CH2 C=O OH
Prednisolone also exhibits anti-shock, anti-allergy, anti-inflammatory, and immunosuppressive action. It raises glucose levels in the blood, increases potassium secretion, and reduces sodium secretion from the organism.
Prednisolone is used for the same indications as all corticosteroids: rheumatism, polyarthritis, bronchial asthma, neurodermatitis, and eczema. Synonyms of this drug are anti-solon, decortin, cortolon, precortilon, and many others.
Methylprednisolone: Methylprednisolone, 11/,17a,21-trihydroxy-6a-methylpregna-1, 4-dien-3,20-dione (27.1.38), differs from prednisolone in the presence of a methyl group at position C6 of the steroid skeleton of the molecule. This seemingly simple difference in structure requires a different approach to synthesis. It is synthesized from hydrocortisone (27.1.8), the carbonyl group of which initially undergoes ketalization by ethylene glycol in the presence of traces of acid, during which the double bond at position C4- C5 is shifted to position Cj- C6, giving the diethyleneketal 27.1.34. The product is oxidized to an epoxide (27.1.35) using per-benzoic acid. Next, the resulting epoxide is reacted with methylmagnesium bromide, and subsequent removal of the ketal protection by hydrogen reduction gives the 5-hydroxy-6-methyl derivative of dihydrocortisone 27.1.36. The resulting /¡-hydroxyketone is dehydrated using an alkaline, and then the resulting 6a-methylcortisone (27.1.37) undergoes microbiological dehydration at position C1-C2, giving the desired methylprednisolone (27.1.38) [20-25].
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