title: Identification of fatty acid esters of pregnenolone and allopregnanolone from bovine corpora lutea.
abstract: The lipoidal derivatives of steroids present in bovine corpora lutea have been identified and quantified. Nonpolar steroid derivatives were extracted from the tissue with a mixture of chloroform and methanol. The extract was subjected to column and high performance liquid chromatography in order to remove phospholipids, cholesterol, triglycerides, cholesteryl esters, and unesterified steroids. A portion of the purified nonpolar material was subjected to methanolysis. By gas-liquid chromatographic analysis, the products were shown to consist of the steroids 3 beta-hydroxy-5 alpha-pregnan-20-one (80%) and pregnenolone (20%), and the methyl esters of palmitic (34%), stearic (27%), oleic (22%), linoleic (7%), arachidonic (7%), palmitoleic (3%), and eicosatrienoic (1%) acids. Mass spectrometric analysis of the intact lipoidal derivatives and of their methoximes confirmed the presence of seven esters of allopregnanolone and pregnenolone: allopregnanolone palmitate, pregnenolone palmitate, allopregnanolone stearate, allopregnanolone oleate, allopregnanolone linoleate, allopregnanolone eicosatrienoate, and pregnenolone arachidonate. The mass spectral data suggested that four other esters were also present: pregnenolone stearate, pregnenolone oleate, pregnenolone linoleate, and allopregnanolone arachidonate.
mesh_terms: D000818:Animals; D002417:Cattle; D002849:Chromatography, Gas; D003338:Corpus Luteum / Q000032:analysis*; D005260:Female; D007536:Isomerism; D008055:Lipids / Q000302:isolation & purification; D013058:Mass Spectrometry; D011278:Pregnanes; D011280:Pregnanolone / Q000031:analogs & derivatives*; D011284:Pregnenolone / Q000031:analogs & derivatives*
chemical_list: D008055:Lipids; D011278:Pregnanes; D011284:Pregnenolone; D011280:Pregnanolone