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Androgenic Steroids Overall Organization of the Topic

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Presentation on theme: "Androgenic Steroids Overall Organization of the Topic"— Presentation transcript:

1 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

2 Steroid Hormones Overall Mechanism of Steroid Hormone Action
(intracellular) (intranuclear) proteins Intracellular effects extracellular effects transcription translation dimerization DNA (extracellular)

3 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

4 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

5 Androgenic Steroids - Physiological Activities
Andro is available over the counter!!

6 Biosynthesis and Metabolism of Testosterone
Cholesterol Pregnenolone Testosterone Other metabolites 5a-DHT Androstendione

7 Structure Activity Relationships in Androgens
Anabolic Androgenic Testosterone (injectable) Testosterone esters (injectable) R = COCH2CH propionate = CO(CH2)5CH enanthate = COCH2CH2(C5H9) cypionate

8 Structure Activity Relationships in Androgens
Anabolic Androgenic 17a-methyl Testosterone (oral) Fluoxymesterone (oral)

9 Structure Activity Relationships in Androgens
Anabolic Androgenic Nandrolone (injectable) Oxymetholone (oral)

10 Structure Activity Relationships in Androgens
Anabolic Androgenic Stanozolol (oral) Dromostanolone (oral)

11 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 Chlorotestosterone acetate (20 mg / wk)

12 Androgens Antagonists
Danazol (endometriosis) Finesteride (baldness) Bicalutamide (prostate cancer) Flutamide (prostate cancer)


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