698975-67-6Relevant academic research and scientific papers
A short way to invert configuration of the 2,3-hydroxy groups in ecdysteroids
Savchenko,Kostyleva,Kachala,Khalilov,Odinokov
, p. 995 - 998 (2013/09/02)
3-epi-2-Dehydro-20-hydroxyecdysone and its 20,22-acetonide were reduced with lithium tris(secbutyl) hydridoborate selectively at the 2-oxo group with formation of 2β,3β-dihydroxy derivatives and the corresponding 2α,3α epimers which were separated by chromatography.
Stereoselective synthesis and moulting activity of 2,3-diepi-20- hydroxyecdysone and 2,3-diepi-5α-20-hydroxyecdysone
Homvisasevongsa, Sureeporn,Chuaynugul, Aporn,Chimnoi, Nitirat,Suksamrarn, Apichart
, p. 3433 - 3438 (2007/10/03)
The ecdysteroid analogues 2,3-diepi-20-hydroxyecdysone and 2,3-diepi-5α-20-hydroxyecdysone have been synthesized from the readily available ecdysteroid, 20-hydroxyecdysone, and moulting activity has been determined using the Musca bioassay. As expected, the 2,3-diepi-analogue was less active than the parent ecdysteroid, 20-hydroxyecdysone. However, the 2,3-diepi-5α-analogue, which was expected to be inactive in the assay, exhibited moulting activity though it was approximately 1.5-fold less active than its 5β-analogue. The activity of the 5α-analogue could possibly result from the ability of this compound to bind to the ecdysteroid receptor. Alternatively, a possible in vivo C-5 epimerization of the 2,3-diepi-5α- analogue to the corresponding 5β-analogue could account for its activity.
