Studies on topical antiinflammatory corticosteroids. I. Syntheses and vasoconstrictive activities of 11β,17α,21-trihydroxy-6α-methyl-1,4-pregnadiene-3,20-dione 17-ester and 17,21-diester derivatives

Article abstract of DOI:10.1248/cpb.33.1889

Seven 17-ester and thirty-eight 17,21-diester compounds (3 and 4) of 11β,17α,21-trihydroxy-6α-methyl-1,4-pregnadiene-3,20-dione (6α-methylprednisolone, 1) were synthesized and thirty-eight selected compounds were tested for vasoconstrictive activity in humans. Except for 4g₁ and 4g₂, they were more active than the mother compound (1). In particular, the activities of ten compounds (3b-g, 4b_9,10, 4c_2,3, and 4c₆) were equal to or greater than that of 9α-fluoro-11β,21-dihydroxy-16β-methyl-17α-valeryloxy-1,4-pregnadiene-3 ,20-dione (betamethasone 17-valerate, BV). The activities of 21-methoxyacetate compounds (4b₉, 4c₆ and 4d₅) were potent. The structure-activity relationship is discussed.

Full text of DOI:10.1248/cpb.33.1889

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