Optical resolution, absolute configuration, and activity of the enantiomers of proxyphylline.
The enantiomers of proxyphylline have been separated via their corresponding camphanates. Synthesis of (+)-proxyphylline from theophylline and (S)-propylene oxide derived from (S)-lactic acid established the absolute configuration of the (+) and (-) isomer as S and R, respectively. The activity of the enantiomers as cyclic nucleotide phosphodiesterase inhibitors was tested in human lung tissue homogenate. No differences were found either between the two enantiomers or between the enantiomers and racemic proxyphylline.
D000628:Aminophylline / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D009904:Optical Rotation; D013237:Stereoisomerism; D013329:Structure-Activity Relationship; D013806:Theophylline / Q000031:analogs & derivatives
D007202:Indicators and Reagents; C003237:proxyphylline; D000628:Aminophylline; D013806:Theophylline