65825-93-6Relevant academic research and scientific papers
SYNTHESIS OF POTENTIAL CYTOTOXIC QUATERNARY AMMONIUMS BY OXIDATION OF EBURNANE ALKALOIDS
Lewin, Guy,Schaeffer, Corinne,Pierre, Alain,Guilbaud, Nicolas,Atassi, Ghanem,Poisson, Jacques
, p. 2707 - 2722 (2007/10/02)
Oxidation of vincamine and substituted analogs on ring-A was carried out in two steps: benzylic oxidation by Jones reagent and aromatization of ring-C with Hg(OAc)2 or Tl(OCOCF3)3 in trifluoroacetic acid.Final compounds are quaternary ammoniums which exhibited weak cytotoxicity or no cytotoxicity according to substituents on ring-A and nature of ring-E.
Metabolism of vincamine in the rat in vivo and in vitro
Vereczkey,Tamas,Czira,Szporny
, p. 1861 - 1865 (2007/10/02)
Metabolism of vincamine has been studied in rats in vivo and in vitro using tritium labelled vincamine. Radioactivity was excreted with urine and faeces in an amount of about 62% during 72 h after i.v., i.p. and p.o. administration of the drug. From bile about 40% radioactivity could be recovered during 6 h following i.p. administration. Vincamine is excreted in unchanged form in an amount of 4-6%. In an in vitro system containing rat liver homogenate 6α- and 6β-hydroxy-vincamine are formed, as their structures could be deduced from the mass spectrometric data. Rat plasma probably hydrolizes vincamine to vincaminic acid, but the presence of vincaminic acid could not be demonstrated, neither in urine nor in bile. Mass spectrometric investigations of the urinary and biliary metabolites have shown that beyond 6α- and 6β-hydroxy-vincamine, their further oxidized form, 6-keto-vincamine also appears. 6α-, 6β-hydroxy-vincamine, 6-keto-vincamine and vincamine are eliminated with urine and bile in part as conjugates. Among the metabolites (+)-eburnamonine (vincamone) was also found, which is supposed to be the degradation product of vincaminic acid. The identified compounds are responsible for about 70% of urinary and 30% of biliary radioactivities.
