Momynaliev K T, Osipova S V, Sadovskaya V L, Govorun V M, Sergienko V I
Institute of Physico-Chemical Medicine, Russian Ministry of Health Care and Medical Products, Moscow, Russia.
Biochemistry (Mosc). 1997 Feb;62(2):158-64.
Products of the reaction of cholesterol with hypochlorite (OCI) in various systems (egg phosphatidylcholine liposomes, low-density lipoproteins, and aqueous colloidal dispersion of cholesterol) were separated and analyzed by TLC, HPLC, and gas chromatography-mass spectrometry. The reactions of hypochlorite with cholesterol result in the same reaction products in all treated systems. Eighteen fractions were isolated from the reaction mixture by normal-phase HPLC in hexane-isopropanol (95:5 v/v); these were then examined by gas chromatography-mass spectrometry. Six products less polar than cholesterol were isolated from the reaction mixture; two of them were identified as 4,6-cholesten-3-one and 4-cholesten-3,6-dione. Among the oxidation products more polar than cholesterol, nine compounds were identified; they are 5,7-cholestadien-3 beta-ol,3,5-cholestadien-7-one, 4-cholesten-3 beta, 6 beta-diol, 5-cholesten-3 beta, 7 beta-diol, cholestan-3 beta, 5 alpha, 6 beta-triol, 5 alpha-cholestan-3 beta-ol-6-one, 5-cholesten-3 beta-ol-7-one, 5 alpha, 6 alpha-epoxycholestan-3 beta-ol, and 5 alpha-cholesten-3,6-dione.
在各种体系（鸡蛋磷脂酰胆碱脂质体、低密度脂蛋白和胆固醇水胶体分散液）中，胆固醇与次氯酸盐（OCI）反应的产物通过薄层色谱法（TLC）、高效液相色谱法（HPLC）和气相色谱-质谱联用仪进行分离和分析。在所有处理过的体系中，次氯酸盐与胆固醇的反应都会产生相同的反应产物。通过正相HPLC在己烷-异丙醇（95:5 v/v）中从反应混合物中分离出18个馏分；然后用气相色谱-质谱联用仪对这些馏分进行检测。从反应混合物中分离出6种极性比胆固醇小的产物；其中两种被鉴定为4,6-胆甾烯-3-酮和4-胆甾烯-3,6-二酮。在极性比胆固醇大的氧化产物中，鉴定出9种化合物；它们分别是5,7-胆甾二烯-3β-醇、3,5-胆甾二烯-7-酮、4-胆甾烯-3β,6β-二醇、5-胆甾烯-3β,7β-二醇、胆甾烷-3β,5α,6β-三醇、5α-胆甾烷-3β-醇-6-酮、5-胆甾烯-3β-醇-7-酮、5α,6α-环氧胆甾烷-3β-醇和5α-胆甾烯-3,6-二酮。
