New steroidal antiinflammatory antedrugs: Methyl 3,20-dioxo-9α-fluoro-11β,17α,21-trihydroxy-1,4-pregnadiene-1 6α-carboxylate and its 21-O-acyl derivatives

Steroids

Volumn 67, Issue 3-4, 2002, Pages 211-219

  Ko, Dong Hoon ^a   Heiman, Ann S ^a   Hudson, Charles E ^a   Lee, Henry J ^a  

^a FLORIDA A AND M UNIVERSITY   (United States)

Author keywords

Antedrug; Anti inflammation; Ear edema bioassay; Nitric oxide inhibition; Steroid

Indexed keywords

9ALPHA FLUORO 16 ALPHA METHOXYCARBONYLPREDNISOLONE 21 PIVALATE; 9ALPHA FLUORO 16ALPHA METHOXYCARBONYLPREDNISOLONE 21 ACETATE; 9ALPHA FLUORO 16ALPHA METHOXYCARBONYLPREDNISOLONE 21 PROPIONATE; 9ALPHA FLUORO 16ALPHA METHOXYCARBONYLPREDNISOLONE 21 VALERATE; GLUCOCORTICOID RECEPTOR; ISOFLUPREDONE ACETATE; METHYL 3,20 DIOXO 9ALPHA FLUORO 11BETA,17ALPHA,21 TRIHYDROXY 1,4 PREGNADIENE 16ALPHA CARBOXYLATE; NITRIC OXIDE; NONSTEROID ANTIINFLAMMATORY AGENT; PREDNISOLONE; PRODRUG; STEROID; UNCLASSIFIED DRUG;

ANIMAL CELL; ANIMAL MODEL; ANTIINFLAMMATORY ACTIVITY; ARTICLE; BIOASSAY; BODY WEIGHT; CONTROLLED STUDY; CORTICOSTERONE BLOOD LEVEL; DOSE RESPONSE; DRUG RECEPTOR BINDING; DRUG STRUCTURE; DRUG SYNTHESIS; EDEMA; IN VITRO STUDY; MALE; NONHUMAN; NUCLEAR MAGNETIC RESONANCE; RAT; THYMUS;

ANIMALS; ANTI-INFLAMMATORY AGENTS; BINDING, COMPETITIVE; CELL LINE; CORTICOSTERONE; CROTON OIL; DEXAMETHASONE; EAR; EDEMA; ESTERIFICATION; LIPOPOLYSACCHARIDES; MACROPHAGES; MALE; MICE; NITRIC OXIDE; PREDNISOLONE; PREGNADIENETRIOLS; RATS; RATS, SPRAGUE-DAWLEY; RECEPTORS, GLUCOCORTICOID; TRITIUM;

CROTON;

EID: 0036169092     PISSN: 0039128X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0039-128X(01)00154-4     Document Type: Article

References (23)

1. Effect of hormone of adrenal cortex (17-hydroxy-11-dehydrocorticosterone; compound E) and of pituitary adrenocorticotropic hormone on rheumatoid arthritis; preliminary report
2. Antiinflammatory steroids
3. New steroidal antiinflammatory agents; Prednisolone derivatives with an isoxazoline fusion at the 16- and 17-carbons and an alkyl carboxylate at the 16a-position
4. Anti-inflammatory steroids without pituitary adrenal suppression
5. Antedrug; A conceptual basis for safer antiinflammatory steroids
6. New steroidal anti-inflammatory antedrugs; Methyl 3,20-dioxo-9α-fluoro-11β,17α,21-trihydroxy-1,4-pregnadiene- 16α-carboxylate and methyl 21-acetyloxy-3,20-dioxo-11β,17α- dihydroxy-9α-fluoro-1,4-pregnadiene-16α-carboxylate
7. Synthesis and evaluation of antiinflammatory activities of a series of corticosteroid 17α-esters containing a functional group
8. New antiinflammatory steroids; [16α,17α-d] -3′-hydroxyiminoformylisoxazoline derivatives of prednisolone and 9α-fluoroprednisolone
9. New anti-inflammatory steroids; [16α,17α-d] -isoxazoline derivatives of prednisolone and 9α-fluoroprednisolone
10. Suppression of the Mattox rearrangement of 16α-cyanoprednisolones in acid; Synthesis of methyl 16α-prednisolone carboxylates
11. New steroidal anti-inflammatory antedrugs; Methyl 21-desoxy-21-chloro-3,20-dioxo-11β,17α-dihydroxy-1,4-pregnadiene- 16α-carboxylate, methyl 21-desoxy-21-chloro-3,20-dioxo-11β- hydroxy-1,4-pregnadiene-16α-carboxylate, and their 9α-fluoro derivatives
12. New steroidal antiinflammatory antedrugs; steroidal [16α,17α-d]-3′-carbethoxyisoxazolines
13. Synthesis of 6-methoxycarbonylprednisolone and its derivatives as new antiinflammatory steroidal antedrugs
14. nd communication; Pharmacological studies of methyl 11β,17α,21-trihydroxy 3,20-dioxo-pregna-1,4-diene-16α-carboxylate and 11β,21-dihydroxy-3,20-dioxo-pregna-1,4-diene-16α-carboxylate
15. New potent topical anti-inflammatory steroids with reduced side effects; Derivatives of steroid-16-carboxy esters
16. The acute effect of lead acetate on glucocorticoid regulation of tyrosine aminotransferase in hepatoma cells
17. Onapristone (ZK299) blocks the suppressive effect of progesterone, but not that of dexamethasone, on inducible nitric oxide synthase gene expression and nitric oxide production in murine macrophages
18. Interaction between corticosteroid binding globulin and activated leukocytes in vitro
19. Interaction of human CBG with cell membranes
20. Characteristics of glucocorticoid-binding by inflammatory tissues of rats
21. Inhibition of inducible nitric oxide synthase gene expression by glucocorticoid-induced protein(s) in lipopolysaccharide-stimulated J774 cells
22. Endotoxin signal transduction in macrophages
23. Differential inhibitory actions by glucocorticoid and aspirin on cytokine-induced nitric oxide production in vascular smooth muscle cells