Syntheses of immunomodulating androstanes and stigmastanes: Comparison of their TNF-α inhibitory activity

In a previous work our group showed that some synthetic stigmastanes may play a role in immune-mediated inflammation. In this paper we report the syntheses of a series of new steroidal compounds derived from dehydroepiandrosterone and stigmasterol, and the evaluation of their in vitro inhibitory act...

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Detalles Bibliográficos
Autores principales: Ramirez, Javier Alberto, Bruttomesso, Andrea Claudia, Michelini, Flavia Mariana, Acebedo, Sofìa Lorena, Alche, Laura Edith
Publicado: 2007
Materias:
Androstane
DHEA
Immune regulation
Steroids
Stigmastane
Tumor necrosis factor-α
3beta bromo 5 hydroxy 5alpha androstane 6,17 dione
3beta bromo 5 hydroxy dextro homo 17alpha oxa 5alpha androstane 6,17 dione
3beta bromo 5alpha,6alpha epoxy dextro homo 17alpha oxaandrostan 17 one
3beta bromo 5alpha,6alpha epoxyandrostan 17 one
3beta bromostigmast 5 ene 22,23 diol
3beta chlorostigmast 5 ene 22,23 diol
3beta fluoro 5 hydroxy 5alpha stigmast 22 en 6 one
3beta fluoro 5,22,23 trihydroxy 5alpha stigmastan 6 one
3beta fluorostigmast 5 ene 22,23 diol
3beta,5 dihydroxy 5alpha androstane 6,17 dione
androstane derivative
prasterone
steroid
stigmast 5 ene 3beta,22,23 triol
stigmasterol
tumor necrosis factor alpha
unclassified drug
animal cell
article
controlled study
drug activity
drug inhibition
in vitro study
macrophage
nonhuman
structure activity relation
Androstanes
Animals
Cell Line
Cholestanes
Dehydroepiandrosterone
Drug Evaluation, Preclinical
Immunologic Factors
Mice
Molecular Structure
Stigmasterol
Structure-Activity Relationship
Tumor Necrosis Factor-alpha
Acceso en línea:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_09680896_v15_n24_p7538_Ramirez
http://hdl.handle.net/20.500.12110/paper_09680896_v15_n24_p7538_Ramirez
Aporte de:
Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) de Universidad de Buenos Aires
Descripción
Sumario:In a previous work our group showed that some synthetic stigmastanes may play a role in immune-mediated inflammation. In this paper we report the syntheses of a series of new steroidal compounds derived from dehydroepiandrosterone and stigmasterol, and the evaluation of their in vitro inhibitory activity of the TNF-α production by macrophages. A preliminary qualitative structure-activity relationship was established. © 2007 Elsevier Ltd. All rights reserved.

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