Studies on topical antiinflammatory agents. II. Synthesis and vasoconstrictive activity of 21-substituted corticosteroids with sulfur-containing moieties.
As part of the search for new topical antiinflammatory agents, various 21-substituted corticosteroids having sulfur-containing moieties were prepared and tested for vasoconstrictive activity in humans. A structure-activity relationship study revealed that substitution of the 21-hydroxy group with a lower alkyl-thio group enhanced the activity. The activities of the 21-methylthio (3Ad) and the 21-ethylthio (3Ae) compounds were more potent than that of 9 alpha-fluoro-11 beta,21-dihydroxy-16 beta-methyl-17 alpha-valeroyloxy-1,4- pregnadiene-3,20-dione (betamethasone 17-valerate, BV).
Mitsukuchi
M
M
Ikemoto
T
T
Taguchi
M
M
Higuchi
S
S
Abe
S
S
Yasui
H
H
Hatayama
K
K
Sota
K
K
D000287:Administration, Topical; D000305:Adrenal Cortex Hormones / Q000138:chemical synthesis* / Q000494:pharmacology / Q000633:toxicity; D000818:Animals; D000893:Anti-Inflammatory Agents / Q000138:chemical synthesis* / Q000494:pharmacology / Q000633:toxicity; D055598:Chemical Phenomena; D002621:Chemistry; D066298:In Vitro Techniques; D051379:Mice; D009153:Mutagens; D051381:Rats; D014661:Vasoconstriction / Q000187:drug effects*
D000305:Adrenal Cortex Hormones; D000893:Anti-Inflammatory Agents; D009153:Mutagens