Synthetic studies on antibiotic dynemicin A. Synthesis of cyclic enediyne model compound of dynemicin A

Article abstract of DOI:10.1016/S0040-4020(01)80629-3

Dynemicin A, a potent antitumor antibiotic has novel 10-membered cyclic enediyne moiety. The bicyclo[7.3.1]-tridecadiyne system having aniline moiety of this antibiotic was designed and synthesized from lepidine in 10 steps. The synthesized compound can be cycloaromatized to Bergman product via pinacol rearrangement under acidic condition, and also exhibited DNA cleaving activity.