title: Total synthesis and antibacterial activity of dysidavarone A.
abstract: A concise total synthesis of dysidavarone A possessing the new "dysidavarane" carbon skeleton has been accomplished by a convergent strategy, involving a stereoselective reductive alkylation of a Wieland-Miescher type ketone under Birch conditions and an advantageous intramolecular palladium-catalyzed α-arylation of a sterically hindered ketone. Dysidavarone A showed potent antimicrobial and antiproliferative activities based on characteristic morphological changes of treated cells.
authors: Kekulé-Institut für Organische Chemie und Biochemie, University of Bonn, Gerhard-Domagk-Str. 1, 53121 Bonn, Germany.
authors: Björn
authors: B
authors: Schmalzbauer
authors: Jennifer
authors: J
authors: Herrmann
authors: Rolf
authors: R
authors: Müller
authors: Dirk
authors: D
authors: Menche
mesh_terms: D000478:Alkylation; D000818:Animals; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D002384:Catalysis; D047088:Dysidea / Q000737:chemistry; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010165:Palladium / Q000737:chemistry*; D011809:Quinones / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D012717:Sesquiterpenes / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D013141:Spiro Compounds / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000900:Anti-Bacterial Agents; D000970:Antineoplastic Agents; D011809:Quinones; D012717:Sesquiterpenes; D013141:Spiro Compounds; C581823:dysidavarone A; D010165:Palladium