1.
Angew Chem Int Ed Engl
; 52(39): 10384-7, 2013 Sep 23.
Artigo
em Inglês
| MEDLINE
| ID: mdl-23946259
Assuntos
Inibidores Enzimáticos/química , Inibidores Enzimáticos/farmacologia , Proteínas de Neoplasias/antagonistas & inibidores , Fenotiazinas/química , Fenotiazinas/farmacologia , Regulação Alostérica/efeitos dos fármacos , Caspases/química , Caspases/metabolismo , Linhagem Celular , Humanos , Modelos Moleculares , Proteína de Translocação 1 do Linfoma de Tecido Linfoide Associado à Mucosa , Proteínas de Neoplasias/química , Proteínas de Neoplasias/metabolismo
2.
J Org Chem
; 72(14): 5450-3, 2007 Jul 06.
Artigo
em Inglês
| MEDLINE
| ID: mdl-17579461
RESUMO
The synthesis of a constrained tricyclic aminoglycoside derivative is described. This constrained compound fixes the spatial orientation of two critical rings for the minimal motif for binding to biological macromolecules such as RNA and proteins. Methanolysis of neomycin B under acidic conditions produced the bicyclic neamine. Transient protection by the Cu2+ ion and regioselective introduction of protective groups led to intermediate 7, which was used for a key annulation reaction that introduced the tricyclic nucleus into the structural framework. A final hydrogenolysis step to remove the protective groups produced the desired target molecule. The efficient eight-step synthesis was accomplished in 8% overall yield.