Synthesis and biological properties of novel glucocorticoid androstene C-17 furoate esters.
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.
Sandham
David A
DA
Novartis Institutes for Biomedical Research, Horsham Research Centre, Wimblehurst Road, Horsham, West Sussex, RH12 5AB, United Kingdom. david.sandham@pharma.novartis.com <david.sandham@pharma.novartis.com>
Barker
Lucy
L
Beattie
David
D
Beer
David
D
Bidlake
Louise
L
Bentley
David
D
Butler
Keith D
KD
Craig
Sarah
S
Farr
David
D
Ffoulkes-Jones
Claire
C
Fozard
John R
JR
Haberthuer
Sandra
S
Howes
Colin
C
Hynx
Deborah
D
Jeffers
Sarah
S
Keller
Thomas H
TH
Kirkham
Paul A
PA
Maas
Janet C
JC
Mazzoni
Lazzaro
L
Nicholls
Andrew
A
Pilgrim
Gaynor E
GE
Schaebulin
Elisabeth
E
Spooner
Gillian M
GM
Stringer
Rowan
R
Tranter
Pamela
P
Turner
Katharine L
KL
Tweed
Morris F
MF
Walker
Christoph
C
Watson
Simon J
SJ
Cuenoud
Bernard M
BM
D000736:Androstenes / Q000138:chemical synthesis* / Q000493:pharmacokinetics / Q000494:pharmacology; D000818:Animals; D001682:Biological Availability; D002460:Cell Line; D004802:Eosinophilia / Q000188:drug therapy; D004952:Esters / Q000138:chemical synthesis* / Q000493:pharmacokinetics / Q000494:pharmacology; D005938:Glucocorticoids / Q000138:chemical synthesis* / Q000493:pharmacokinetics / Q000494:pharmacology; D006801:Humans; D008264:Macrophages / Q000166:cytology; D009929:Organ Size / Q000187:drug effects; D011485:Protein Binding; D051381:Rats; D011965:Receptors, Glucocorticoid / Q000819:agonists*; D013329:Structure-Activity Relationship; D013950:Thymus Gland / Q000187:drug effects; D014409:Tumor Necrosis Factor-alpha / Q000032:analysis / Q000037:antagonists & inhibitors
D000736:Androstenes; D004952:Esters; D005938:Glucocorticoids; D011965:Receptors, Glucocorticoid; D014409:Tumor Necrosis Factor-alpha