Androgenic Steroids Overall Organization of the Topic Overall mechanism of steroid hormone action Structure of male sex hormones - Testosterone, androstendione, and 5a-dihydrotestosterone Nomenclature of androgenic steroids Physiological activities - Androgenic and anabolic activities Biosynthesis and metabolism of testosterone Structure activity relationships - Generalizations Androgen antagonists - Finasteride, danazol, bicalutamide and flutamide 11/10/2018 MEDC 603 Steroids
Steroid Hormones Overall Mechanism of Steroid Hormone Action (intracellular) (intranuclear) proteins Intracellular effects extracellular effects transcription translation dimerization DNA (extracellular) 11/10/2018 MEDC 603 Steroids
Androgenic Steroids Structure and Nomenclature Testosterone Androstendione (Andro) (17b-hydroxy-androst-4-en-3-one) 3D-structure (androst-4-en-3,17-dione) 5a-Dihydro-testosterone (17b-hydroxy-5b-androstan-3-one) 3D-structure 11/10/2018 MEDC 603 Steroids
Androgenic Steroids – Physiological Activities Primarily two activities – Androgenic and Anabolic Androgenic Activity Growth and development of male sex organs Important for male sex drive and performance Development of secondary sexual characteristics Important role in spermatogenesis Anabolic Activity Development of muscle mass Reverse catabolic or tissue-depleting processes 11/10/2018 MEDC 603 Steroids
Androgenic Steroids - Physiological Activities Andro is available over the counter!! 11/10/2018 MEDC 603 Steroids
Biosynthesis and Metabolism of Testosterone Cholesterol Pregnenolone Testosterone Other metabolites 5a-DHT Androstendione 11/10/2018 MEDC 603 Steroids
Structure Activity Relationships in Androgens Anabolic Androgenic Testosterone 1 1 (injectable) Testosterone 1 1 esters (injectable) R = COCH2CH3 propionate = CO(CH2)5CH3 enanthate = COCH2CH2(C5H9) cypionate 11/10/2018 MEDC 603 Steroids
Structure Activity Relationships in Androgens Anabolic Androgenic 17a-methyl Testosterone 1 1 (oral) Fluoxymesterone 1 1 (oral) 11/10/2018 MEDC 603 Steroids
Structure Activity Relationships in Androgens Anabolic Androgenic Nandrolone 2.5 1 (injectable) Oxymetholone 2.5 1 (oral) 11/10/2018 MEDC 603 Steroids
Structure Activity Relationships in Androgens Anabolic Androgenic Stanozolol 3 1 (oral) Dromostanolone 4 1 (oral) 11/10/2018 MEDC 603 Steroids
Structure Activity Relationships in Androgens 17a-methyl testosterone (10-50 mg/day) Ethylestrenol (4 mg/day) Oxandrolone (5-10 mg/day) Methenolone acetate (20 mg /wk) Norethandrolone 10-30 mg/day Chlortestosterone acetate (20 mg / wk) 11/10/2018 MEDC 603 Steroids
Androgens Antagonists Danazol (endometriosis) Finesteride (baldness) Bicalutamide (prostate cancer) Flutamide (prostate cancer) 11/10/2018 MEDC 603 Steroids