Isoflupredone, also known as deltafludrocortisone and 9α-fluoroprednisolone, is a synthetic glucocorticoid corticosteroid which was never marketed. Its acetate ester is isoflupredone acetate whch is widely used in veterinary medicine[1].
Isoflupredone is an anti-inflammatory. Isoflupredone could be used as an internal standard in the determination of 12 glucocorticoids in bovine milk through liquid chromatography with tandem mass spectrometry[1]. It could be used to treat endometritis by increasing pregnancy rates[2]. Isoflupredone acetate is one of four Food and Drug Administration approved corticosteroids for intra-articular use in horses[3].
ChEBI: 9-Fluoroprednisolone is a 21-hydroxy steroid.
A 100 ml broth culture containing a 0.1% yeast extract concentration, 9.0 ml
of 0.2 M KH2PO4 and 9.0 ml of 0.2 M Na2HPO4 contained in a 300 ml
Erlenmeyer flask, is seeded with 1 ml of a 24-h broth culture of
Corynehacierium simplex (A. T, C. C. 6946). The flask is incubated at 28°C for
24 h. A second 300 ml Erlenmeyer flask containing 150 mg of sterile 9α-
fluoro-4-pregnen-11β,17α,21-triol-3,20-diene in 5.0 ml acetone is inoculated
with the 24 h culture of Corynebacterium simplex (A. T. C. C. 6946). The
culture-containing steroid solution is incubated for 48 h at 28° to 30°C.
The product is extracted with chloroform and isolated by evaporation to
dryness. Recrytstallizstion of the residue affords 9α-fluoro-δ1,4-pregnadiene-
11β,17α,21-triol-3.20-dione as a solid.
[1] Ma L, et al. Multiresidue analysis of glucocorticoids in milk by LC-MS/MS with low-temperature purification and dispersive solid-phase extraction. Journal of Separation Science, 2017; 40: 2759-2768.
[2] Wolf C, et al. Uterine nitric oxide levels and isofluopredone treatment effect in mares susceptible to persistent post-breeding endometritis. Animal Reproduction, 2016; 13: 100-104.
[3] Knych H, et al. Expression of inflammatory and structural matrix genes in synovial fluid following intra-articular administration of isoflupredone acetate to exercised horses. Equine Veterinary Journal, 2017; 50: 504-512.
