6533b7d1fe1ef96bd125d979

RESEARCH PRODUCT

Synthesis of the New Ring System 2-Oxo-[1,4]oxazino[3,2-e]indole, Heteroanalogue of Angelicin

Paola BarrajaAnnamaria MartoranaGirolamo CirrincionePatrizia DianaAnna CarboneAlessandra Montalbano

subject

Indole testAnnulationStereochemistryOrganic Chemistry1; 4-Oxazinoindoles; 1; 4-Benzoxazines; Angelicin heteroanalogue; 4-Amino-5-hydroxy indoles114-Benzoxazine14-OxazinoindoleRing (chemistry)Biochemistry4-Oxazinoindoles4-Benzoxazineschemistry.chemical_compoundAngelicinchemistryDrug DiscoveryMoiety4-Amino-5-hydroxy indolesUva irradiationAngelicin heteroanalogue

description

A convenient synthesis of the 2-oxo-[1,4]oxazino[3,2-e]indole ring system, an heteroanalogue of Angelicin, is reported. Our synthetic approach consisted of the annelation of the oxazine ring on the indole moiety using 4-amino-5-hydroxy indoles as building blocks. The antiproliferative activity of the new compounds either in the dark or under UVA irradiation was investigated.

10.1016/j.tetlet.2009.05.007https://hdl.handle.net/11567/1024302