:Biological Products; D003598:Cytoskeletal Proteins; D004224:Diterpenes; C071525:FtsZ protein, Bacteria; C553071:totaradiol; C553070:totarolone; C078548:totarol