82413-55-6Relevant articles and documents
Naturally occurring 20, 26-dihydroxyecdysone exists as two C-25 epimers which exhibit different degrees of moulting hormone activity
Suksamrarn, Apichart,Yingyongnarongkul, Boon-Ek,Promrangsan, Nart
, p. 14565 - 14572 (1998)
20,26-Dihydroxyecdysone (20,26-ECD) isolated from Vitex canescens, V. glabrata and V. pinnata has been shown to exist as two C-25 epimers. Synthesis and separation of the two epimers were accomplished and they exhibited different degree of moulting hormone activity in the Musca assay.
Asymmetric dihydroxylation of stachysterone C: Stereoselective synthesis of 24-epi-abuasterone
Yingyongnarongkul, Boon-Ek,Suksamrarn, Apichart
, p. 2795 - 2800 (2007/10/03)
Stachysterone C was synthesized from 20-hydroxyecdysone (20-ECD). Sharpless asymmetric dihydroxylation of this rare ecdysteroid using osmium tetroxide and a chiral ligand afforded 24-epi-abutasterone, another rare ecdysteroid, and its C-24 epimer, abutasterone. High diastereomeric excess of the former ecdysteroid was obtained when the chiral ligands dihydroquinidine 1,4-phthalazinediyl diether and dihydroquinidine 2,5-diphenyl-4,6-pyrimidinediyl diether were employed. The two C-24 epimeric ecdysteroids exhibited similar moulting hormone activity in the Musca bioassay. However, they were significantly less active than 20-ECD.