Preparation and antitrypanosomal activity of secochiliolide acid derivatives
Secochiliolide acid (1) isolated from the Patagonian shrub Nardophyllum bryoides, was used as a scaffold for the preparation of a series of nine derivatives. Compound 1 and its derivatives were tested against Trypanosoma cruzi epimastigotes grown in liquid media. It was first observed that secochili...
| Autores: | , , , , , |
|---|---|
| Formato: | artículo |
| Estado: | Versión publicada |
| Fecha de publicación: | 2013 |
| País: | Argentina |
| Recursos: | Consejo Nacional de Investigaciones Científicas y Técnicas |
| Repositorio: | CONICET Digital (CONICET) |
| Idioma: | inglés |
| OAI Identifier: | oai:ri.conicet.gov.ar:11336/14954 |
| Acesso em linha: | http://hdl.handle.net/11336/14954 |
| Access Level: | acceso abierto |
| Palavra-chave: | Trypanosoma Cruzi In Vitro Secochiliolide Acid Antitrypanosomal Activity https://purl.org/becyt/ford/1.6 https://purl.org/becyt/ford/1 |
| Resumo: | Secochiliolide acid (1) isolated from the Patagonian shrub Nardophyllum bryoides, was used as a scaffold for the preparation of a series of nine derivatives. Compound 1 and its derivatives were tested against Trypanosoma cruzi epimastigotes grown in liquid media. It was first observed that secochiliolide acid (1) inhibited the proliferation of the parasites, with an IC50 of 2 lg/mL. Six of the synthesized derivatives were also active with IC50?s between 2 and 7 lg/mL which are comparable to that of the commercial drug benznidazole (2.5 lg/mL). These results indicate that the carboxyl group is not essential for the bioactivity of 1, while the presence of the tetrasubstituted exocyclic double bond seems to be important. Moreover, the presence of the furan and spirolactone rings is not essential for the bioactivity per se, but is important in combination with other structural fragments present in the molecule. |
|---|