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.
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.
Loader
Jared I
JI
Chemistry Department, School of Science and Technology, The University of Waikato, Private Bag 3105, Hamilton, New Zealand.
Wilkins
Alistair L
AL
Flåøyen
Arne
A
Ryste
Evrind
E
Hove
Knut
K
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
D013150:Spirostans; C046296:sarsasapogenone; D003903:Deuterium; C046297:sarsasapogenin