Gibbons G F, Pullinger C R, Baillie T A, Clare R A
Biochim Biophys Acta. 1980 Jul 14;619(1):98-106. doi: 10.1016/0005-2760(80)90246-5.
5 alpha-[16-3H]lanost-8-ene-3 beta,15 alpha-diol and 5 alpha-[16-3H]lanost-8-ene-3 beta,15 beta-diol were both extensively metabolised by rat liver enzymes in vitro. Quantitatively, the most important product in both cases was a more polar compound, tentatively identified as a 5 alpha-lanost-8-enetriol. In addition, 5 alpha-[16-3H]lanost-8-ene-3 beta,15 beta-diol gave rise to the corresponding 3 beta,15beta-diol diester, whilst with 5 alpha-[16-3H]lanost-8-ene-3 beta,15 alpha-diol only the 3 beta-hydroxyl group was esterified. The enzymes involved may normally be responsible for metabolising spontaneously produced non-enzymic oxidation products of dietary or cellular cholesterol. High concentrations of 5 alpha-[16-3H]lanost-8-ene-3 beta,15 beta-diol stimulated ester formation. With both substrates, carbon monoxide inhibited formation of the polar sterol metabolite but stimulated ester formation. Under all conditions, cholesterol was a relatively minor metabolic product of either of the 5 alpha-lanost-8-ene-3 beta,15-diols.
5α-[16-³H]羊毛甾-8-烯-3β,15α-二醇和5α-[16-³H]羊毛甾-8-烯-3β,15β-二醇在体外均被大鼠肝脏酶广泛代谢。从数量上看,这两种情况下最重要的产物都是一种极性更强的化合物,初步鉴定为5α-羊毛甾-8-烯三醇。此外,5α-[16-³H]羊毛甾-8-烯-3β,15β-二醇产生了相应的3β,15β-二醇二酯,而5α-[16-³H]羊毛甾-8-烯-3β,15α-二醇只有3β-羟基被酯化。所涉及的酶通常可能负责代谢饮食或细胞胆固醇的自发产生的非酶促氧化产物。高浓度的5α-[16-³H]羊毛甾-8-烯-3β,15β-二醇刺激酯的形成。对于这两种底物,一氧化碳抑制极性甾醇代谢产物的形成,但刺激酯的形成。在所有条件下,胆固醇都是5α-羊毛甾-8-烯-3β,15-二醇中任何一种相对次要的代谢产物。