71472-98-5Relevant academic research and scientific papers
Synthesis and evaluation of new 6-hydroximinosteroid analogs as cytotoxic agents
Poza, Javier,Rega, Miriam,Paz, Vanessa,Alonso, Beatriz,Rodriguez, Jaime,Salvador, Nelida,Fernandez, Antonio,Jimenez, Carlos
, p. 4722 - 4740 (2007)
Taking into account the structural requirements for cytotoxicity, several new hydroximinosteroid derivatives have been prepared and evaluated for their cytotoxic activity against A-549, H116, PSN1, and T98G cultured tumor cell lines in order to obtain further information on the potential pharmacophoric core of this type of compound. The influence of the oxygenated position in the A ring, the presence of an additional oxygenated position at C-7 and C-16, and a fluorinated position at C-5 were considered in order to study the structure-activity relationships. The results reveal the importance of oxygenated positions in the A ring (e.g., 4,5-epoxide showed an IC50 value against HCT-116 under micromolar level) for an increase in cytotoxic activity in this type of compound. Furthermore, they showed an important selectivity toward colon tumor line (HCT-116).
Short synthesis of 16β-hydroxy-5α-cholestane-3,6-dione a novel cytotoxic marine oxysterol
Denancé, Micka?l,Guyot, Michèle,Samadi, Mohammad
, p. 599 - 602 (2006)
The first and short synthesis of 16β-hydroxy-5α-cholestane-3,6-dione 1 a metabolite from marine algae, has been achieved in six steps from readily available diosgenin 5. Selective deoxygenation of primary alcohol of triol 6 has been accomplished in one step using Et3SiH and catalytic amount of B(C6F5)3 to produce compound 9 in high yield. Oxidation of 11 with PCC, allowed the introduction of 3,6-ene-dione functionality, and further catalytic hydrogenation and deprotection furnished the 3,6-diketo steroid 1.
