Structure–activity relationships of anabolic steroids - Wikipedia
Androgenic and anabolic activities. Biosynthesis and metabolism of testosterone; Structure activity relationships. - Generalizations. Androgen antagonists. Two naturally occurring steroidal androgens are testosterone and its metabolite, We investigated the effects and SARs of such structural modifications on AR . The structure-activity relationships that define the interaction of. C-3 Hydroxyl Derivatives of Androstenedione and Testosterone. ii) establishing structure-activity relationships (SAR) of steroidal compounds as.
Side Effects Nausea, vomiting and diarrhea. Sodium and water retention. Inhibition of ovulation in large doses. Steroidal structures is not essential for activity. Alkylation of the aromatic ring decrease the activity. The 17b-hydroxyl with constant distance from 3-OH is essential for activity. The group between the two hydroxyl must be hydrophobic. Unsaturation of ring B decreases the activity.
Most active natural estrogen. Very short duration of action due to first pass metabolism.
Structure–activity relationships of anabolic steroids
Mainly used for local effect on the uterus. Estra-1,3,5 10 triene-3,diol 8 Nonsteroidal Estrogens 1. The trans form is the active one. As active as Estradiol. Longer duration of action. Increase the risk of uterine cancer. Treatment of prostate cancer. Active orally 10 Xenoestrogens Enviromental Estrogens Estrogenic compounds with weak activity present in food and drinks. Isoflavones and coumestrol Coumestan derivatives present in family Leguminosae are examples of xenoestrogens.
Treatment of estrogen dependent cancers. They are related to stilbene in structure. Antagonist bind strongly to the receptors.
Block conversion of androgens to estrogens. By the ovary mainly the corpus luteum during the second half of the menstrual cycle. Development of the endometrium. Development of the mammary gland during pregnancy. Milk secretion starts when its level decrease with birth. Have some androgenic activity. Removal of the 19 CH3 increase activity.
Unsaturation of ring B or C increase the activity. Use of the 2-pyridyl thio ester 5 gave a reactive substrate to form the tertiary butyl carboxamide 6.
Number of Nuclear Positions and Steroid Classification - ppt video online download
The final step in the synthesis, dehydration of the A-ring with benzeneselenic anhydride, gave the final product, finasteride 7. Key intermediates in the synthesis of finasteride by Rasmusson et al. Two isoforms of the enzyme, types I and II, are known to exist. Type I is found in skin tissues, including the scalp.
Type II is found mainly in genitalia tissues, including the prostate and skin of the genitalia. It would be, then, a transition state inhibitor of the enzyme.Androgens - testosterone hormone
Conversion of testosterone to dihydrotestosterone. In general, a ketone in the 3-position is preferred. Lipophilic substituents in the position are thought to bind in a lipophilic pocket of the receptor. Small lipophilic groups are tolerated around the ring as well as expanding the A-ring from six to seven-membered. The size and shape of the amide substituents at C may influence both selectivity between types I and II and potency at both isoforms.
Specifically, male hormones androgens, among them: Medicinal control over hormone systems could, then, be advantageous in treating these disorders. Symptoms include reduced urinary stream, increased urine retention, urgency and frequency.
Hyperplasia overgrowth of cells of prostate tissue results in the obstruction of the bladder outlet and, thus, obstructed urine passage. Two components may be involved in producing the symptoms of BPH: The latter is the objective of 5a-R inhibition.
Published information pertaining to the cause of BPH and related disorders has been available for some time. The alternative therapy for BPH being surgery, finasteride could prove useful and invaluable for a number of BPH- symptomatic men.
Individuals deficient in 5a-reductase do not develop male pattern baldness. They have scant body hair, but full scalp hair. Hypogonadal men do not become bald on their own, but can be made so when given testosterone.