Chromatographic and mass spectrometric characteristics of 20-dihydroaldosterone.
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.
Bournot
P
P
Laboratoire de Biochimie, Faculté des Sciences, Université de Bourgogne, Dijon, France.
Es-souni
M
M
Ramirez
L C
LC
D000450:Aldosterone / Q000031:analogs & derivatives* / Q000737:chemistry; D001894:Borohydrides; D002849:Chromatography, Gas; D002851:Chromatography, High Pressure Liquid; D003903:Deuterium; D004987:Ethers; D008401:Gas Chromatography-Mass Spectrometry; D015394:Molecular Structure; D010084:Oxidation-Reduction; D012015:Reference Standards; D014297:Trimethylsilyl Compounds / Q000737:chemistry
C078507:20-dihydroaldosterone; D001894:Borohydrides; D004987:Ethers; D014297:Trimethylsilyl Compounds; D000450:Aldosterone; C025364:sodium borohydride; D003903:Deuterium