title: Non-steroidal glucocorticoid-like substances: receptor binding and in vivo activity.
abstract: Compounds of general structure I, prepared by a Diels-Alder reaction with diene 3, are relatives of the known potent glucocorticoid II but possess a markedly modified C- and D-ring environment. Despite these structural changes, 4, 5, 9, 10, 12a, 13, and 14 bound to the glucocorticoid receptor with an affinity which approximated that of the reference standard, 6-alpha-methylprednisolone. Four of these compounds not only exhibited antiinflammatory activity in the alpha-tocopherol pouch test but also exhibited marked adrenal suppression and other typical glucocorticoid properties at doses in the same range as the effective antiinflammatory doses.
authors.affiliation: Sterling Winthrop Pharmaceuticals Research Division, Collegeville, Pennsylvania 19426-0900.
authors.forename: V
authors.initials: V
authors.lastname: Kumar
authors.forename: M R
authors.initials: MR
authors.lastname: Bell
authors.forename: J R
authors.initials: JR
authors.lastname: Wetzel
authors.forename: J L
authors.initials: JL
authors.lastname: Herrmann
authors.forename: R
authors.initials: R
authors.lastname: McGarry
authors.forename: H P
authors.initials: HP
authors.lastname: Schane
authors.forename: R C
authors.initials: RC
authors.lastname: Winneker
authors.forename: B W
authors.initials: BW
authors.lastname: Snyder
authors.forename: A J
authors.initials: AJ
authors.lastname: Anzalone
mesh_terms: D000818:Animals; D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000138:chemical synthesis* / Q000378:metabolism / Q000494:pharmacology*; D005938:Glucocorticoids / Q000138:chemical synthesis* / Q000378:metabolism / Q000494:pharmacology*; D008297:Male; D011720:Pyrazoles / Q000138:chemical synthesis / Q000378:metabolism / Q000494:pharmacology; D051381:Rats; D011965:Receptors, Glucocorticoid / Q000378:metabolism*; D013329:Structure-Activity Relationship
chemical_list: D000894:Anti-Inflammatory Agents, Non-Steroidal; D005938:Glucocorticoids; D011720:Pyrazoles; D011965:Receptors, Glucocorticoid