title: Ovine metabolism of lithogenic sapogenins. Synthesis of [2,2,4,4-(2)h(4)]sarsasapogenone, [2,2,4,4-(2)h(4)]sarsasapogenin, and [2,2,4,4-(2)h(4)]episarsasapogenin and evaluation of deuterium retention in a sheep-dosing trial.
abstract: The suitability of [2,2,4,4-(2)H(4)]sarsasapogenone (1b), [2,2,4,4-(2)H(4)]sarsasapogenin (2b), and [2,2,4,4-(2)H(4)]episarsasapogenin (3b) 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-(2)H(4)]sarsasapogenin (2b) and [2,2,4,4-(2)H(4)]episarsasapogenin (3b), obtained by reduction of [2,2,4,4-(2)H(4)]sarsasapogenone (1b), was found to retain 94% of incorporated deuterium, when dosed to one sheep. The recovery of the dosed mixture of genins 2b and 3b was calculated to be 85%. Considerable loss of deuterium and a lower recovery of genin material were observed when [2,2,4,4-(2)H(4)]sarsasapogenone (1b) was dosed.
authors.affiliation: Chemistry Department, School of Science and Technology, The University of Waikato, Private Bag 3105, Hamilton, New Zealand.
authors.forename: Jared I
authors.initials: JI
authors.lastname: Loader
authors.forename: Alistair L
authors.initials: AL
authors.lastname: Wilkins
authors.forename: Arne
authors.initials: A
authors.lastname: Flåøyen
authors.forename: Evrind
authors.initials: E
authors.lastname: Ryste
authors.forename: Knut
authors.initials: K
authors.lastname: Hove
mesh_terms: D000818:Animals; D003903:Deuterium; D004305:Dose-Response Relationship, Drug; D005243:Feces / Q000737:chemistry; D008297:Male; D010947:Plants, Toxic / Q000378:metabolism; D012756:Sheep / Q000378:metabolism*; D013150:Spirostans / Q000737:chemistry / Q000378:metabolism* / Q000493:pharmacokinetics
chemical_list: D013150:Spirostans; C046296:sarsasapogenone; D003903:Deuterium; C046297:sarsasapogenin