New pyridone approach: total synthesis of mappicine ketone (nothapodytine B).
A novel synthesis of mappicine ketone, which possesses strong selective activity against the herpes viruses HSV-1 and HSV-2, including those Acyclovir-resistant, and human cytomegalovirus (HCMV) has been efficiently accomplished. The synthesis highlights a new pyridone approach that effectively combines a double, intramolecular Michael addition in a conjugated ester-conjugated amide with oxidation-decarboxylation of the resulting piperidone.
Mekouar
K
K
Chimie Recherche (LEDSS), Université Joseph Fourier de Grenoble, France.
Génisson
Y
Y
Leue
S
S
Greene
A E
AE
D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D006564:Herpesviridae / Q000187:drug effects; D007212:Indolizines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D011804:Quinolines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D013057:Spectrum Analysis
D000998:Antiviral Agents; D007212:Indolizines; D011804:Quinolines; C414097:nothapodytine B