853-23-6Relevant articles and documents
The effects of DHEA, 3β-hydroxy-5α-androstane-6,17-dione, and 7-amino-DHEA analogues on short term and long term memory in the mouse
Bazin, Marc-Antoine,Kihel, La?la El,Boulouard, Michel,Bou?t, Valentine,Rault, Sylvain
, p. 931 - 937 (2009)
Neurosteroids have been reported to modulate memory processes in rodents. Three analogues of dehydroepiandrosterone (DHEA), two of them previously described (7β-aminoDHEA and 7β-amino-17-ethylenedioxy-DHEA), and a new one (3β-hydroxy-5α-androstane-6,17-dione) were synthesized, and their effects were evaluated on memory. This study examined their effects on long term and short term memory in male (6 weeks old) NMRI mice in comparison with the reference drug. Long term memory was assessed using the passive avoidance task and short term memory (spatial working memory) using the spontaneous alternation task in a Y maze. Moreover, the effects of DHEA and its analogues on spontaneous locomotion were measured. In all tests, DHEA and analogues were injected at three equimolar doses (0.300-1.350-6.075 μM/kg). DHEA and its three analogues administered immediately post-training at the highest doses (6.075 μM/kg, s.c.) improved retention in passive avoidance test. Without effect per se in the spatial working memory task, the four compounds failed to reverse scopolamine (1 mg/kg, i.p.)-induced deficit in spontaneous alternation. These data suggested an action of DHEA and analogues in consolidation of long term memory particularly when emotional components are implied. Moreover, data indicated that pharmacological modulation of DHEA as performed in this study provides derivatives giving the same mnemonic profile than reference molecule.
Facile synthesis of novel D-ring modified steroidal dienamides via rearrangement of 2H-pyrans
Yu, Bin,Zhang, En,Sun, Xiao-Nan,Ren, Jing-Li,Fang, Yuan,Zhang, Bao-Le,Yu, De-Quan,Liu, Hong-Min
, p. 494 - 499 (2013)
A simple and practical method for synthesis of the D-ring modified steroidal dienamides (4a-k) from the steroidal α,α-dicyanoalkene 3 and aldehydes via vinylogous aldol reaction was first reported. By using NaOAc as a base, the desired products were obtained in moderate to good yields in ethanol under mild conditions. All the synthesized steroidal dienamides are new and are currently being evaluated for their biological activities.
Synthesis of steroid compounds containing a pyridazinone moiety
Cherkalin,Kolobov,Chernoburova,Shchetinina,Zavarzin
, p. 2144 - 2147 (2018)
The reaction of 17-ketosteroids and glyoxylic acid followed by treatment with hydrazine affords steroid compounds condensed in the 16 and 17 positions with the pyridazin-3(2H)- one ring.
Preparation method of 3beta-acetoxyandrostane-5-ene-17-one
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Paragraph 0019; 0056-0057, (2021/02/24)
The invention discloses a method for preparationof 3beta-acetoxyandrostane-5-ene-17-one by utilizing androstane-3-beta hydroxyl-17-one-6alpha-boric acid separated from androstane-5-ene-17-one chemicalreduction reaction solid waste through the four steps of reactions of esterification, oxidation, sulfonic acid esterification and elimination. According to the method, the steroid solid waste can beeffectively recycled, the synthesis method is efficient, the reaction conditions are mild, and the cost of related products is correspondingly reduced while the environmental pollution is reduced.
Novel steroidal 5α,8α-endoperoxide derivatives with semicarbazone/thiosemicarbazone side-chain as apoptotic inducers through an intrinsic apoptosis pathway: Design, synthesis and biological studies
Bu, Ming,Liu, Lei,Ma, Liwei,Wang, Haijun,Wang, Jing,Zhang, Song
, (2020/03/17)
A series of novel steroidal 5α,8α-endoperoxide derivatives bearing semicarbazone (7a-g) or thiosemicarbazone (7h-k) side chain were designed, synthesized and evaluated for their cytotoxicities in four human cancer cell lines (HepG2, HCT-116, MCF-7, and A549) using the MTT assay in vitro. The results showed that compound 7j exhibited significant cytotoxic activity against HepG2 cells (IC50 = 3.52 μM), being more potent than ergosterol peroxide. Further cellular mechanism studies in HepG2 cells indicated that compound 7j triggered the mitochondrial-mediated apoptosis by decreasing mitochondrial membrane potential (MMP), which was associated with up-regulation of Bax, down-regulation of Bcl-2, activation levels of the caspase cascade, and formation of reactive oxygen species (ROS). The above findings indicated that compound 7j may be used as a promising skeleton for antitumor agents with improved efficacy.