22798-96-5Relevant academic research and scientific papers
Trifluoroacetylation and dehydration of 20-hydroxyecdysone acetonides. Synthesis of stachisterone B
Odinokov,Galyautdinov,Nedopekin,Khalilov
, p. 232 - 236 (2003)
Trifluoroacetylation of the 25(OH)-group with subsequent dehydration of the 14(OH)-group takes place in the reaction of 20-hydroxyecdysone 20,22-acetonide and 2,3:20,22-diacetonide with trifluoroacetic anhydride in the presence of pyridine. Dehydration of
Synthesis of 20-Hydroxyecdysone Carboxylate Esters
Bobaev,Zavarzin,Blinnikov,Bobakulov, Kh. M.,Ramazanov, N. Sh.,Abdullaev
, p. 1088 - 1092 (2017/12/04)
Acylation of 20-hydroxy-2,3-O-isopropylideneecdysone (2) by carboxylic-acid anhydrides produced ecdysteroid derivatives containing various organic acids (5–12).
Steroidal ligands and their use in gene switch modulation
-
Page/Page column 46, (2016/02/15)
The present invention relates to steroidal ligands for use in nuclear receptor-based inducible gene expression systems. The invention further relates to methods of modulating the expression of genes of interest with a system containing one or more nuclear
Synthesis and structure-activity relationships of novel ecdysteroid dioxolanes as MDR modulators in cancer
Martins, Ana,Csabi, Jozsef,Balazs, Attila,Kitka, Diana,Amaral, Leonard,Molnar, Jozsef,Simon, Andras,Toth, Gabor,Hunyadi, Attila
, p. 15255 - 15275 (2014/01/17)
Ecdysteroids, molting hormones of insects, can exert several mild, non-hormonal bioactivities in mammals, including humans. In a previous study, we have found a significant effect of certain derivatives on the ABCB1 transporter mediated multi-drug resistance of a transfected murine leukemia cell line. In this paper, we present a structure-activity relationship study focused on the apolar dioxolane derivatives of 20-hydroxyecdysone. Semi-synthesis and bioactivity of a total of 32 ecdysteroids, including 20 new compounds, is presented, supplemented with their complete 1H- and 13C-NMR signal assignment.
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.
ECDYSTEROID ANALOGUES HAVING PLANT GROWTH PROMOTING ACTIVITY
-
Page/Page column 22, (2012/05/05)
The present disclosure relates to ecdysteroid analogues which have similar, identical, or enhanced biological activities as compared to brassinosteroids, for instance similar, identical, or enhanced plant growth promoting activity. The ecdysteroid analogues can have similar structures to particular brassinosteroids. Mixtures of ecdysteroid analogues, the mixture having similar, identical, or enhanced biological activities as compared to brassinosteroids, for instance similar, identical, or enhanced plant growth promoting activity, are also provided by the present disclosure.
Preparation of 20-hydroxyecdysone-22-benzoate
Mamadalieva,Ramazanov,Girault,Lafont,Saatov
, p. 488 - 491 (2007/10/03)
20-Hydroxyecdysone-22-benzoate was for the first time synthesized from 20-hydroxyecdysone.
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.
Transformation of 20-hydroxyecdysone acetonides into podecdysone B
Odinokov,Galyautdinov,Nedopekin,Ves'kina,Khalilov
, p. 952 - 956 (2007/10/03)
Hydrogenation of 20-hydroxyecdysone 2,3:20,22-diacetonide and 20,22-acetonide over palladium catalyst yields podecdysone B 20,22-acetonide. Acid hydrolysis of the latter affords podecdysone B which is a natural phytoecdysteroid.
Selective Acetylation of 20-Hydroxyecdysone. Partial Synthesis of Some Minor Ecdysteroids and Analogues
Suksamrarn, Apichart,Pattanaprateep, Prasert
, p. 10633 - 10650 (2007/10/02)
Selective acetylation of the 2,3- and 20,22-acetonide and 2,3:20,22-diacetonide derivatives of 20-hydroxyecdysone and subsequent removal of the protecting groups led to partial synthesis of a number of mono-, di- and triacetate derivatives of 20-hydroxyecdysone.Some of these acetate derivatives are minor, naturally occurring ecdysteroids.
