Synthesis of new local anti-inflammatory thiosteroids based on antedrug concept

Article abstract of DOI:10.1016/0223-5234(91)90137-C

The synthesis and the in vitro pharmacological evaluation of a number of topical corticosteroid derivatives designed on the basis of the antedrug concept are reported.Three series of compounds were synthesized in which sulfur-containing amino acids were incorporated to the steroidal structure in the 21 position.Compounds of series I are diesters of cystine with the 21-hydroxyl groups of the corticosteroids, while series II and III contain 21-amino and 21-thio corticosteroid derivatives, respectively.The new compounds were less potent than the parent corticosteroidsin vitro.The 21-yl-<9α-fluoro-11β,17α-dihydroxy-16α-methyl-1,4-pregnadiene-3,20-dione>-S-acetylamino cysteine 13 was the most interesting compound of the series and is now under further evaluation. topical anti-inflammatory steroids / sulfur amino acids / corticosteroid activity