RESUMO
Various oxepine and azepine fused N-heterocyclic derivatives were synthesized using a new and one-pot reaction of 2,3-dichloro quinoxaline/pyrazine with 2-(1H-indol-2-yl)phenol/aniline in the presence of 25 mol% FeCl3. The reaction proceeded via C-C bond followed by C-X (X = O or N) bond formation to construct the central 7-membered ring, affording the desired products in good yields. The structure assignment was confirmed by the single crystal X-ray analysis of a synthesized oxepine fused N-heterocycle derivative. Most of the synthesized compounds were found to be promising when tested for their anti-proliferative properties against cervical and breast cancer cell lines.
Assuntos
Antineoplásicos/farmacologia , Azepinas/farmacologia , Cloretos/química , Compostos Férricos/química , Compostos Heterocíclicos/farmacologia , Indóis/farmacologia , Oxepinas/farmacologia , Antineoplásicos/síntese química , Antineoplásicos/química , Azepinas/síntese química , Azepinas/química , Catálise , Linhagem Celular Tumoral , Proliferação de Células/efeitos dos fármacos , Cristalografia por Raios X , Relação Dose-Resposta a Droga , Ensaios de Seleção de Medicamentos Antitumorais , Células HeLa , Compostos Heterocíclicos/síntese química , Compostos Heterocíclicos/química , Humanos , Indóis/química , Células MCF-7 , Modelos Moleculares , Estrutura Molecular , Oxepinas/síntese química , Oxepinas/química , Relação Estrutura-AtividadeRESUMO
TFA alone was found to be remarkably effective for the intramolecular hydroarylation (IMHA) of alkynes when employed as a solvent in the cyclization of 3-alkynyl substituted 2-(indol-3-yl)quinoxalines. This simple and metal free cyclization method afforded a range of indolophenazines as new and potential cytotoxic agents. The use of excess TFA was found to be crucial for the success of this reaction.
Assuntos
Indóis/síntese química , Fenazinas/síntese química , Quinoxalinas/síntese química , Alcinos/síntese química , Alcinos/química , Catálise , Cristalografia por Raios X , Ciclização , Indóis/química , Modelos Moleculares , Fenazinas/química , Quinoxalinas/químicaRESUMO
Speech is essential to human activity, therefore phonetics must be considered with mechanics and esthetics as the cardinal factors contributing to the success of the dental prosthesis. The aim of this following procedure is to produce dentures that are mechanically functional, esthetically pleasing and permit normal speech.
