Synthesis of 2H-1,3-benzoxazin-4(3H)-one derivatives containing indole moiety: their in vitro evaluation against PDE4B.
Bioorg Med Chem Lett
; 24(4): 1166-71, 2014 Feb 15.
Article
en En
| MEDLINE
| ID: mdl-24440301
ABSTRACT
A number of 2H-1,3-benzoxazin-4(3H)-one derivatives containing indole or benzofuran moieties were synthesized by using Pd/C-Cu mediated coupling-cyclization strategy as a key step. The o-iodoanilides or o-iodophenol were coupled with 3-{2-(prop-2-ynyloxy)ethyl}-2H-benzo[e][1,3]oxazin-4(3H)-one using 10%Pd/C-CuI-PPh3 as a catalyst system and Et3N as a base to give the target compounds. All the synthesized compounds were tested for their PDE4B inhibitory potential in vitro using a cell based cAMP reporter assay. Some of them showed fold increase of the cAMP level when tested at 30 µM. A representative compound showed encouraging PDE4B inhibitory properties that were supported by its docking results.
Palabras clave
Texto completo:
1
Bases de datos:
MEDLINE
Asunto principal:
Oxazinas
/
Inhibidores Enzimáticos
/
Fosfodiesterasas de Nucleótidos Cíclicos Tipo 4
/
Indoles
Límite:
Humans
Idioma:
En
Revista:
Bioorg Med Chem Lett
Asunto de la revista:
BIOQUIMICA
/
QUIMICA
Año:
2014
Tipo del documento:
Article
País de afiliación:
India