Synthetic DAF-12 modulators with potential use in controlling the nematode life cycle

Dafachronic acids (DAs) are 3-keto cholestenoic acids bearing a carboxylic acid moiety at the end of the steroid side chain. These compounds interact with the DAF-12 receptor, a ligand-dependent transcription factor that acts as a molecular switch mediating the choice between arrest at diapause or p...

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Detalles Bibliográficos
Autores: Dansey, Maria Virginia, Alvarez, Lautaro Damian, Samaja, Gisela Anabel, Escudero, Daiana S., Veleiro, Adriana Silvia, Pecci, Adali, Castro, Olga Alejandra, Burton, Gerardo
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2014
País:Argentina
Institución:Consejo Nacional de Investigaciones Científicas y Técnicas
Repositorio:CONICET Digital (CONICET)
Idioma:inglés
OAI Identifier:oai:ri.conicet.gov.ar:11336/21236
Acceso en línea:http://hdl.handle.net/11336/21236
Access Level:acceso abierto
Palabra clave:Caenorhabditis Elegans
Daf-9 Mutant
Daf-12 Receptor
Dafachronic Acid
Molecular Dynamics
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
Descripción
Sumario:Dafachronic acids (DAs) are 3-keto cholestenoic acids bearing a carboxylic acid moiety at the end of the steroid side chain. These compounds interact with the DAF-12 receptor, a ligand-dependent transcription factor that acts as a molecular switch mediating the choice between arrest at diapause or progression to reproductive development and adult lifespan in different nematodes. Recently, we reported that the 27-nor-4 - DA was able to directly activate DAF-12 in a transactivation cellbased luciferase assay and rescued the Mig phenotype of daf- 9(rh50) Caenorhabditis elegans mutants. In the present paper, to investigate further the relationship between the structure of the steroid side chain and DAF-12 activity, we evaluated the in vitro and in vivo activity of 4 -DA analogues with modified side chains using transactivation cell-based assays and daf-9(dh6) C. elegans mutants. Our results revealed that introduction of a 24,25-double bond on the cholestenoic acid side chain did not affect DAF-12 activity, whereas shortening the side chain lowered the activity. Most interestingly, the C24 alcohol 24-hydroxy-4-cholen-3-one (6) was an antagonist of the DAF-12 receptor both in vitro and in vivo.