Novel spironolactone-analogs as impurities in spironolactone.
Six novel spironolactone-analogs steroids (3-8) were isolated from spironolactone by using various chromatographic methods. Their structures were elucidated by spectrometric analysis. Two of the analogs (3 and 7) were confirmed by X-ray crystallography. The A-ring of compounds 3-7 is opened at C-2C-3 bond, and compound 7 is an organic polysulfide, which has a rare, nine-membered ring with a five sulfur atom bridge.
Shanghai Institute of Materia Medica, Shanghai Institutes for Biological Sciences, Chinese Academy of Sciences, 555 Zu Chong Zhi Road, Zhangjiang Hi-Tech Park, Shanghai 201203, PR China.
Hua
H
Chen
Xiao-Yi
XY
Wang
Zhong-Duo
ZD
Yang
Yuan-Chao
YC
Li
D018360:Crystallography, X-Ray; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D015394:Molecular Structure; D013148:Spironolactone / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000302:isolation & purification; D013256:Steroids / Q000138:chemical synthesis / Q000737:chemistry; D013457:Sulfur Compounds / Q000138:chemical synthesis / Q000737:chemistry
D013256:Steroids; D013457:Sulfur Compounds; D013148:Spironolactone