Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
2027892 | Steroids | 2014 | 5 Pages |
Abstract
•In NaOH–MeOH ecdysteroids undergo epimerization and autoxydation.•The new 9α-hydroxy-5α-ecdysteroids are synthesized in alkaline media.•5α-Epimer of the natural ecdysteroid 9α-hydroxyecdysterone is synthesized.•The hydrogenation of 9α-hydroxy-5α-ecdysteroids leads to the 7,8 α-dihydroderivatives.
Autoxidation of diacetonides of 20-hydroxyecdysone and ponasterone A under treatment with excess of NaOH in methanol leads to the formation of 9α-hydroxy-5α-ecdysteroids previously not described. Their structures have been determined by detailed NMR analysis. Catalytic hydrogenation (Pd-C, MeOH–MeONa) of hydroxylated ecdysteroids affords the 7,8α-dihydro-9α-hydroxy-5α-ecdysteroids.
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Authors
Rimma G. Savchenko, Svetlana A. Kostyleva, Vadim V. Kachala, Leonard M. Khalilov, Victor N. Odinokov,