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Synthesis and biological properties of novel glucocorticoid androstene C-17 furoate esters.
Sandham, David A; Barker, Lucy; Beattie, David; Beer, David; Bidlake, Louise; Bentley, David; Butler, Keith D; Craig, Sarah; Farr, David; Ffoulkes-Jones, Claire; Fozard, John R; Haberthuer, Sandra; Howes, Colin; Hynx, Deborah; Jeffers, Sarah; Keller, Thomas H; Kirkham, Paul A; Maas, Janet C; Mazzoni, Lazzaro; Nicholls, Andrew; Pilgrim, Gaynor E; Schaebulin, Elisabeth; Spooner, Gillian M; Stringer, Rowan; Tranter, Pamela; Turner, Katharine L; Tweed, Morris F; Walker, Christoph; Watson, Simon J; Cuenoud, Bernard M.
Bioorg Med Chem ; 12(19): 5213-24, 2004 Oct 01.
Article in English | MEDLINE | ID: mdl-15351404

ABSTRACT

A series of novel corticosteroid derivatives featuring C-17 furoate ester functionality have been synthesised. Profiling in vitro and in vivo has resulted in the identification of a compound with a longer duration of action and a lower oral side effect profile in rodents compared to budesonide.


Subject(s)
Androstenes/chemical synthesis , Esters/chemical synthesis , Glucocorticoids/chemical synthesis , Receptors, Glucocorticoid/agonists , Androstenes/pharmacokinetics , Androstenes/pharmacology , Animals , Biological Availability , Cell Line , Eosinophilia/drug therapy , Esters/pharmacokinetics , Esters/pharmacology , Glucocorticoids/pharmacokinetics , Glucocorticoids/pharmacology , Humans , Macrophages/cytology , Organ Size/drug effects , Protein Binding , Rats , Structure-Activity Relationship , Thymus Gland/drug effects , Tumor Necrosis Factor-alpha/analysis , Tumor Necrosis Factor-alpha/antagonists & inhibitors
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