604-25-1Relevant academic research and scientific papers
Synthesis and biological evaluation of steroidal derivatives as selective inhibitors of AKR1B10
Zhang, Wei,Wang, Ling,Zhang, Liping,Chen, Wenli,Chen, Xinying,Xie, Minyu,Yan, Guangmei,Hu, Xiaopeng,Xu, Jun,Zhang, Jingxia
, p. 39 - 44 (2014/06/09)
AKR1B10 is a member of human aldo-keto reductase superfamily, and a promising anti-cancer therapeutic target. In this paper, androst-5-ene-3β- ol, dehydroepiandrosterone, pregnenolone and cholesterol were used as reactants, sixteen products were obtained through Jones reaction and reduction reaction using NaBH4. Their inhibitory activities against AKR1B10 and AKR1B1 were measured. The most active compound (3a) has the IC50 of 0.50 μM for AKR1B10, and the most AKR1B10 selective compound (2a) has the IC 50 of 0.81 μM with AKR1B1/AKR1B10 selectivity of 195. In addition, the binding modes of 2a and 3a in the active site of human AKR1B10 were identified by docking.
An efficient one-pot synthesis generating 4-ene-3,6-dione functionalised steroids from steroidal 5-en-3β-ols using a modified Jones oxidation methodology
Hunter, A. Christy,Priest, Shelley-Marie
, p. 30 - 33 (2007/10/03)
Steroids with 4-ene-3,6-dione functionality have application in natural product chemistry, as synthetic intermediates and as aromatase inhibitors. Here, we report a two-phase oxidation of a range of steroidal 5-en-3β-ols into corresponding 4-ene-3,6-diones using a modified Jones oxidation. The new reaction affords high yields (77-89%) of product in relatively short reaction times (1-2 h). The simplicity of this reaction gives significant advantages over previously reported methodologies.
