1. Adrenocorticoids
11/18/2018
MEDC 603 Steroids

2. Adrenocorticoids Hydrocortisol Aldosterone (11b,17a,21-trihydroxy-
pregn-4-ene-3,20-dione)
Aldosterone
(11b,21-dihydroxy-
pregn-4-ene-3,18,20-trione)
11/18/2018
MEDC 603 Steroids

3. Adrenocorticoids Addison’s Disease  Disease States Cushing’s Disease
Conn’s Syndrome
 Disease States
11/18/2018
MEDC 603 Steroids

4. Adrenocorticoids  Selected Indications
Allergic Rhinitis Rheumatoid Arthritis
Asthma Multiple Sclerosis
Carpal Tunnel Syndrome Dermatitis
COPD Osteoarthritis
Cystic Fibrosis Temporal Arteritis
Gout Psoriasis
Herniated Disc Shingles
Inflammatory Bowel Disease Tennis Elbow
Sinusitis Lupus Erythematosus
11/18/2018
MEDC 603 Steroids

5. Overall Equilibrium in Aldosterone
Opened form hemi-acetal form
Aldosterone
11/18/2018
MEDC 603 Steroids

6. 3D structure of hydrocortisol
Overall Structure of Adrenocorticoids
~ planar A ring
Differences in the
substitution pattern
3D structure of hydrocortisol
11/18/2018
MEDC 603 Steroids

7. Biochemical Mechanism of Action
Cortisol Aldosterone
Anti-inflammatory
Action
Mineralocorticoid
Action
Receptor Receptor
Lipocortin Aldosterone-
induced protein
Phospholipase A2
Cell membrane
phospholipids
Prostaglandins
leucotrienes
Regulates
Na+-K+-ATPase Pump
Na+ Influx
11/18/2018
MEDC 603 Steroids

8. Metabolism of Adrenocorticoids
Reduction C-20
Reduction
C-4
Reduction C-3
11/18/2018
MEDC 603 Steroids

9. at C-3, C-4 and C-20 positions
Metabolism of Adrenocorticoids
Oxidation C-11
Reduction
at C-3, C-4 and C-20 positions
11/18/2018
MEDC 603 Steroids

10. Structure-Activity Relationships
Anti Salt Plasma
inflammatory retaining half
activity activity life
Hydrocortisone m
Cortisone m
11/18/2018
MEDC 603 Steroids

11. Structure-Activity Relationships
Anti Salt Plasma
inflammatory retaining half
activity activity life
Prednisone m
Prednisolone m
11/18/2018
MEDC 603 Steroids

12. Structure-Activity Relationships
Anti Salt Plasma
inflammatory retaining half
activity activity life
6a-methyl m
prednisolone
Triamcinolone m
11/18/2018
MEDC 603 Steroids

13. Structure-Activity Relationships
Anti Salt Plasma
inflammatory retaining half
activity activity life
Dexamethasone m
Betamethasone m
11/18/2018
MEDC 603 Steroids

14. Structure-Activity Relationships
Anti Salt Plasma
inflammatory retaining half
activity activity life
Aldosterone m
11-deoxy m
corticosterone
Fludrocortisone m
11/18/2018
MEDC 603 Steroids