Fused heterobicyclic systems have gained much importance in the field of medicinal chemistry because of their broad spectrum of physiological activities. Among the heterocyclic rings containing bridgehead nitrogen atom, imidazothiazoles derivatives are especially attractive because of their different biological activities. Since many imidazothiazoles derivatives are effective for treating several diseases, is interesting to analyze the behavior of some isosteric related heterocycles, such as pirrolothiazoles, imidazothiadiazoles and imidazotriazoles. In this context, this review summarizes the current knowledge about the syntheses and biological behavior of these families of heterocycles. Traditional synthetic methodologies as well as alternative synthetic procedures are described. Among these last methodologies, the use of multicomponent reaction, novel and efficient coupling reagents, and environmental friendly strategies, like microwave assistance and solvent-free condition in ionic liquids are also summarized. This review includes the biological assessments, docking research and studies of mechanism of action performed in order to obtain the compounds leading to the development of new drugs. Copyright © 2015 Elsevier Masson SAS. All rights reserved.
Documento: | Artículo |
Título: | Imidazothiazole and related heterocyclic systems. Synthesis, chemical and biological properties |
Autor: | Fascio, M.L.; Errea, M.I.; D'Accorso, N.B. |
Filiación: | CIHIDECAR-CONICET-Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Pabellón 2 - Ciudad Universitaria, 1428 Buenos Aires, Argentina Departamento de Ingeniería Química, Instituto Tecnológico de Buenos Aires, Av. Eduardo Madero 399, 1106 Buenos Aires, Argentina CIHIDECAR-CONICET-Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Pabellón 2 - Ciudad Universitaria, 1428 Buenos Aires, Argentina. Electronic address: norma@qo.fcen.uba.ar |
Palabras clave: | Biological activities; Imidazo[2,1-b]thiazoles; Imidazo[2,1-b][1,3,4]thiadiazoles; Imidazo[2,1-c][1,2,4]triazoles; Pyrrolo[2,1-b]thiazoles; antiinfective agent; antineoplastic agent; antivirus agent; heterocyclic compound; imidazole derivative; thiazole derivative; animal; cell proliferation; chemistry; drug effects; human; synthesis; Animals; Anti-Bacterial Agents; Antineoplastic Agents; Antiviral Agents; Cell Proliferation; Heterocyclic Compounds; Humans; Imidazoles; Thiazoles |
Año: | 2015 |
Volumen: | 90 |
Página de inicio: | 666 |
Página de fin: | 683 |
DOI: | http://dx.doi.org/10.1016/j.ejmech.2014.12.012 |
Título revista: | European journal of medicinal chemistry |
Título revista abreviado: | Eur J Med Chem |
ISSN: | 17683254 |
CAS: | Anti-Bacterial Agents; Antineoplastic Agents; Antiviral Agents; Heterocyclic Compounds; Imidazoles; Thiazoles |
Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_17683254_v90_n_p666_Fascio |