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Steroids 1. SteroidSSteroidS These rings are synthesized by biochemical processes from cyclization of a thirty-carbon chain, squalene, into lanosterol or cycloartenol. Hundreds of distinct steroids are found in animals, fungi, plants, and else where and many steroids are necessary to life at all levels. They include cholesterol, the sex hormones estradiol and testosterone, bile acids, and drugs such as the anti-inflammatory agent dexamethasone.
These rings are synthesized by biochemical processes from cyclization of a thirty-carbon chain, squalene, into lanosterol or cycloartenol. Steroids comprise a group of cyclical organic compounds whose basis is a characteristic arrangement of seventeen carbon atoms in a four- ring structure linked together from three 6-carbon rings followed by a 5- carbon ring and an eight-carbon side chain on carbon 17 illustration on right.
But here the one selected here divides them into five categories depending on the type of substituent group at C,i. Sterols:- where R is an aliphatic side chain. They contain usually one or more hydroxyl groups attached in alicyclic linkage 2.
Sex Hormones:- where R bears a ketonic or hydroxyl group and mostly possess a two carbon side chain 3. Cardiac Glycoside :- where R is a lactone ring. The glycosides also contains sugars linked through oxygen in other parts of the molecule. Normally on hydrolysis it yields this sugar together with cardiac aglycon 4. Bile Acids :- where R is essentially a five-carbon side chain ending with a carboxylic acid moiety 5.
Sapogenins :- where R contains an oxacyclic etheral ring system. SterolsSterols 6. The sterol may be further sub divided into the following three categories , namely:- a Zoosterols:- such sterols those are obtained from of plants are obtained from the animal kingdom only.
Example- i Cholesterol, ii coprostanol. Sex hormone are usually classified under the following three heads ,namely:- 1. Androgens male hormones :- 2. Oestrogens female hormones :- i oestrone ii oestradiol iii stilbesterol iv hexesterol etc.
Sex Hormones 8. Cardiac Glycosides 3. It is stored in gall bladder and is useful for digestive system. Examples:- Cholic acid deoxycholic acid Sapogenins Sapogenins are the aglycones, or non-saccharide, portions of the family of natural products known as saponins.
Sapogenins contain steroid or other triterpene frameworks as their key organic feature. Examples:- digitonin diosgenin The main physiological , endogenic , and androgenic hormonese.
Androgen , commonly referred to as male sex hormones or anabolic steroids , in perticular ,testosteron ,are produced by male sex glands in the male body. TestosteroneTestosterone It is the natural androgen secreted by the interstitial cells of the testis; it is necessary for normal spermatogenesis, for the development of the male secondary sex characteristics, and for the growth, at puberty, of the sexual apparatus.
Properties A creamy white crystaline powder Melting point at degree C , Insoluble in water,freely soluble in alcohol and in vegetable oil, It has short duration of action and half life about 4 hour.
Mechanism of action Mechanism of action Testosteron bind to a specific receptor in a target cell. Fluoxymesterone Fluoxymesterone is an anabolic steroid with strong androgenic properties that has been used in the treatment of male hypogonadism, delayed puberty in males, and in the treatment of breast neoplasms in women. It is approximately 5 times as potent as methyltestosterone. The antitumor activity of fluoxymesterone appears related to reduction or competitive inhibition of prolactin receptors or estrogen receptors or production.
It is considered a very toxic oral drug. Fluoxymesterone facilitates formation of body muscle mass and strengthens the process of tissue development. The main indications for using Fluoxymesterone , as well as other anabolic steroids , are abnormal protein anabolism asthenia ,diseases accompanied by protein loss, adrenal insuficieny ,steroid diabetes ,and prolonged condition of sluggishness Fluoxymesterone facilitates formation of body muscle mass and strengthens the process of tissue development.
The main indications for using Fluoxymesterone , as well as other anabolic steroids , are abnormal protein anabolism asthenia ,diseases accompanied by protein loss, adrenal insuficieny ,steroid diabetes ,and prolonged condition of sluggishness For a substance to have activity ,it must contain the andostane skeleton.
Oxygen at C-3 and C are not essential for the androgenic activity. The basic nucleus having 5-beta-androstane which having androgenic activity ,whereas 5-alpha-androstane having no activity. There should not be chain constriction or extension because it leads to finished the activity. Introduction of 3-hydroxy group and 3-keto group enhance the activity. Hydroxy group at C position has no androgenic or anabolic activity. Halogen substitution produces compounds with decreased activity except when placed at C-4 or C-9 position.
For example , 9-fluoro derivatives produces an anabolic effect 20 times that of 17 alpha-methyl testosterone 8. Halogen introduction will decrese the activity except the C-4 and C Introduction of double bond at C-1 position increases the anabolic activity for example — methandrostenolone is more active than methyltestosterone Replacement of carbon atom at C-2 position by oygen e.
Removal of CH3 group in testosterone gives nor testosterone with more anabolic activity and less androgenic activity when compared with testosterone. The introduction of heterocyclic system into the steroid nucleus in ring A improve the anabolic activity. For example ,stanozolol are found to possess more anabolic activity, possessing pyrazole.
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