78336-00-2Relevant academic research and scientific papers
Synthesis and biochemical evaluation of selective inhibitors of class II fructose bisphosphate aldolases: Towards new synthetic antibiotics
Fonvielle, Matthieu,Coincon, Mathieu,Daher, Racha,Desbenoit, Nicolas,Kosieradzka, Katarzyna,Barilone, Nathalie,Gicquel, Brigitte,Sygusch, Jurgen,Jackson, Mary,Therisod, Michel
experimental part, p. 8521 - 8529 (2009/10/16)
We report the synthesis and biochemical evaluation of selective inhibitors of class II (zinc-dependent) fructose bisphosphate aldolases. The most active compound is a simplified analogue of fructose bisphosphate, bearing a well-positioned metal chelating
Synthesis of 3-Hydroxycyclophosphamide and Studies Related to Its Possible Role in the Metabolism of Cyclophosphamide
Brandt, Joan A.,Ludeman, Susan Marie,Zon, Gerald,Todhunter, John A.,Egan, William,Dickerson, Ruth
, p. 1404 - 1408 (2007/10/02)
Hydrogenolysis of 3-(benzyloxy)cyclophosphamide (10) using Pd/C catalyst and ethyl acetate as solvent leads to the formation of 3-hydroxycyclophosphamide (3, ca. 20percent) and cyclophosphamide (1, ca. 10percent), accompanied by regioselective hydrogen-exchange reactions at the C-4 and C-5 positions in 3 and 1.A variety of oxidizing reagents and liver microsomal incubation failed to provide evidence (31P NMR) for conversion of 1 into 3, whereas identical incubation of 3 led to its reduction to 1.Compound 3 is stable at pH 6.5-8.2, 37 deg C, and exhibits anticancer activity comparable to 1 when tested against L1210 leukemia in mice.Data are discussed with regard to a previously reported suggestion that metabolism of 1 may involve oxidation to give 3 followed by rearrangement of 3 to 2.
