Isolation and identification of novel impurities in spironolactone.
Three known and five new steroidal compounds as impurities in spironolactone were isolated from the enriched mother liquor by using various chromatographic methods. Their structures were elucidated by spectrometric analysis. New compounds were characterized as 3-(3,3-dimethoxy-5 alpha,7 alpha-epidithio-17beta-hydroxy-4-androstan-17 alpha-yl) propionic acid gamma-lactone (6); 3-(3-oxo-7 alpha-acetylthio-6 beta,17beta-dihydroxy-4-androsten-17 alpha-yl) propionic acid gamma-lactone (7); 7 alpha-acetylthio-17beta-20-isopropylidendioxy-21-nor-17 alpha-pregn-4-en-3-one (8); 7 alpha-acetylthio-3-oxo-pregna-4,17(20)i-dien-22-oic acid methyl ester (9) and 7 alpha-acetylthio-17-methyl-18-nor-androsta-4-en-3-one (10).
Chen
Hua
H
College of Chemistry and Environment Sciences, HeBei University, Baoding, Hebei 071002, P.R. China. hua-todd@163.com
Wang
You-Fu
YF
Yang
Zhong-Duo
ZD
Li
Yuan-Chao
YC
D002851:Chromatography, High Pressure Liquid; D004232:Diuretics / Q000737:chemistry* / Q000302:isolation & purification; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D008968:Molecular Conformation; D011786:Quality Control; D017550:Spectroscopy, Fourier Transform Infrared; D013148:Spironolactone / Q000737:chemistry* / Q000302:isolation & purification
D004232:Diuretics; D007202:Indicators and Reagents; D013148:Spironolactone