28-Homobrassinolide has been synthesized from stigmasterol in an overa
ll yield of 21%. The biological activity of 28-homobrassinolide, brass
inolide, 24-epiibrassinoide, 22S,23S,24-epibrassinolide, and 22S,23S,2
8-homobrassinolides have been compared in the soybean epicotyl elongat
ion assay. All the steroids except 22S,23S,28-homobrassinolide exhibit
ed a similar biological activity, but the latter compound was substant
ially less active. There appears to be a correlation between biologica
l activity and overall dimensions of the steroidal side chain.