| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 2029174 | Steroids | 2015 | 6 Pages |
•22-Oxocholestane derivatives are synthesized from steroidal sapogenins.•The new side-chain is obtained in a four-step pathway from the spiroketal moiety.•Plant growth promotion is given in Mexican rice cultivars.•22-Oxocholestanes are as active as homobrassinolide.
The spirostanic steroidal side-chain of diosgenin and hecogenin was modified to produce 22-oxocholestane derivatives. This type of side-chain was obtained in good yields through a straightforward four-step pathway. These compounds show potent brassinosteroid-like growth promoting activity evaluated via the rice lamina joint inclination bioassay. This is the first report of steroidal skeletons bearing the 22-oxocholestane side-chain and preserving the basic structure (A–D rings) from their corresponding parent compounds acting as plant growth promoters.
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