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RESEARCH PRODUCT

Chromatographic and mass spectrometric characteristics of 20-dihydroaldosterone.

Paulette BournotMalika Es-souniLeyla C. Ramirez

subject

Trimethylsilyl CompoundsChromatography GasTrimethylsilylClinical BiochemistryBorohydridesMass spectrometryBiochemistryHigh-performance liquid chromatographyGas Chromatography-Mass Spectrometrychemistry.chemical_compoundSodium borohydrideEndocrinologyMolecular BiologyAldosteroneChromatography High Pressure LiquidPharmacologyAldosteroneChromatographyMolecular StructureOrganic ChemistryReference StandardsDeuteriumchemistryMass spectrumGas chromatographyGas chromatography–mass spectrometryOxidation-ReductionEthers

description

The 20 alpha-reduced derivative of aldosterone, 20 alpha-dihydroaldosterone, was needed as reference compound in order to continue the studies on 18-hydroxylation in the Y-1 adrenal cell line. It was obtained by reduction of aldosterone with sodium borohydride. Analysis of the products of the reaction as methoxime trimethylsilyl (MO-TMS) derivatives by gas chromatography (GC) and GC-mass spectrometry (GC-MS) showed three possible forms of the compound. Their identification was confirmed by comparison with the products obtained by stereospecific reduction of aldosterone using 3 alpha,20 beta-hydroxysteroid dehydrogenase. Chromatographic behavior and mass spectra are given for the three forms of 20 alpha-dihydroaldosterone as the MO-TMS derivatives; that is, the 18-aldehyde, the 18,11 beta-hemiacetal, and the 11 beta:18,18:20 alpha-acetal. The possible origin of these different forms is discussed as a function of these results and of the results obtained by complementary analysis on high-performance liquid chromatography.

10.1016/0039-128x(92)90041-7https://pubmed.ncbi.nlm.nih.gov/1455455