RESUMO
Covering: 2009 up to the end of 2017 There has been a recent eruption in the number of known marine sesterterpenoids which have been isolated from Pacific Rim marine organisms. These compounds have novel and unusual structures that exhibit incredibly potent and varied bioactivities. This review details the isolation, biological testing and prospects for this exciting new family with discussion of their potential biogenetic origins.
Assuntos
Produtos Biológicos/farmacologia , Sesterterpenos/química , Sesterterpenos/isolamento & purificação , Animais , Fármacos Anti-HIV/química , Fármacos Anti-HIV/farmacologia , Organismos Aquáticos/química , Produtos Biológicos/química , Produtos Biológicos/isolamento & purificação , Diferenciação Celular/efeitos dos fármacos , AMP Cíclico/metabolismo , Avaliação Pré-Clínica de Medicamentos/métodos , Humanos , Estrutura Molecular , Oceano Pacífico , Poríferos/química , Sesterterpenos/farmacologia , Células-Tronco/efeitos dos fármacosRESUMO
Cobalt salts exert an unexpected and profound influence on the reactivity of epoxides with dimethylsulfoxonium methylide. In the presence of a cobalt catalyst, conditions for epoxide to an oxetane ring expansion instead deliver homoallylic alcohol products, corresponding to a two-carbon epoxide homologation/ring-opening tandem process. The observed reactivity change appears to be specifically due to cobalt salts and is broadly applicable to a variety of epoxides, retaining the initial stereochemistry. This transformation also provides operationally simple access to enantiopure homoallylic alcohols from chiral epoxides without use of organometallic reagents. Tandem epoxidation-homologation of aldehydes in a single step is also demonstrated.
