10.1021/jf026075z.s001 Jared I. Loader Jared I. Loader Alistair L. Wilkins Alistair L. Wilkins Arne Flåøyen Arne Flåøyen Evrind Ryste Evrind Ryste Knut Hove Knut Hove Ovine Metabolism of Lithogenic Sapogenins. Synthesis of [2,2,4,4-<sup>2</sup>H<sub>4</sub>]Sarsasapogenone, [2,2,4,4-<sup>2</sup>H<sub>4</sub>]Sarsasapogenin, and [2,2,4,4-<sup>2</sup>H<sub>4</sub>]Episarsasapogenin and Evaluation of Deuterium Retention in a Sheep-Dosing Trial American Chemical Society 2003 mixture material sarsasapogenin dosing sapogenin sarsasapogenone recovery episarsasapogenin 3 b deuterium ovine heptagenous photosentization diseases genins 2 b 2003-03-28 00:00:00 Journal contribution https://acs.figshare.com/articles/journal_contribution/Ovine_Metabolism_of_Lithogenic_Sapogenins_Synthesis_of_2_2_4_4-_sup_2_sup_H_sub_4_sub_Sarsasapogenone_2_2_4_4-_sup_2_sup_H_sub_4_sub_Sarsasapogenin_and_2_2_4_4-_sup_2_sup_H_sub_4_sub_Episarsasapogenin_and_Evaluation_of_Deuterium_Retention_in_a_Sheep-Dosin/3679302 The suitability of [2,2,4,4-<sup>2</sup>H<sub>4</sub>]sarsasapogenone (<b>1b</b>), [2,2,4,4-<sup>2</sup>H<sub>4</sub>]sarsasapogenin (<b>2b</b>), and [2,2,4,4-<sup>2</sup>H<sub>4</sub>]episarsasapogenin (<b>3b</b>) as isotopically labeled dosing substrates to determine the levels of free and conjugated sapogenins present in feces from sheep grazing saponin-containing plants implicated in the development of ovine heptagenous photosentization diseases was investigated. A 1:4 mixture of [2,2,4,4-<sup>2</sup>H<sub>4</sub>]sarsasapogenin (<b>2b</b>) and [2,2,4,4-<sup>2</sup>H<sub>4</sub>]episarsasapogenin (<b>3b</b>), obtained by reduction of [2,2,4,4-<sup>2</sup>H<sub>4</sub>]sarsasapogenone (<b>1b</b>), was found to retain 94% of incorporated deuterium, when dosed to one sheep. The recovery of the dosed mixture of genins <b>2b</b> and <b>3b</b> was calculated to be 85%. Considerable loss of deuterium and a lower recovery of genin material were observed when [2,2,4,4-<sup>2</sup>H<sub>4</sub>]sarsasapogenone (<b>1b</b>) was dosed. Keywords: Deuterated sapogenins; dosing trial; sheep; fecal material; <i>Narthecium ossifragum</i>; episarsasapogenin; sarsasapogenin; sarsasapogenone