Chromatographic and enzymatic evidence for the structure of an oxygenated and reduced metabolite of Benflurone

Use of chiral liquid chromatography for the evaluation of stereospecificity in the carbonyl reduction of potential benzo[c]fluorene antineoplastics benfluron and dimefluron in various species

“…The metabolism of B has been studied extensively in vivo as well as in vitro [7][8][9][10][11][12][13][14][15][16][17][18][19][20][21]. B undergoes a rapid phase I biotransformation through oxidative and reductive metabolic pathways [8,12,16].…”

“…The metabolism of B has been studied extensively in vivo as well as in vitro [7][8][9][10][11][12][13][14][15][16][17][18][19][20][21]. B undergoes a rapid phase I biotransformation through oxidative and reductive metabolic pathways [8,12,16]. The carbonyl reduction of B leads to C 7 -reduced benfluron, 5-(2-dimethylaminoethoxy)-7H-benzo[c]fluoren-7-ol (red-B), this is one of the principal pathways for the deactivation of this compound [8,12,16,20,21].…”

Disposition study of a new potential antineoplastic agent dimefluron in rats using high-performance liquid chromatography with ultraviolet and mass spectrometric detection

“…The disposition of benfluron in experimental animals was studied by TLC [9][10][11][12], HPLC [13][14][15], MS [16] and NMR [17] methods using a comparison of the metabolites with their synthesized standards [18,19]. During xenobiochemical studies, the biotransformation products of arylhydroxylation, N-desmethylation, N-oxidation, carbonyl reduction and also of conjugation with glucuronic acid were identified [14,15,[20][21][22][23] and the enzymes involved in their biotransformation were characterized [24].…”